
Bed and breakfast holiday rentals in Western Massachusetts
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Top-rated bed and breakfast rentals in Western Massachusetts
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

East Matunuck Studio-Close to Beach & Oyster Bar
Are you ready to leave your home for a getaway near the beach? Our cozy studio with a private entrance is located in a quiet neighborhood, 1 mile from East Matunuck State Beach and within walking distance of one of the most popular farm/pond-to-table restaurant-Matunuck Oyster Bar. Enjoy the local restaurants, walk along our beautiful beach, visit Block Island, Newport, Watch Hill or Mystic. We are 15 minutes from the University of RI - Enjoy a sports event or visit with your children or friend.

River front guest suite
Unique 2 bedroom guest house on the Connecticut River in South Hadley, Sleeps 4 adults and two children. Bunk bed top for children or pull out of 4 adults. 1 bathroom Kayaking Paddle bikes and boards Fire pit Tour boat next door at Brunelle’s Patio Boathouse restaurant Village commons 1 mile away McCrays farm 1 mile away Ledges golf course 2 miles away Malls etc. 15 min MGM casino 15 min Basketball hall of fame 15 min Airport 45 min Amtrak 10 min Mt sugarloaf 20min. Hiking trails l

Upstate Daydreamers Guest Suite
A spacious 3-room private suite for 1-2 guests. The vibe is cozy, quiet, safe, peaceful, comfy — unwind and make yourself at home! Explore our 14 acres of lush forest and creeks, take a bubble bath in the clawfoot tub, soak in the jacuzzi, play mini pool, and collect fresh organic eggs from the chickens. Free on-site parking, excellent cell reception & wifi. Please note, we're no longer serving breakfast - visit our restaurant Ace of Cups (inside Tubby’s) & receive free dumplings instead!

Bucolic Farm On A Country Road
Lovely private 1 bedroom apartment with shared entry. Located in bucolic Lyme Ct. which has nearby beaches, tourist attractions, nature parks, small town living, hiking etc. Sparkling clean! Fully equipped kitchen, dining and living spaces incl laundry. Enjoy the outdoor sitting area with sounds of nature and wildlife. Comfortable furnishings, include a sleeper sofa for an extra guest or 2! Private and peaceful yet close to shopping, dining, area attractions and nature pursuits.

Fantastic One Bedroom Apartment,ful
This is a nice traditionally furnished one bedroom apartment. The kitchen is small but functional. The neighborhood is mixed but changing rapidly. Lots of new housing . .Most people who stay here for more than a few days get over it and I've had a number of people stay longer term .It does have a great bathroom and very comfortable bedroom plus the fireplace in the living room.please this is a complete apartment. No shared kitchen or bath.please the heat stays at 70 degrees not above.

Spacious & Private Hudson Valley Getaway
Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

Luxury Cottage on the Potowomut River 2bd/2b
The Cottage at The Grange is located on the peaceful Potowomut River. It is a beautiful and newly renovated 2 bedroom (king, 2 twin beds) / 2 full bath home with all the modern amenities and conveniences expected from a luxury short-term rental while maintaining the historic charm of this colonial estate. Cook a gourmet meal in the stocked kitchen or BBQ on the deck. Situated on 11 pristine acres enjoy private tennis/pickleball courts, kayak access to Greenwich Bay and much more!

Welcome to the "Red Bridge Cottage"
Welcome to "The Red Bridge Cottage" a 2 minute walk to the Kinderhook Creek (a Hudson River estuary) with the best trout fishing! This newly renovated cottage has all new kitchen appliances including a new washer and dryer. Comforts include: Central AC & whirlpool tub! Locally and only 3 miles away is the Empire State Bike Trail - a 750 mile trail connecting urban centers, village main streets and rural communities with informational boards on the interesting local wildlife.

Serene Suite near Skiing, Walk to Restaurants
Hillsdale’s Hygge Hideaway...Enjoy a peaceful, serene suite with all the comforts of home. Private entrance, with ample parking for multiple cars so you can meet up...perfectly located where the Hudson Valley meets the Berkshires. Just 8 miles east from the Taconic State Parkway, located in the center of the Historic Hamlet of Hillsdale, NY. Walk to unique shops, a cooking school, restaurants and a brewery, a full service grocery store, wine and liquor store and more.

Relaxing Hot Tub Getaway
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

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 and half drive. May the peace of the wilderness be with you.

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!
Popular amenities for bed & breakfast rentals in Western Massachusetts
Family-friendly bed & breakfast rentals

Scandinavian Designed Dutchess County Room

Spacious, quiet studio in great location!

Charming Eyebrow Colonial North Chatham, NY

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub

Lovely bedroom in Amherst with double bed.

The Lily House - Liv's Garden Room

Private 2nd Floor Studio Apartment With a View!

Super Cute & Cozy Apartment in Downtown Mystic!
Bed and breakfast rentals with breakfast

The Cambridge Retreat House LLC

The Johnston Room at The O'Connell House B&B

Dove House on Trannery Brook in Woodstock

Norton Hill BnB

Twin beds in classic New England home near the sea

Need a Getaway??

The Purple Chef's House

Serenity in an Albany suburb
Bed and breakfast rentals with a patio

LOCUSTWOOD - ROSÉ ROOM

Farm at Williams River House - Essex Suite

Suite by the Lake, HudsonValley/ pets welcome.

Postmodern Pastoral Suite | 25min to Cambridge

Peaceful Room w/ Work Space

Tiny space double bed corner privacy screen #6

The Lacey Rose - The Golden Room

King bed+private bath, breakfast included
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Aparthotel rentals Western Massachusetts
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- Flat rentals Western Massachusetts
- Rentals with a firepit Western Massachusetts
- Rentals with an accessible-height toilet Western Massachusetts
- Boutique hotels Western Massachusetts
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- Rentals with a patio Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a cinema Western Massachusetts
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- Farm stay rentals Western Massachusetts
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- Rentals with a washing machine and dryer Western Massachusetts
- Guest house rentals Western Massachusetts
- Bed and breakfasts Massachusetts
- Bed and breakfasts United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Hudson Chatham Winery
- Connecticut Science Center
- June Farms
- Hilltop Orchards Home of Furnace Brook Winery
- High Falls Conservation Area
- Balderdash Cellars
- Bash Bish Falls
- Sunset Meadow Vineyards




