Find Places to Stay in Pittsfield on Airbnb

Comfy beds and offbeat accommodations. The description is accurate — I’d definitely stay here again

Paul’s cabin is perfect for a weekend getaway. The interior looks just like the pictures and the place was spotless. Paul was also very accommodating and responsive whenever I had questions. If you’re looking for peace and quiet, this is the place for you.

Paul's place was a quiet, cozy retreat in the middle of town with the feeling of off the beaten path. The board games and space heaters really gave it that camp feel. We loved our stay!

Paul’s place was amazing! It was as advertised, very clean and cozy. The board games were a fun and thoughtful touch! It was very warm even for a cold Berkshire night. I would definitely stay again! Thanks for everything Paul!!!

Pleasant stay as always!

What a great little gem. Convenient location for a variety of attractions in the local town and also a great jumping off point for other locations in the Berkshires. The house itself is cozy and warm with several thoughtful touches to make for an enjoyable and restful stay. Will definitely come back next time I'm in the area.

Amazing little place to stay in - super clean and comfy, and a great location too!

Nice cozy place for skiing

Hi

This is an amazing place if you’re looking for a comfortable, relaxing place to stay in the heart of the Berkshires. The hosts are quick to respond to questions and provide information about the apartment as well as things to do in the area. All of the necessities were right on hand in the kitchen and bathroom and the apartment was very clean and inviting! Highly recommend!

The Hawk’s Nest was a lovely stay. The amount of space was perfect. The communication was fantastic. We visited the Clark and spent 2 days at Kripalu. Both were very close by and I would highly recommend staying here for any trip to the Berkshires.

We couldn’t of gotten a better place to stay. Everything in town is just a few paces away. The perfect spot to come to and enjoy.

Our stay was for 2 nights, very lovely apartment, checking in was easy and it was perfect for what we needed. WiFi did cut in and out a bit but overall was a great experience!

Just enough for a couple nights in the Berkshires to go snowboarding. Right by a vegan restaurant called Thrive that's awesome too!

Branden and Andy's place was a great place to stay for a week of travel Western Mass. Plenty of space for myself, my dog and my co worker. Plenty of stuff to cook with and very quick responses. A+++

The place is lovely and quiet! The apt is in a great location, and very comfortable.

The place was very clean and hospitable. Had a great stay!

Isla was a great host. The space is larger than I expected and very comfortable. Warm and quiet, which is exactly what I needed!

Isla was a great host. The room and private bath were clean and was what I expected....I give her 10 stars

This is a second visit. This time I had the lower level which was extremely spacious and comfortable: big bed, private bathroom, good size desk, smart tv, and the ability to go right out to the back yard (way too cold to take advantage). Isla is so lovely and hospitable.

Isla’s place is cozy, roomy and sparkling clean. Within reach of all Berkshire’s main attraction. I stayed for few days to ski at Jimminy Peak, which is 30 min away I would recommend everyone to stay at her place!

Isla is a very kind and great host! Very respectful and thoughtful. Would stay with her again!

Isla's place is nice and quiet, perfect for my needs! She is just lovely and a great host!

I have stayed with Isla a few times and always get a good night's sleep. She is a lovely host :)

Isla is a warm and wonderful person. Her AirBnb home is perfect if you have business or pleasure in the area. The room is roomy, quiet and private and super clean. We found the location to be central to many of the Berkshire towns and we enjoyed dinners and drinks in both Pittsfield and Lenox. Isla had tea waiting for us when we first arrived and she was very anxious to make us comfortable. Having a private bathroom was also a big bonus. Highly recommend and we plan to return!

The view of the pond alone is worth the trip! Ideal location. Best Berkshire getaway space - remote yet accessible to everything.

We had a wonderful cozy weekend staying at David’s lakefront home. The property is gorgeous, I love the views and how private it feels. We hope to return for another visit in the summer!

A charming property and location.

the best place to stay if your near bye

Beautiful secluded lake house. Lots of birds and fishing just down the driveway.

Davids place was a perfect little getaway for my new husband and I. It was so peaceful and relaxing! David was very easy to communicate with and responded right away. The house was clean and lots of amenities. I'd definitely stay here again :)

A beautiful home. Well cleaned, and stocked. Had an absolutely amazing week here. Very peaceful and relaxing

My husband and I, plus our dog, really enjoyed our time here. The cabin definitely feels private, yet is only about 10 minutes from downtown Pittsfield, which has a large grocery store, Target, restaurants, etc. More importantly, it's the best location I can think of for appreciating the Berkshires--Mt. Greylock and dozens of hiking trails and farms/orchards are within 20 minutes, and you're also about 20 minutes from quaint North Adams and Williamstown--definitely no shortage of things to do. Whitney's farm market is less than a mile away, and has a great selection of produce, pre-packaged local food, and other regional items like cheese and maple syrup. The views of the reservoir from the deck are outstanding--while we were there in early September, it was completely covered with lily pads, and every time we looked out, we saw cranes and blue herons hunting for their meals. We also caught some nice sunsets over the lake from the amazing heavy-duty rocking Adirondack chair on the deck. There is no chance of getting a kayak anywhere near the water, but we knew that from prior reviews and the pictures. The newly re-done wood fire-pit with cooking grate is a really nice touch, and we made several meals on it. Inside, we loved the spacious kitchen with huge island, and appreciated the stand-up fans that were provided in addition to the AC window units, which we didn't even use. The steps to 2nd floor were a bit steep, but given it was just the two of us, it wasn't an issue at all. We didn't get to use the screened in porch much, but really liked having that feature and the nice adirondack chairs there. David was an excellent host--attentive and quick to respond, but not intrusive. The hiking maps posted in the kitchen area were great, and actually prompted me to download a hiking trails map, where i think we found more hiking options than we otherwise would have. Overall, an excellent stay--we highly recommend!

