
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.

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!

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

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.

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.

Shakespeare's Den (Rm 2 - Romeo & Giulietta's)
This room is Shakespeare's Den. $215/night All rooms have private locks on doors and also a deadbolt! This room has a plush queen size bed, the room, with romantic softly lit loft, a private bathroom, A/C, a kitchenette that has a refrigerator, microwave, toaster and coffee maker, Smart TV/cable/Roku A hot Breakfast is served Thursday-Sunday. Mon-Wednesday is an assortment of breakfast foods and fresh coffee. All days are 8-10am. Lake boat tours: offered daily for a low price.

Beautiful place|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 .

Great Place |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

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.

Hidden Barn Farm Stay Apartment
Secluded feeling and charming, rustic barn apartment located on a working sheep and poultry homestead. Immediately convenient to Minnewaska Cliffs, Mohonk trails, pick your own orchards, vineyards, and the charming towns of New Paltz and Gardiner. Perfect for climbers, hikers, leaf peepers, and farm lovers. Chickens, ducks, and geese wander the property filling it with a symphony of farm sounds. Our flock of friendly sheep is always open to pets and chin scratches.

Jacuzzi+Fireplace Suite @ Abbey's Lantern Hill Inn
Escape to romance in a cozy room with a wood-burning fireplace, jetted tub, and private sun deck at our award-winning retreat. Explore 6+ scenic acres with onsite hiking trails, hammocks, fire pit, gas grill, and lawn games. Perfect for a getaway, just 6 picturesque miles from Mystic! >>>>>> This space books fast for weekends, holidays, and in summer and fall. We recommend booking soon to guarantee your reservation. <<<<<<

1843 Safe House - Detective En Suite
Stay in this one-of-a-kind place. Recently renovated historical 1843 County Safe House has three individual suites with their own private bathrooms plus a shared kitchenette, seating area and game room. Located in downtown Newport, close to Mount and Lake Sunapee and several area hospitals. Centrally located to several shops, restaurants, a gym and grocery store.

Cozy Hotel, Room #4
Perfect for families or friends, this inviting room features two comfortable queen beds and a spacious stand-up shower. The room's unique charm is highlighted by a vintage farmhouse sink, adding a touch of character. Embrace the nostalgia with retro coastal decor and a delightful old postcard, creating a fun, nostalgic vibe that transports you to a simpler time.
Popular amenities for hotel rentals in Western Massachusetts
Family-friendly hotel rentals

Shelburne Springs

The Howard Hotel Hudson - Room 301

Riverfront on The Wood River

Welcome to Woodford Rest!

Luxury studio loft on secluded mountain with view

Adirondack Escape:Luxury Studio w/ Private Jacuzzi

Comfy Colonial Queen room

Prime Berkshires Gem|Sleeps 4|WiFi|Tanglewood
Hotel rentals with a pool

Luxury King Suite w/balcony in Historic Inn, rm 1

Brook Bound Inn-Main Lodge-King Room 201-2nd Floor

Cornwall Lodge - Queen Room (pet friendly)

City Vibes | Sightseeing. Indoor Pool

The Palmer House Resort-Deluxe King Bed

Little Cat Lodge -King room

Wyndham Bentley Brook ** 2BR Deluxe

Standard King at Boutique Hotel in Vermont
Hotel rentals with a patio

Dog friendly Queen Room

The Reclaimed Motel, Hudson Valley - Three Farmers

Corsica 2 room Suite at the Jamaicahaus

The Harlow House: Chateau Suite

Lake George B&B - Breakfast - Fire Pit - Wine Bar

Two Full Beds Room

Hudson Whaler Hotel - Queen Deluxe 103

Bromley View Inn Suite #4
Destinations to explore
- Plainview Holiday rentals
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- Hotel rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Mount Greylock Ski Club
- Brimfield State Forest
- Norman Rockwell Museum
- Wintonbury Hills Golf Course
- Bigelow Hollow State Park
- Taconic State Park
- Dinosaur State Park
- Mount Sugarloaf State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Tom State Reservation
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Albany Center Gallery
- Talcott Mountain State Park