Hotel holiday rentals in Western Massachusetts

Find and book unique hotel rentals on Airbnb

Top-rated hotel rentals in Western Massachusetts

Guests agree: these hotel rentals are highly rated for location, cleanliness and more.

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Guest favourite

Hotel room in Keene

4.91 out of 5 average rating, 90 reviews

Historic Burrell House Inn, Keene NH, "Birch Room"

The Burrell House Inn has been lovingly restored, combining historic charm with the modern amenities. We're an easy walk to downtown Keene, the heart of the Monadnock region. There are indoor and outdoor common areas for all guests to enjoy. The charming Birch Room offers a full size bed with organic linens, temp control, premium cable, wi-fi, private parking, and a private full bath. Fresh cotton towels, soaps, and shampoos are provided. There is a counter, mini fridge, micro, and coffeemaker.

Guest favourite

Hotel room in Copake

4.91 out of 5 average rating, 112 reviews

King Room - Boutique Berkshires Lodge in Copake NY

Situated in the foothills of the Berkshires in beautiful Columbia County NY, the Alander is a newly renovated boutique lodge perfectly located for everything this vibrant area offers. Countless activities such as hiking, biking, skiing and shopping await, including nearby Copake Lake for water activities. With the Berkshires and the Hudson Valley both at your doorstep, there is so much to explore and experience. The owners are knowledgeable and passionate about the area and love to share tips!

Hotel room in Albany

4.74 out of 5 average rating, 267 reviews

Chic-romantic, center-city, hotel-style apartment.

Nestled in the heart of the city, our Airbnb exudes an enchanting charm with its stylish and romantic decor. Positioned on a vibrant city street, immerse yourself in the lively urban atmosphere. This energetic environment will carry some background noise. We prioritize your comfort and recommend bringing earplugs for light sleepers to ensure a restful stay. Corner store -1 min Airport, bus & train station -15 min. Outdoor cameras $250 indoor smoking violation fee $250 pet cleaning fee, no pets

Guest favourite

Hotel room in Chester

4.96 out of 5 average rating, 23 reviews

Quaint Queen Room & Private Bath

Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main St in walking distance to restaurants, shops & galleries (please see guidebook for recommendations!). Public hiking/snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away! EV charging is close by (in the public lot on Cobleigh St) Although the building is bed & breakfast style we do not provide breakfast.

Guest favourite

Hotel room in Kingston

4.98 out of 5 average rating, 88 reviews

Grace and Favor - welcoming one bedroom suite

Centrally located to all attractions, yet just far enough removed to offer the best of country life. The Grace and Favor Suite offers a large one bedroom (queen size bed) with seating area and private bath on the ground level. We make every effort to offer the best in hospitality while allowing our guests the most amount of privacy. Mini fridge, Keurig coffee maker, fresh fruit, cream, yogurt and fresh bake good are found in your room at checkin. Friendly sheep will greet you on arrival.

Top guest favourite

Private room in Sheffield

4.98 out of 5 average rating, 51 reviews

Sheffield Lodge - Ramblewood Master

The Sheffield Lodge is a warm and inviting rustic Bed and Breakfast secluded from city life nestled in a pine forest. Enjoy your home-away-from-home where there is always friendly service, delicious breakfasts, afternoon treats. The lodge features an inviting fireplace, large screen TV, game table for board games or cards and a quiet reading/living room, and ample parking. Outdoor recreation is within minutes in every direction. There are museums, shops and many great restaurants nearby.

Guest favourite

Hotel room in Manchester

4.95 out of 5 average rating, 38 reviews

6 Bam Boo! Cozy escape in the heart of Vermont

6 Bam-Boo! is your cozy escape in the heart of Vermont just minutes to Manchester Center. Stay in the center of the action at this one-of-a-kind whimsical room w King-sized bed, a comfy armchair, a table with chairs, flat-screen TV with streaming services, a mini-fridge + freezer and coffee maker. Be sure to grab a snack or coffee / tea from the Snack Lounge, open 24 hours. Bam-Boo 6 is the perfect spot to unwind and recharge after exploring the Green Mountain State. Come stay with us!

Superhost

Hotel room in Lee

5 out of 5 average rating, 12 reviews

Great place for family |2 BD|Kitchen| Pool

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge 

Top guest favourite

Hotel room in Lee

5 out of 5 average rating, 5 reviews

Beautiful place|2 BD|Kitchen| Pool

Superhost

Hotel room in Lee

4.91 out of 5 average rating, 33 reviews

Great Place |2 BD|Kitchen| Pool 

Superhost

Hotel room in Cummington

4.82 out of 5 average rating, 95 reviews

Singing Bridge Harmony Room

Great views of the Berkshire hilly forests, and hiking trails along a scenic river. Couples, families, and pets feel right at home in our recently renovated kitchen and warm, and friendly lodge with four bedrooms, electric baseboard heat and queen-sized beds. The sunny loft has a comfy queen. Gas heat. Call an hour before arrival if you don't have AT&T or Verizon cell service- other carriers may be inconsistent in the area. Wifi enabled. Pets are welcome for a $25 fee.

Superhost

Hotel room in Townshend

Meadowlook at Windham Hill Inn

One of our most popular rooms, this large loft offers wraparound views and a luxuriously rustic décor. The king canopy bed -made with handcrafted logs- exudes pure rugged beauty, and the raised hearth gas fireplace features natural fieldstone. Room amenities include a Kohler soaking tub set under a skylight facing expansive views, a large deck with expansive views, a comfy sitting area, and a large private bath with two sinks and a double shower.