Sharon's Place is a superb value, right in the heart of Pittsfield, and allowed me to get everywhere in the Berkshires between Monterey and North Adams. Super-comfy bed, cozy warm home atmosphere during a Northeast cold spell! We'll be back!

Perfect for a budget stay. The host is super responsive with all questions, has extra tips/suggestions, very hospitable and flexible! Easy in and out.

Awesome apartment

Thanks so much for letting us stay the night! Decent place for a quick stop over at a good price.

Second time staying here and will consider staying here every time I'm in town!

David's place was amazing. Everything was perfect!

Expect a good time if you go to David's place! He responded very fast, answered all questions, left a snack in the fridge, created a thoughtful treasure hunt with awesome locations and an awesome prize and above all that because we got really badly snowed in and were really ill prepared he plowed the drive way and went as far as brushing off our car and digging up the exit from our door! We were very pleased with our and if we plan on visiting the area again this airbnb be the first we book

The place was great, better than I expected for the price! Super clean and comfortable! Just what I needed!

Amazing little getaway. The cottage house has everything you need- comfortable bed, good pillows, a hot shower, and most importantly incredible scenery. So close to a awesome walking/biking trail. Highly recommend.

Very nice cottage in the Berkshires, well appointed, very friendly and attentive hosts

Sam is a wonderful host and Cabin 22 is the perfect place for a Berkshire getaway. It is centrally located so everything the area has to offer is easily accessible, north, south, east, or west. The rail-trail and reservoir are steps away so bikes and kayaks (maybe fishing gear...) add other possibilities. But it is also a wonderfully private, comfortable place to cozy up and stay put.

This little cabin is just wonderful. Lucked out that the fall season was just starting to peak while we where there. We truly enjoyed the quaint, tidy cabin surrounded in beautiful fall colors. The mornings being cooler, we had our fresh coffee by a little fire in the outdoor pit, and of course treated ourselves to the luxury of a fireside outdoor shower! Pretty magical way to start a day in the woods of New England. This place has everything you need, and nothing you don't!

Sam’s place is amazingly beautiful, private, and special. The perfect place to spend a weekend in the Berkshires. We would love to go back soon.

Great little space with a peaceful vibe! Sam was very nice

Great place to stay for a romantic get away. Just be sure you are ready to be quite intimate. There is a nice porch to view the stars from and a fire pit in the back.

This place is a lovely gem in a beautiful private setting. Exactly as advertised. lovely babbling brook in the yard behind the cottage. Coffee was a very nice touch. Perfect retreat space for small format artist or writer. Sam was so responsive and very kind. In my opinion you cannot go wrong here.

Josie and Scott are excellent hosts with hearts that care. My space was clean and organized and I greatly appreciated the banana bread, hot water heater for tea, plenty of clean towels, and easy access to rest of the house. I was close to Guido's market, a fresh food market with coffee and food bar and my drive to Kripalu was pleasant and easy. The room is very large and allows for ample space and comfort. The four cats are pretty cute too. Josie and Scott are thoughtful, experienced hosts, I would definitely stay there again when in the area! Superhosts indeed.

Cozy, yet spacious space in the heart of the Berkshires. Great proximity to regional recreational activities. Thanks Scott and Josie for greeting us, providing excellent local recommendations and making it a seamless and relaxing stay!

My home away from home while I work. Continues to be a fantastic stay.

Couldn’t have asked for better hosts or a better space!

My second stay with Josie was comparable in every way to the first: wonderful host, beautiful accommodations.

Josie and her family were amazing hosts! We booked 1 night because we were skiing in the area, and they were so wonderful it made us wish we were able to stay another night. I had never stayed in an AirBnB room that was in the same house as the hosts, but it was truly so nice and comfortable with Josie and Scott. Will definitely book them again if I need to stay in the area again!

We could not have been happier with our stay at Josie's place. They are warm, inviting, and hospitable. The space was everything we could have asked for and more. Highly recommended!

The accommodations in Scott & Josie’s home are cozy and very comfortable. They are great hosts who go the extra mile to make their guests feel welcome. We stayed overnight as a stop over before skiing the next day and couldn’t have been happier with our experience. 10/10 would stay again.

What a lovely cottage! Perfect for a weekend getaway. Fireplace, comfy beds... very cozy! And Paul is a wonderful host and was very helpful!

This place is cozy and fantastic. It is super clean and easy to get to. If you're doing anything at Kripalu it is only 15 minutes away. It is very quiet, a great place for meditation.

This is a great spot. Great place to relax and get away. Peaceful and comfortable.

Paul was a wonderful host. The space was beautiful, clean, and a pleasure to spend time in. The wood burning stove was a lovely surprise!

Paul was a wonderful host. The fireplace was going when we arrived making our stay comfy and cozy. The kitchen has all the amenities you would need. There is so much to do in the area and the ski resort is just minutes away. We would definitely stay here again.

Great clean place!

The Dancing Horse Lodge is a perfect, cozy spot with 3 bedrooms, a wood stove in the living room, and a full kitchen and free washer/dryer. Paul is very quick to respond and we had a great time! It was perfect for our family of 4 for a week, great central spot to explore the Berkshires. Super close to Bousquet Mountain and grocery stores.

