
Places to stay near Mount Sugarloaf State Reservation
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Mount Sugarloaf State Reservation
Guests agree: these stays are highly rated for location, cleanliness and more.

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

The cozy clubhouse
Take a break and unwind at this peaceful cozy studio apartment with a private deck looking out over the garden and classic New England stone wall. Located on a quiet dead end street in the village of Haydenville. Not far from the local rail trail, hiking trails, and only a 13 minute drive to downtown Northampton. Very close to Look Park and Valley View Farm common wedding venues. A gateway to the Berkshires, with easy drive access to the Tanglewood music venue, Mount Greylock, and Mass MOCA.

Modern farmhouse close to Montague Retreat Center
This is a fully restored 1880 farmhouse five min. from Montague Retreat Center, 20 min. from Amherst and 25 min. to Northampton. Our house has modern amenities: radiant concrete floors, high end appliances/countertops, a steam shower and 7 ft, radiant heated copper bath tub. Lots of light, open spaces, cathedral ceilings and an outdoor playset for kids. The house is set on 3/4 of an acre with lots of beautiful gardens and is located near Montague Center, where there are restaurants and shops.

Bright private suite mins. from Five College area
Welcome to our bright, newly renovated suite in the historic Elihu Smith home, built in 1847. Centered on historic S. Main Street in Sunderland, we are minutes from UMass, Amherst, Hadley, Deerfield, and located on the local bus route connecting directly to UMass and Amherst. Ideal for stays of any length of time, for business or pleasure during any time of the year and walking distance to the Millstone market, as well the Bridgeside Café. Suite is professionally cleaned between each stay.

Beautiful timber-frame treehouse
The timber frame treehouse is a perfect couples retreat. The home is custom built with hardwood maple trees cut down and milled right on the property. The deck has a barrel sauna, cold or hot cedar soaking tub, a propane fire pit, a wood burning chiminea fire pit, and a bar top for outdoor dinning. The inside has a stone fireplace, fully equipped kitchen, tile shower, projector with dvds, books, board games, chandelier, and dimmable lighting for any mood. This home is truly one of a kind.

Mountain Retreat close to Northampton & Amherst!
Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

Light filled three bedroom apartment DT Florence!
Open floor plan duplex with beautiful back yard that has a patio, dog run, chickens, grill, fire pit, and fruit trees! One block from the corner store and the Pie Bar. If you enjoy cycling the bike path abuts the back of the property! Quiet neighborhood, pet and kid friendly one block from downtown Florence. Look Park is a mile down the bike path. Plenty to do if the weather is not cooperating. Fully appointed kitchen to make cookies, home made ice cream, plenty of games and records.

Cozy, Private, Central 1 Bdrm, Large Yard
Half of an adorable bungalow in beautiful, private, picturesque setting. Minutes to 91, Northampton, Amherst, 5 colleges, Treehouse Brewery, Butterfly Conservatory, Historic Deerfield, Mohawk Trail… Oversized sunny bedroom with queen bed, pull-out double sofa. Living room has large sectional sofa, TV. Full kitchen, with common appliances and cookware. Bathroom with shower/tub. Vaulted ceilings throughout. Slider to private deck and large yard, all separated from owners side of house

An 18th century farmhouse
Built in 1785 this antique Cape was carefully restored to its original design about 20 years ago. The house is set on a quiet road in the middle of fields, woods, gardens, and hiking trails. it is secluded with easy access to the natural world. The rooms are book-lined and filled with family objects. It is close to Berkshire East for skiing and snowboarding in the winter and whitewater rafting and swimming in the summer. Mass MoCA and the Clark Museum are within an easy drive.

The Suprenant House
Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.

A Country Retreat-Enhanced Studio Apartment
Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

The House of Pi
WE now pay your 15.5% Guest Service fee!!! Welcome to The House of Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock and Kayaks. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views. Hot Tub and Custom Cedar Sauna!
Popular amenities for holiday rentals near Mount Sugarloaf State Reservation
Other top sights near Mount Sugarloaf State Reservation
Apartment rentals with wifi

Walk to Mt. Snow-Spa-Summer Pool

3 Story Condo - 5 Minutes to Mount Snow!

Slopeside Condo @ Seasons on Mt Snow (Ski-In/Out)

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna

Great Amenities-Season Condo gym-sport center-pool

Cozy Mt Snow Ski In / Out

MountSnow ski on/off condo in Vermont

3 Bedroom, 2 Bathroom Condo, 2 Mins to Mount Snow!
Family-friendly house rentals

Kimball upstairs

Berkshire Mountain retreat with Urban eco-luxuries

Hilltown Studio

The 1770 House

Family Home | Flexible Layout | Walkable Town

Charming Brookside Artisan Home

Stone n' Sky Lodge

Idyllic family retreat - spacious lake home,
Apartment rentals with air conditioning

Cozy Haven: Convenience & Charm

Zachariah House Main St. Ashfield

Mohawk Trail View/ private apt. no cleaning Fee

Forest Hideaway—Light, Privacy, Washer/Dryer

Sunny Peaceful Home

Gorgeous Getaway

Woodsy hideaway apartment

Short walk to town, 1894 house.
Other great holiday rentals near Mount Sugarloaf State Reservation

Sunlit Cozy Cabin 8 Private Acres By Colleges

Elegant Apt in Award Winning Garden

Lake Wyola House Shutesbury Massachusetts

Charming, updated , 3 bedroom farmhouse farm stay

Happy Maples!

Under the Hemlocks – Boutique Retreat – Amherst

Cozy get-away!

Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit
Destinations to explore
- Stratton Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Stratton Mountain Resort
- Butternut Ski Area and Tubing Center
- University of Connecticut
- Bousquet Mountain Ski Area
- Dcu Center
- Ski Sundown
- Mount Monadnock
- Clark University
- Naumkeag
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Connecticut Convention Center
- Naismith Memorial Basketball Hall Of Fame
- Berkshire Botanical Garden
- The Montague Bookmill





