
Bed and breakfast vacation rentals in Western Massachusetts
Find and book unique bed and breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in Western Massachusetts
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

Hospitality in the Berkshire Woods
Enjoy a rustic wooded retreat up in the cool Berkshire hills, surrounded by nature and wildlife, in a quiet, secluded, safe and peaceful setting, yet very close to top-notch cultural and recreational attractions. Nearby trails, pristine lakes and woods offer hiking, swimming and cycling. Experience the absence of mechanical sounds and the centering presence of rustling leaves, birdsong, and owls hooting at night. Behold a star-studded black night sky without artificial light. Breakfast included!

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.

~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.

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.

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

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.

Serene Suite: Hudson & Berkshires, Walk to Brewery
A peaceful, highly rated private suite in the heart of historic Hillsdale, where the Hudson Valley meets the Berkshires. Walk to shops, restaurants, a brewery, cooking school, grocery, wine and liquor store. Minutes to Hilltown, the Harlem Valley Rail Trail, scenic hikes, and beautiful drives, with galleries, antiques, live music, and cultural gems nearby. A serene, perfectly located home base for spring dining, exploring, and unwinding.

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!

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.

The Shepherd's Retreat
This in-law apartment is on the first floor of our 2 level home and has its own separate entrances. It features an open floor plan with galley kitchen and breakfast bar. This location has a peaceful relaxing atmosphere but with easy access to shopping, site seeing, hiking, and is minutes away from historic Bennington, Vt and the Berkshires (Mass Moca Museum).

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.

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.)
Popular amenities for Western Massachusetts bed and breakfast rentals
Family-friendly bed and breakfast rentals

The 1797 House/Locke bedroom along CT River

Arnold Farmhouse (Italianate - private bath)

Queen suite, full breakfast, 5 stars

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

Hampshire Room

Warm Country Home Minutes from Town

Lovely bedroom in Amherst with double bed.

Contemporary Artist Sanctuary 1
Bed and breakfast rentals with breakfast

The Cambridge Retreat House LLC

Scandinavian Design Dutchess County - 1 of 3 rooms

Johnston Room at The O'Connell House Inn

Brick Row House in the Woods, private 2nd floor

OrchardSlope

The Sara Tracy House, Rilke Room

Eva Blake House-Margaret's Room

Enjoy the River & Downtown Noho!
Bed and breakfast rentals with a patio

Private en-suite Bedroom in Historic Inn

Gunks EcoLodge Main Lodge, 3 Bedrooms and 3 Baths

LOCUSTWOOD - ROSÉ ROOM

Farm at Williams River House - Essex Suite

Peaceful Room w/ Work Space

Tiny space double bed corner privacy screen #6

Purple Chef's Cozy Apartment

Yogi & artist retreat center
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Newark Vacation rentals
- Jersey City Vacation rentals
- Baltimore Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
- Atlantic City Vacation rentals
- Newport Vacation rentals
- Rentals with a patio Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theater Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Farmstay rentals Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Loft rentals Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Hotel rooms Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Chalet rentals Western Massachusetts
- Rentals with a washer and dryer Western Massachusetts
- Luxury rentals Western Massachusetts
- Fitness-friendly rentals Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Condo rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Apartment rentals Western Massachusetts
- Townhouse rentals Western Massachusetts
- House rentals Western Massachusetts
- Rentals with beach access Western Massachusetts
- Waterfront rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Boutique hotels Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Tiny house rentals Western Massachusetts
- Vacation home rentals Western Massachusetts
- Private suite rentals Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Bed and breakfasts Massachusetts
- Bed and breakfasts United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- June Farms
- Taconic State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Kent Falls State Park
- University of Connecticut
- Ski Sundown
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Naumkeag
- University of Massachusetts Amherst
- New York State Museum
- MVP Arena
- Norman Rockwell Museum
- Smith College
- Massachusetts Museum of Contemporary Art
- Hancock Shaker Village
- Things to do Western Massachusetts
- Things to do Massachusetts
- Food and drink Massachusetts
- Sightseeing Massachusetts
- Entertainment Massachusetts
- Sports activities Massachusetts
- Tours Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Things to do United States
- Tours United States
- Wellness United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States