Driveway in the winter is rough, but you can park on the street. Lovely home, very cozy with the fireplace. Exactly as advertised!

We had an amazing stay at this one room Schoolhouse. There are many thoughtful touches throughout.

Amazing

Amazing location right on Mt Greylock - just a mile to the visitors center and trailheads. Lovely views of fields and trees out of the big classroom windows and through the skylight upstairs. Rich had great suggestions for local walks and advice for finding our way around. Stone School Cottage is a really unique and charming getaway!

Rich and Cheryl’s place is as interesting as it is picturesque. Our young girls loved playing in the classroom and with the provided toys. Rich and Cheryl were helpful in providing a portacrib and stair gate, and giving us some tips for local activities. The surrounding roads were lovely for a walk.

A fun place to stay, close to hiking at Mt. Greylock. It has a full kitchen and refrigerator which was nice for dining in potential.

This is a very special place. Spacious yet cozy and loved all the extra touches - fruit and fresh cut flowers. Loved the history and spending time between the sleeping quarters/kitchen upstairs and the preserved schoolroom downstairs. Easy and helpful check-in and everything was super clean. What a fun place to come back to after hiking Mt. Greylock (very and close and convenient) and before heading to MASSMoca the next day. Stayed here with my boyfriend, but this would be a great place for a family getaway :)

Beautiful neighborhood and helpful hosts!

As a family with a toddler, we LOVED staying at Rich's place!!! It's really family-friendly in all aspects: lots and lots of toys to play with, a standalone house where nobody is bothered by any noise, great location with horses and other animals to look at, great tips of family activities from Rich. Also, Rich was very responsive and very eager to help out with any questions or needs we had. We really enjoyed our stay very much and will definitely be back for more Berkshire time.

Wonderful place to stay, large, roomy, thoughtfully appointed.

Outstanding, will absolutely stay here again the next time I'm in Dalton.

Comfortable, quiet, relaxing. A great place to rest after a long journey. A beautiful large tiled shower space will help you to relax before bed. And it's easy to make a cup of tea with the heated water dispenser. A quiet place to read and refresh.

A great stay! The bedroom is huge, and with its separate entrance and private sitting area and dining room it’s like a studio apartment. Very clean and comfortable. We’d happily stay here again.

Mary was a fantastic host. She responded promptly, sent us food recommendations that were great, and provided an extremely cozy place to stay. We highly recommend checking out this fantastic getaway!

Beautiful place . Great location. Ample parking. Nice breakfast sandwiches.

Very nice, large space with combined living and bedroom area. This place has everything you could possibly need for a short stay, including snacks. The owner was very nice too. I recommend this place!

Really nice! Would definitely like to come back again!

Great value and Charlie and Margaret are helpful and responsive! Quiet and simple. I find the space very calm and convenient for my Berkshire visits.

Beautiful space Thoughtful touches (cold apple cider in the fridge, chocolate, tea bags, coffee, and hot chocolate, toiletries) Friendly host Fast wifi, hot shower, responsive thermostat Charlie met us at the door and was so friendly! The location is perfect: quiet enough to sleep but close to a downtown for food and supplies. You can't beat the price, location, and hospitality of this spot. It is FAR better than any motel.

Room was perfect! One thing they don’t say up front is the building is the ole train station, store front, and rented rooms from way back in the day. Very cool history! The train went by about 10pm however it was fast and kind of exciting. Lol Great location! Close to restaurants and ski! We will be back!

A really cute little spot just minutes from Butternut and Great Barrington, Charlie and Margaret’s place did not disappoint. They also were very accommodating as they let us check out later.

Charlie and Margaret's place provides a very comfy and spacious environment. The bed has a mattress that is extremely comfortable and is dressed in nice thick linens. Although everything was extremely clean, many of the fixtures are retro/old but working just fine. Upon entering the room there is a slight mildewy smell that seems to disappear after staying in the room a few minutes, so ultimately we were not bothered by it. Provided in the room is a swivel chair and rocker for reading, a chest to place suitcase at a nice level, a closet to hang coats and a dresser with lots of drawers. A microwave, keurig coffee maker, water bottles, and a couple of chocolate mints were nice touches, making the room more like a studio apt. The bathroom is small but provides all necessities (to keep warm, door must be left open). Communication was easy timely. Allowing us to pick up keys early in the day allowed us easy access later that night.

Warm and clean and in proximity to Lenox Center. And Charlie and Margaret were very welcoming!

Great value and close to Kripalu!

Nice place in a quiet part of town, but just a short drive to a lot of great towns and things to do in the Berkshires. Great hosts, great place to stay. Thank you!

Lynette is an amazing host. Her place is so lovely. I just can’t leave : )

Great stay! Extending again : )

Another excellent stay! Fantastic host : ) Thank you for everything, Lynette!

Lynette is a wonderful host! Ive just extended for a fourth month.

Lynette is an outstanding host! I have extended for another month. I highly recommend her place.

Lynette's place was absolutely wonderful and I would stay there again in a heartbeat. She was so welcoming and had everything you would need laid out for you. A very welcoming host and a lovely home

Lynette's home is lovely and her gracious hospitality made our stay very enjoyable. We especially appreciated her knowledge of the area and suggestions for things to see nearby. I would highly recommend her place to anyone!

