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Bed and breakfast holiday rentals in Western Massachusetts

Find and book unique bed and breakfasts on Airbnb

Top-rated bed and breakfasts in Western Massachusetts

Guests agree: These bed and breakfast rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
An outdoor fire pit is surrounded by several Adirondack chairs set on a stone patio. In the background, a wooden structure is visible, alongside a hot tub, with a gently sloped lawn dotted with rocks and trees framing the peaceful scene.
Home in Wilmington
4.98 out of 5 average rating, 66 reviews

Find your escape at The Coldbrook House, Mt Snow

A beautifully-secluded modern ski home near Mt Snow with 500 feet of private access to the Cold Brook. Exceptionally furnished with custom wood flooring and stone fireplace, Subzero & Wolf appliances, walk-in shower with custom river rock flooring, pool table, shuffleboard, and 7-person hot tub. 10 min to Mount Snow, 30 to Stratton. 5 min to downtown Wilmington and Herriman Reservoir. Perfect for 3-4 families or couples trips. Come enjoy the beauty of Southern Vermont at The Coldbrook House!

Top Guest favourite
A well-lit bedroom features a queen bed dressed in striped linens. Natural light filters through sheer curtains over two windows. A small desk and chair are situated against one wall, while lamps provide additional lighting beside the bed and on a side table. An air conditioning unit is visible.
Private room in Northampton
4.95 out of 5 average rating, 923 reviews

Warm Country Home Minutes from Town

Comfortable, clean, quiet room and private bathroom. We are 10 minutes away from our vibrant downtown. You have access to the living and dining room, patio, yard, and nearby hiking trails. We love hosting and we take our hosting seriously to make our guests happy. Please understand that you are booking a homeshare listing, sharing some spaces with us if you choose to. Although our older home is “lived in," we work hard to make our home clean. We and our lovely cats are hoping to meet you!

Top Guest favourite
Private room in Deerfield
4.99 out of 5 average rating, 235 reviews

Homemade Breakfast Available • Queen Suite • 5*

Bright 2nd-floor queen suite, your own bathroom, sitting area, sleep sofa, and deck. Enjoy a full homemade breakfast, available by advance request, for $15 per person, served to your suite. Tucked away below Deerfield Ridge: five minutes' drive to Deerfield Academy, Eaglebrook or Bement, and just 17 miles to Northampton and Amherst. If you like a secluded spot, you will be happy here with us and we will respect your privacy. The entrance is the only shared space. No cleaning fee.

Guest favourite
A spacious sleeping area features two large beds with soft linens, positioned under skylights that fill the room with natural light. Wood beams and a warm wood floor enhance the rustic charm, while large windows overlook the surrounding trees.
Apartment in Dummerston
4.93 out of 5 average rating, 441 reviews

~Serene Barn Retreat~

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Guest favourite
A tranquil lake scene is depicted with a fog gently rising from the surface. A wooden dock with a ladder is positioned in the foreground, surrounded by lush autumn foliage on the distant shore and rolling hills in the background.
Home in Pine Plains
4.85 out of 5 average rating, 41 reviews

Stissing Lake House | Hudson Valley Lake Front

Whether you're here for a Stissing House wedding, a family summer, or a month by the lake — Stissing Lake House is your private Hudson Valley base. Swim from the dock. Sip champagne on the porch. Walk the mountain trails before the rehearsal dinner. This is a house made for celebration — spacious, romantic, and quietly grand. Kayaks, paddleboards, chef's kitchen, firepit. 6-bedroom Victorian overlooking a 70-acre spring-fed lake. Sleeps 14. Just 90 miles from NYC.

Superhost
Home in Antrim
4.98 out of 5 average rating, 248 reviews

HotTub FirePit Games Huge Backyard Family Friendly

The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres

Top Guest favourite
A private deck features a hot tub beside a wooden seating area with four chairs arranged around a fire pit. A blue umbrella provides shade, while cozy bathrobes hang on the fence, inviting relaxation in the natural surroundings.
Guest suite in New Boston
4.99 out of 5 average rating, 230 reviews

Private Suite with Hot Tub

#BarnQuiltHouse Cozy, private guest suite with hot tub in the wooded hills of a quaint New Hampshire farming town. Residential neighborhood, centrally located in Southern New Hampshire. 20+/-min to Concord, Manchester Airport, St. Anselms College, New England College, Pat's Peak, Crotched Mountain. Head north to the lakes region, west to Mt. Sunapee, or south to visit Boston..all within an hour+ drive. May the peace of the wilderness be with you.

Top Guest favourite
A historic Victorian home showcases a multi-faceted roof with a prominent turret, featuring vibrant blue siding and decorative trim. Lush greenery and landscaped gardens frame the entrance, which is highlighted by flanking flower pots. The inviting facade is complemented by large, colorful windows.
Private room in Belchertown
5.0 out of 5 average rating, 262 reviews

The Lacey Rose - A Victorian Suite

Large private bedroom and full bath in lovely Victorian home located in the Historic District of Belchertown. Step back in time in this period home decorated with antiques and enjoy the convenience of being near the Five College Area and all that it offers. There are two other rooms available at The Lacey Rose. This beautiful home was built in 1810 as a colonial and renovated into a victorian in the late 1880's.

Top Guest favourite
The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.
Guesthouse in Granby
4.98 out of 5 average rating, 929 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Top Guest favourite
The exterior of a charming, two-story home is shown, framed by lush green grass and a garden of flowering plants. A welcoming front door is adorned with a wreath, while a large window offers glimpses inside. Rolling farmland stretches out beyond the house.
Private room in North Chatham
4.97 out of 5 average rating, 629 reviews

Charming Eyebrow Colonial North Chatham, NY

Hike, bike, explore, experience peaceful farmlands and gardens in the delightful hamlet of North Chatham. Enjoy the entire 2nd floor guest suite with king size bed and private bath including shower. A special place set off from the main road. Convenient to New York State Thruway 90, 87, Taconic Parkway, Albany, Boston, the Berkshires, New England and the Empire State Trail.

Guest favourite
A cozy living area features two light grey armchairs positioned around a rustic wooden coffee table. Decorative items are arranged on the table, and wood beams add character to the ceiling. A dining area with a black table and chairs is visible in the background.
Cottage in Goshen
4.94 out of 5 average rating, 175 reviews

Stuart Cottage/Minutes to Mohawk Ski Area

The Stuart Cottage is located on the grounds of the Mary Stuart House Bed and Breakfast. Owned by Mary and managed by Elizabeth, the cottage has one bedroom, wifi and plenty of charm...truly the perfect place to relax in a rustic, low-key location in the heart of the Litchfield Hills. Mohawk Mountain and Tyler lake are just a short car ride.

Top Guest favourite
The house is set amidst lush greenery, showcasing a modern design with a large metal roof and multiple windows. Grassy areas surround the property, with trees providing a natural backdrop. A rainbow is visible in the sky, adding a touch of color to the serene rural landscape.
Guest suite in Salem
4.98 out of 5 average rating, 144 reviews

Hilltop Country Views Studio Apartment

Enjoy a relaxing stay in the country. Easy access to Vermont & Saratoga. Eat local produce. Fresh eggs, bread and butter or oatmeal for your first breakfast, coffee and tea provided. Go shop, ski, hike or stay put & enjoy a good book! (After you're confirmed, please let us know if you're vegan, and or glucose or lactose intolerant.)

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