
Bed and breakfast holiday rentals in Western Massachusetts
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Top-rated bed and breakfasts in Western Massachusetts
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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!
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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.
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~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.
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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
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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.
ValueFamilyOutdoor spaces

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.
ValueLocationQuiet

Longview Cottage on Lake Sunapee
Enjoy wonderful summertime moments and make everlasting memories with loved ones, family and friends at this charming historic cottage built in the 1890’s. Relax at one of the most beautiful locations on Lake Sunapee, with long open 180 degree views of the pristine lake, rolling tree covered hillsides, Mount Sunapee, and the Fells Estate, an 83 acre nature preserve with undeveloped shoreline.
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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!
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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.
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OrchardSlope
"The best of the "feel right at home" AirBnb experiences. Loved it." Former guest of OrchardSlope "The Art of Hosting as an emerging peace practice - the art of caring for." Toke Moeller OrchardSlope is a single family home where we welcome and share with our Airbnb guests. Disclaimer: New photos taken with wide-angle lens are somewhat distorted. Thank you!
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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.
LocationFamilyNearby

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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Popular amenities for Western Massachusetts bed and breakfasts
Family-Friendly Bed and Breakfasts

The 1797 House/Locke bedroom along CT River
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Enjoy the River & Downtown Noho!
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Arnold Farmhouse (Italianate - private bath)
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Large guest suite w/private bath in the Berkshires
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Hospitality in the Berkshire Woods
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Lovely bedroom in Amherst with double bed.
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"The Parsonage" 1 or 2 Bdrm Suite with full bath
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Hampshire Room
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Bed and breakfast rentals with breakfast

Dove House on Trannery Brook in Woodstock, NY
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Norton Hill BnB
LocationFamilyDecor

Scandinavian Design Dutchess County - 1 of 3 rooms
ValueFamilyBackyard

The Sara Tracy House, Whitman Room
FamilyValueSolo travel

Brick Row House in the Woods, private 2nd floor
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Serenity in an Albany suburb
LocationFamilyBiking

Johnston Room at The O'Connell House Inn
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Suminski Innski - Room 4 Queen bed/shared bath
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Bed and breakfast rentals with a patio

Hudson Pond · Garden Queen Suite · GF Breakfast
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Queen bed + private bath, breakfast included
LocationSleep qualityAccuracy

SunnyCozyRoom/Clean/Quiet/Private/Nature
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Farm at Williams River House - Essex Suite
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Purple Chef's Cozy Apartment
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Tiny space double bed corner privacy screen #6
LocationFamilySleep quality

Bird House Room
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Peaceful Room w/ Work Space
LocationBreakfastPool
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- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- June Farms
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
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- University of Connecticut
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- Norman Rockwell Museum
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