Lynette is a fabulous hostess. She was very attentive, the place was spotless, and the location was central to everywhere we traveled. Highly recommend Lynette. She made us feel so welcomed and at 'home'. Great value for the price as well.

Fantastic cozy chic apartment

Chris is a fantastic host. I highly recommend this spot. It is very clean and spacious. It’s also very reasonably priced.

Chris was extremely helpful regarding a jacket and wallet that was left during a the stay. Fantastic host! Thank you Chris!

Very nice

Place was great. Very spacious. Kids were able to run around and not get in our way. Large kitchen. Had 2 Bathrooms. Drive to mount snow was like an hour and a half. Jiminy peak was about 30 minutes.

The location was close to everything in town. The place was super clean and exactly as described. If we come back to Pittsfield, we would definitely stay here again!

Host is incredible. Places are spacey and clean. It served the purpose for all 5 of us. What can I say....everything is great. Location is not too far from Jiminy Peak Mountain where we went for skiing. We all enjoying this trip so much.

Comfy beds. Well-equipped kitchen.

Great place. Clean and had everything we needed.

A great, private, relaxing place to stay in Pittsfield. Close to Ski areas. Amenities include jacuzzi, games, all things to make your stay Enjoyable and warm. 5 star stay!

We loved our stay at John and Elaine's place! It was very well stocked with everything we needed for the weekend - a full beverage bar, microwave, fridge, plenty of linens and toiletries, and even disposable flip flops for the hot tub! Check in was a breeze and the space was stylishly decorated and immaculate. We'd definitely stay again.

We had an ideal night at John and Elaine’s place. This was one of our favorite Airbnb experiences to date. The hosts thought of everything: coffee pods for the Keurig and cream in the fridge, flip flops for the hot tub, stunning views, comfy blankets and bed, wine glasses, Netflix access on the TV, a list of local places to check out, and personalized notes explaining everything. The only issue was the rattling of heat pipes throughout the night, which may be an issue for lighter sleepers. Otherwise we had an incredible experience and would highly recommend this gorgeous location and accommodating hosts to any future guests!

John and Elaine are definitely super hosts for a reason! They have a perfect little, cute place ! The hot tub is amazing! They have a lot of great pamphlets of what’s in the area and fun things to do and great restaurants! It’s a perfect getaway place! You won’t regret it!!

Great place!

Great value. Just outside of Lenox. In the Berkshires. The place is spotless. You won’t see the owners. It’s exactly what you want for an Airbnb.

John and Elaine’s place is the best. Clean and welcoming;?2nd time we booked our stay here. Highly recommend.

Beautiful, relaxing. A wonderful getaway!

I encourage anyone to stay at this here it was pleasant and quiet

From start to end the entire experience from booking, arrival/check in, our stay and checkout was amazing. The kitchen was stocked with some cooking essentials as was the fridge. Thankful for providing the basics! Furthermore, the provision of small toiletries was a great touch in case we forgot anything. The driveway was thoughtfully cleaned and made much easier for us to traverse in the snow and ice. WiFi worked well ! The apartment served as a great base for our family (2 adults, 2 kids - 3&6) going skiing to Jiminy Peak. The warm heater under the TV was great for heating up the boots! There was a great selection of books, DVDs, games (including connect 4 - which the kids loved) and functional smart TV. Dunkin within walking distance was great. Would definitely stay again!

This is our second stay at this fantastic apartment and we love it! It’s perfectly located near everything you could need for a trip away from home. The space is great for a family and is so cozy while still being totally spacious and functional. Also Melissa is a wonderful host and so helpful/responsive! She even went out of her way to help me collect a package that was unexpectedly delivered before our arrival date!! We feel very lucky to have happened upon this place not just once but twice now and we are already plotting our next stay!

Thanks so much for the great stay and all the wonderful touches in your home, lots of character, decorated lovely and so clean! also so helpful having all those extras like paper towels, soaps and clean towels and amenities! So glad we stayed!!

The place was as expected. It was clean and a well stocked kitchen for cooking. They had some games, books, and puzzles to pass the time which is always appreciated. Enjoyed the stay for work here. The apartment is in a very quiet part of Pittsfield but within walking distance of the downtown area (10-15 minutes)

We had a fantastic time at Melissa’s house. It was perfect and close to all the necessities needed for a family with two small kids (restaurants, YMCA, Big Y, CVS, Dunkin) Spacious and clean and super grateful that they came by to help shovel us out after a winter storm! Great people will definitely return!

Great decorative touches inside the apartment. Hotel-like thoughtfulness to provide travel size items if you forgot anything. I would stay here again for sure.

Our family of four stayed here for four days, as a base for skiing at Jiminy Peak, about 25 mins away. We could not have asked for a better home or location. The apartment is spacious and has been very thoughtfully renovated with nice design touches. Having both double and twin beds was ideal for our circumstances. North St is within walking distance (although it was too cold during our visit). Melissa is great to deal with and value for money was excellent. We will consider the property again for summer visits to Tanglewood (about 15 mins).

Great place to use as a home base for checking out the Berkshires. Very comfortable. I loved the largish soaking tub. I highly recommend this cozy cottage.

The house is small and cozy. Perfect for a couples get away. Which is exactly what we were looking for. The location is perfect, close to town but no noise can be heard at the house. Everything was clean when we arrived. And the tub! The tub is huge and perfect for a relaxing soak! There are plenty of windows to let the sun light in. The kitchen has everything needed to make meals during your stay. All in all it was a great place to stay. The host answered all our responses quickly, and she was very polite! Would stay again for sure.

Nice place to chill and get out of city with by bf.

We had a wonderful stay here! It was very clean and cozy. Elise has a beautiful book collection and the bed was very comfortable. It’s a good price for all of the space and privacy and we look forward to staying here again.

An incredible place to escape from the craziness of life. Peace, tranquility and nature on the outside, and warmth and a cute cozy home interior design on the inside.

This home was perfect! Set back from traffic and too much commotion outside but still close to activities, shopping, entertainment! The inside was spotless and had a very quaint and comfy feel. It was great to get away for the weekend, and would highly recommend a stay here to anyone!

Elise’s home is comfortable, stylish, and spotless. The kitchen had everything we needed to cook a nice meal and Elise added notes and personal touches all over the house. Despite this being her home, the space was curated and organized perfectly for guests. You don’t feel like you’re intruding someone else’s space! The cleaning was immaculate- no evidence of previous guests. We went to dinner once in Pittsfield, but we otherwise had no interest in leaving the house! It was perfect for a restful and relaxing weekend getaway. Thank you Elise! We will be back :)

Loved the place and stay! Even better then expected and bigger! Such nice touches and thoughtful detail. Highly recommend staying at the cabin!

This place is such a great deal and amazingly beautiful. The view of the horses when you wake is breathtaking. You can hike with the horses and are just moments away from Lenox. Hayley is an awesome host and made my stay wonderful.

My family had a great time at Hayley’s place. We stayed there for a ski trip at Jiminey Peak. The apartment was clean and comfortable and my 2 children loved being able to spend time with the horses and donkeys. Hayley went out of her way to make sure we had everything we needed and is fantastic host. We are already planning to return in the spring.

Hayley's place is a sweet, clean sanctuary. The place is slightly on a hill, and you will have the landscape (snow, if it is winter) and her gorgeous horses in view. Her horses galloped right up to us, once they spotted us walking by. Friendly, stunning horses. The setup with the two bedrooms, common space, bathroom and kitchen were spotless, and all was as expected according to the listing. Our family of four (husband, myself, 4 year old and an infant) remained toasty and comfortable during our wintry stay. Hayley was attentive to our unique needs (car rental could not make it exactly to the home, and she shuttled us to and from our car!) and she was the generous host - lending us her snow boots, providing bottles of water and hot tea upon arrival. She treated us amid the challenges we had faced. Our 4 year old enjoyed riding a horse and feeding the donkeys. Really made our trip and we could not have been happier with our stay at Hayley's ranch.

Family friendly place to stay in the Berkshires. Easy check in and communication with Haley. She was able to provide us with helpful local recommendations

A magical place in the Berkshires! My husband and I didn’t want to leave. Hayley was an amazing host. She had a plethora of knowledge of all things related to the area. She was always very responsive and answered any questions we had. She gave us an extensive list of the best restaurants in the area. We stayed two nights. The first night, we stayed in and cooked. The nearest grocery store is only about a 15 minute drive away. The kitchen is fully stocked with several pots and pans. The second day, it was hard for us to leave and explore the area because her place was so cozy. We cooked our own breakfast and ate while watching the snow fall. It was truly picturesque. Afterwards, we finally peeled ourselves off the couch long enough to go explore. We went to Hilltop Winery and then to The District for a late night dinner. Both places at the recommendation of Hayley and neither disappointed. Did I mention that the place is dog friendly? Our pup was in paradise being able to freely roam about in the snow. Hayley’s dog was very friendly and they got to play together. I would absolutely recommend this place to anyone looking to get away.. You won’t want to leave, even to go grab a bite to eat. I would 10/10 stay here again next time I’m in the area.

I loved Hayley’s place so much that I extended my stay, twice! The Pura Vida suite is light and bright, even on a rainy day. Hayley is warm and welcoming and made my four legged companion and me feel right at home. It was an idyllic place to spend time writing, looking out at the horses and trees, and only minutes away from the towns and trails of the Berkshires. I cannot recommend this place highly enough. Hayley, thank you!

Ten out of ten Hayley. Our little one loved feeding the donkeys and the horses!

We loved this place! I came with four others on a snowy weekend. The atmosphere was dreamy. It was amazing sitting at the kitchen table watching the snow fall and the horses hang around. The kitchen was stocked with appliances for us to cook with. A grocery store was 10 mins away. The apartment was nice and cozy and warm. When 5 adults were there it felt a little tight (though cozy); it was perfect for 2 couples. The apt gets a little warm easily but you have control over the thermostat which definitely helps. Location-wise we were 10-20 minutes to Stockbridge and Pittsfield so there were lots of things to do. We went four minutes down the road to Hillside Orchards-winery to snowshoe and had a great time. Hayley and her neighbors were kind to us. Overall, I would 100% book at this place again when we come back to the area.

Sparkling clean! Easy access! This was a great place to stay after a day at Jiminy Peak. Highly recommend and would book again in the future.

Marie is a great host with a spacious but quaint space.

Great place .very clean and small notes about rooms and house .easy check in and check out .

Clean and comfortable with a well-equipped kitchen, Marie’s apartment is a great option for anyone seeking a get-away to the Berkshires. You’ll love its brightness and spaciousness.

Had a very pleasant stay, thank you!

Marie’s place is great! Went for a weekend of skiing at Jiminy Peak and this is the way to go! Was a quick ride to the mountain, while still having a town to hang out in at night. Marie had great food recommendations for us, and replied quickly to any questions we had. I would definitely recommend this spot to anyone. Thanks again Marie!

Very accurate description

Really adorable apartment

Really great experience at Randy and Barbara's, they are the consummate hosts. You have your own separate apartment upstairs that's extremely well presented and spotlessly clean. We used their house as a base for skiing at Jiminy Peak, which is perfectly located at a mere 5 minutes away. Can't recommend them enough - Thank you Randy and Barbara !

Great place! The house was extremely clean and welcoming. Perfect place for a weekend ski trip.

Outstanding experience

Conveniently located right down the road from Jiminy Peak. Very accommodating hosts who checked us in personally, gave us local tips and even provided a sled for our two boys when we arrived in a snow storm.

Randy and Barbara have created a warm and welcoming mountain hideaway close to things to do. The suite is stylish and comfortable, with little touches that are useful and hospitable. Check-in was simple, the location easy to find, and surrounding landscape beautiful. We would happily stay again!

Great hosts! Awesome snacks! Perfect location near the ski resort!

A very nice accommodation for 4-6 persons with a bathroom. The location is very nice and quiet. We would book again!

Barbara and Randy offer guests a beautiful three bedroom suite in the middle of the Berkshires. The home is sparkling clean and very nicely furnished. Barbara and Randy provide a mini fridge with drinks that they will restock if asked, as well as dishes and glasses that they will also clean for you! Their outside sitting area is beautiful and the fire pit is great. They are just a few minutes from Greylock Mountain as well as a number of beautiful farms. We stayed in their home with six adults and two babies and it was perfect for us!

This place is great and the hosts were very accommodating and quick with communication

Duane and his wife, Sheila, were the warmest and kindest hosts we've ever had! They really went above and beyond to make our stay comfortable and are just really good people!

Duane and Sheila are excellent hosts, and the apartment is well-appointed, comfortable, sparkling clean and a total bargain. Close to a vibrant downtown (If you hail from Pittsfield and are dubious of the location, don't be!), we were able to walk to local eateries and attractions. Response time to requests and questions was super speedy. We really enjoyed our stay and are looking forward to staying again when we visit Pittsfield relatives again!

This was my first Airbnb experience and I couldn’t be happier! Duane and Sheila were amazing hosts! The apartment was super clean and cozy and in the perfect location! I will be staying here again when I visit the Berkshires!

Great people! Great place! Enjoyed my stay! Super clean and a very comfortable bed! Excellent location!!

Duane’s place was great for a weekend getaway. Perfect location for coffee lovers and foodies (lots of good spots just around the corner, and a short drive to endless hikes. The apartment was clean, quiet, and comfortable. We would definitely stay there again!

Great place to stay. Very clean and close to restaurants in Pittsfield.

Duane and Sheila were great hosts. Friendly and Helpful for tips on food and events. An extremely clean and quiet space for relaxation.

Well located and a pleasant experience.

Returning client! Good location, cute and clean place! Dawn is a great host. My family and I had a great time again!

Dawn was an awesome host, very responsive to all of our needs and questions.

My family and I had a great long weekend at the Cozy Condo. The condo was spacious with 2 adults and an infant and could have fit another couple since there were 2 bedrooms with queen beds and 1.5 bathrooms. The location was incredibly scenic and convenient for getting to restaurants and stores in Williamstown, as well as to downtown North Adams. Our visit was in the summer, but for skiers or snowboarders, the location is right at Jiminy Peak. We'd love to be back in the future!

We loved this adorable little cottage. It was very convenient to our venue. Dawn was a great hostess and we will surely be staying there again.

Dawn is fast to respond.....the condo wasn't ready for us when we got there, but Dawn made sure to find someone quickly. We left for a little while and when we got back, the condo was spotless. Dawn refunded part of our money for the inconvenience. The condo itself is located in a beautiful area and was within 20 minutes of everything I needed. Will definitely consider staying there again if I ever make it back to that side of the country.

For the value this is a wondeful choice of a place to stay in the Berkshires near Jiminy.

Dawn is a lovely person and an outstanding host. She will do everything she can to help you have the best stay ever. This is your place!! Thank you Dawn!!

This is a perfect place to stay - extremely clean, thoughtfully arranged, spacious, and quiet, in a very convenient location, with lots of natural light, a fully-stocked kitchen, free parking in the back, and an easy check-in process. It's even nicer in person than in the photos! Duane and Sheila were always friendly, helpful, and responsive too.

This was the second time staying at the apartment. It is very clean and comfortable to stay in. They had nice little touches to make you feel welcome. Last time there were flowers this time a puzzle for the holidays and some lights in the window with ornaments in the living room. We would definitely return to this apartment if available.

Awesome space! Clean, great layout and convenient location! Highly recommend!

The apartment is as displayed on the site. Everything was great and going back to this apartment in a month for another business trip. The apartment was one of the cleanest apartments we have come across at airbnb. The kitchen was fully stocked for cooking. It also had a lot of space. The master shower was a walk-in large shower.

This place has a very nice, modern look while also having the charm of a historic house. There are several nice restaurants and shops within walking distance. It was perfect for my needs. However, be mindful if you have mobility issues. Getting up the stairs in the back is pretty tight and windy. Also the apartment is on two levels. There is a step up to the living room and bedrooms. Just something to keep in mind if you are on wheels.

Duane’s place is fabulous - even better than the photos show. The apartment is really stylish and contemporary - and it caters for the guests’ every need. And Duane and his wife Sheila are so friendly and helpful.

Duane and Sheila were the most amazing hosts and their space is really great - comfortable, clean, spacious, and convenient. We had such a wonderful stay!

Duane's place is great! Comfortable, airy and open, very welcoming. We had everything we needed, and more. Also, some nice restaurants nearby. We had great meals at District and Flavours.

Dave and Vicki are gracious, generous, and thoughtful hosts. Their lake house is beautifully located in a quiet setting. It is clean, comfortable, and well-equipped. We used it as a home base for outdoor activities, and we were more than satisfied.

Charming AirBnB that we had a wonderful time at! We enjoyed the amenities and the thoughtful touches left by Dave and Vicki. Definitely recommend staying here to anyone who wants a relaxing weekend away and we will definitely be back.

Dave and Vicki's place was as advertised. They were quick to respond and lovely. The house was very comfortable and the neighborhood was friendly. Although we did not use the kayaks we did go down to the water which was a nice treat. On the Friday the 13th we sat at the beach and watched the full moon rise across the lake from the mountains-it was amazing. The location was centrally located for the activities we had planned, and even though Pittsfield is a larger community the location of the small neighborhood on the lake was away from the hustle and bustle. Very relaxing sitting on the deck. The added touches of fresh cider doughnuts and half &half in the fridge was very sweet. A great stay.

Cozy cottage- nice porches and fire pit for relaxing. Close to water in easy to walk neighborhood. Great hosts- had everything ready for us, even fresh donuts and cream for coffee!

The house of Dave and Vicki is beautifully located in the third row on the lake with lake view and terrace. Great that a canoe and a kayak can be shared.

Dave and Vicki's Lake House is a great home base for exploring everything the Berkshires has to offer! Only 15 minutes from Tanglewood, and well-situated for MassMOCA and other attractions. Plus you are right by Richmond Lake and have use of their kayaks and the beach! The welcome package of fresh cider donuts was a thoughtful and delicious touch! We'd stay there again for sure!

The lakehouse is a great getaway -- the lake/community is quiet, the porches comfortable, and the access to the kayaks is easy. Had a really nice stay. Dave and Vicki left donuts for us, supplied plenty of coffee -- terrific.

The cottage was clean and comfortable and in a great location - close to Tanglewood. And other local attractions. The lake is a great place to swim and to relax. The neighborhood is also very quiet. I would definitely come back.

Wonderful hidden gem of lost opulence resurrected, like stepping back a century in time! Don't miss it .

Staying with Ken and Laurie was very comfortable and enjoyable. The residence is unique and rich with history. Very relaxed atmosphere.

One night was not enough in this lovely home! We arrived late and found our room easily. Breakfast with Ken and a few other guests was also lovely. Plenty of space to wonder and close to Mt Greylock which was our ultimate goal. Can’t beat this super cool stay in the Berkshires! Great hosts.

Ken, Laurie, Tom and Robin's home is just beautiful! It is filled with unique pieces that make it both a home and a warm and inviting setting. The common rooms and the gardens are an added bonus to relax and enjoy some downtime and the goodies that the hosts provide. It is in a convenient location to all that the Berkshire's have to offer.

This is an amazing space. Like living in a mansion with a grand staircase, huge bedroom and private bath. Breakfast provided too.

Beautiful! Comfortable bed, nice bath, the hosts are wonderful.

Beautiful home....elegant touches everywhere! Such a wonderful place to stay when visiting the Berkshires. We were delighted with the extra special luxury of a continental breakfast with the host who was a great helper in giving tips for local places to visit and eat.

Such a beautiful bed and breakfast. Communication was clear and response time was efficient. I truly felt like royalty when walking down the grand staircase with the stained glass window on the landing.

Wonderful, clean and cozy suite! Highly recommend and we will definitely be back!

Great experience; very convenient to the mountain!

Debbie and her husband were amazing. Caring, like parents. The communicated with me flawlessly. Everything went very smoothly. The room was so comfy and cozy. Immaculately clean. It was perfect. I will highly recommend anyone to book.

Love this place

Debbie and Tom are super nice and helpful! This is a great room with a big private bathroom and giant shower. Comfy bed, nice linens, thoughtful things in the room. I will definitely stay again as I'm in the area for work a lot.

Debbie and Tom were awesome hosts! Place was very clean and was a pleasure to stay for the night.

Debbie and Tom are gracious hosts who made us feel very welcomed. The bedroom and private bath are quite comfortable and beautifully decorated. My husband and I very much enjoyed our stay and highly recommend them.

Debbie and Tom were MAGNIFICENT hosts - so friendly, welcoming, and showed us around the space taking care to make sure we knew of all available amenities. The private room was comfy, cozy and sparkling clean! They left us an assortment of coffee and muffins to choose from for breakfast, and were delighted to give suggestions of local attractions for our time in Pittsfield. I would HIGHLY recommend them to anyone travelling through the Berkshires/Pittsfield area. Thanks again Debbie and Tom!

This was my first experience renting a room like this and I could not of picked a better place. Debbie and Tom are spectacular hosts. As soon as I walked in they felt like family. They are very sweet, the place is very clean and comfortable. And I loved the caring details that they included in my stay. 😊

I cannot recommend this place enough. The location is excellent, the hostess divine, the the amenities outstanding .

Great off street parking. Spacious. Clean. Easy access.

Excellent place great spot in town! 20 min from jiminy peak

What a perfect, cozy apartment that is a quick 20 minute ride to Jiminy Peak but centrally located to all the amenities that downtown Pittsfield has to offer. The best of both worlds for a couple of city folk. Will definitely look to stay here again on our next trip to the Berkshires.

Duane and Shiela are perfect hosts! The place had everything you may possibly need for a long stay. Everything was also neatly labeled. Perfect place to stay if you’re in the area to ski at any nearby mountain. 10/10 recommend and would stay again.

Such a great place! Way better than I expected. The space is bigger than appears in the photos. The furniture was comfortable and so was the bedding! The kitchen was a dream with everything you can expect available - pots and pans, toaster, coffee maker, dishwasher, huge fridge. They even had Amazon's Firestick which made my stay only more comfortable! Snow cleaning service was provided and well managed and I never had an issue parking my car.

My husband and I stayed here with our baby for a quick five-day getaway. The apartment was stylish, clean, and comfortable, with plenty of space for us to spread out, and it made a perfect home base for exploring the neighboring towns. Duane and Sheila were great hosts, very communicative and helpful with suggestions in the area. We would absolutely come back!

I spent an October week at Duane's apartment ("Just off North") in Pittsfield. It exceeded my expectations in every way. The location is very convenient to downtown, and the apartment is spacious. It was spotlessly clean and very well-appointed—including a fully-equipped kitchen, washer & dryer, television, and wifi. I was very impressed with both the apartment and the city, and pleased to have had such nice accommodations for my stay. I also had the chance to meet Duane and his wife and they are delightful!

Our long weekend stay at ‘“Just off North” was absolutely wonderful — the apartment was extremely clean, quaint, and beautifully renovated. Despite facing the street, it was peaceful and quiet. Combined with a comfy bed and pillows, we certainly got our rest. The location is private and centrally located — it was a quick walk to the museum, local cafes, etc and a quick drive to surrounding towns. It was a pleasure briefly meeting the owners as we returned one afternoon. We would definitely consider staying here again! Thank you again for a fabulous place to stay!

Margaret’s place was perfect for our large group on a winter retreat. The space was certainly ample and the beds were comfortable. We loved having the hot tub and pool table available when we were hanging out in the space. Margaret also had outstanding recommendations on local hikes. There were plenty of spare towels and easy access to laundry as well. If you have a large group of people, I would definitely recommend this space.

The house was amazing. Perfect place for a large group of people. There was plenty of space for everyone and had a bonus of two kitchens. This came in handy...who knew. :) Really close to the local mountain for skiing/snow tubing. Our group had a great time and will certainly be back.

Great place. Very comfortable. Very roomy. When you loose track of time your enjoying yourself, and we lost track of time. Thank you Margaret.

I highly recommend this lovely house with personal touches, well stocked and a Great Room perfect for gathering large group to hang out and have fun. The Airbnb photos do not do this house justice. We would love to rent this house again.

The place was perfect to host our group's retreat for the weekend. The house had plenty of space, was well furnished, and was spotless. We'd definitely stay here again.

Great place, really nice space for 50th birthday party. It is everything what we expected, space for games (pool, boards, tables), cooking meals, relaxing, and watching football.

Margaret’s home is welcoming, warm and has plenty of room for everyone to have their own space. The kids especially enjoyed the hot tub and the pool table. Plenty of space for everyone. The house is great for a large group and is very clean. Margaret was very responsive to any of my questions and was a wonderful host!

Great home for a large group with lots of sleeping options and a great communal space for enjoying each others company. So much to do in the area too!

This is such a special place in a beautiful location. Tegan Joy is the ultimate hostess--warm and welcoming, with perfect touches for a quiet and comfortable stay. I went seeking solitude and beauty, and had a restful weekend of both, replete with a walk with beautiful views of the berkshire hills. Also lots of lists and options for places to visit and stay--next time I hope to stay longer!

This is the second time I've stayed here, and when we come back to the Berkshires I hope it will be available! We love to cook, and the selections and quality of cooking oil, spices (even the salt and pepper is better than most), utensils, pans, etc. is wonderful. Plus a vase of fresh flowers, everything is sparkling clean, a spacious back yard with woods beyond... a lot to love!

Outstanding host and beautiful place to stay. We thoroughly enjoyed our weekend. Tegan gave us a bunch of ideas of things to do for the weekend and the overall attention to detail at this cottage was so appreciated. We will definitely be back here!

I can’t say enough about this place! It’s the perfect writer’s retreat. It’s quiet, cozy, and has several great nooks to curl up and write in. It had everything I could have possibly needed. It would also be a good place for a couple who wanted to get away and enjoy nature together. I will definitely be staying here again.

What a wonderful stay! We were unsure if the place was going to be too small but not at all! We had the perfect space for two adults and the little toddler. The apartment was very clean with AMAZING TOUCHES! We found apples, eggs, coffee for us in the fridge! So nice. Kitchen is well equipped with everything you need (incl condiments). Bathroom will several body wash, shampoos. Last but not least, our LO had everything he needed: crib&high chair! About location. Same as the mill, perfectly located to discover the Berkshires! Will definitely come back again!

Joe's place is very cozy and comfortable, but still roomy. Joe, Fiona and Tegan were all very hospitable with great communication and recommendations. We were grateful to find such a value.

Exactly as described! A truly beautiful setting with lovely hosts. Not one complaint!

A perfect place to stay! Everything is tidy! Absolutely nothing to complain about!