
Bed and breakfast holiday rentals in Pioneer Valley
Find and book unique bed & breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in Pioneer Valley
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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!

~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.

King suite, full breakfast, 5 stars
Bright room with king bed, cotton sheets, own bathroom, sleep sofa, and a private porch. We bring a breakfast to your door to start your day right - because it’s not just AirB! Tucked away below Deerfield Ridge: four minutes' drive to Deerfield Academy, Eaglebrook, Bement, and just 17 miles to Amherst or Northampton and their colleges. 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.

Hampshire Room
Welcome! Our Hampshire Room is a comfortable private room w/ a brand new king bed, a laptop-friendly workspace, Wi-fi, and 40" flat screen. Conveniently next to bathroom. Convenient access: - MGM Casino-7 min - Bradley Airport-15 min - Eastern States Exposition, home of The Big E-5 min - Basketball Hall of Fame-8 min - Six Flags New England-10 min TWO extremely friendly cats, Tigger & Pounce will greet you and permit oodles of loving.

New England Escape
We would love to have you stay at our home. ONLY 5 minutes from Old Sturbridge Village and the Brimfield Antique and Collectibles Show! Also, close to local breweries, tourist attractions, wedding destinations, the airports, and the 3 largest cities in MA. (one hour from both Logan International and Bradley International Airports.) Perfect for couples, singles, or business travelers.

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!

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!

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).

Norton Hill BnB
Norton Hill BnB is a traditional BnB with a host on site in the heart of scenic Ashfield; The home is spacious and ideal for group and family gatherings. Common areas include the dining room, a parlor, living room, and a porch that overlooks the yard. Please fully review 'The Space' & 'House Rules' details prior to reserving for a party, or a pet.

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.

The Carriage Barn
Situated on a 1792 Vermont farmstead, the original Carriage Barn is a thoughtfully renovated 2-bedroom cottage that blends historic charm with colorful, comfortable design. Located just 10 minutes from Brattleboro and all that Southern Vermont has to offer, it’s a perfect home base for a cozy New England escape.

The 1797 House/Locke bedroom along CT River
Welcome to the Captain Locke room in the historic 1797 House (its birth year) in one of America’s oldest English settlements. We now welcome the world to our home along the Connecticut River. Close to UMass, Mount Holyoke, Amherst, Smith and Hampshire colleges, as well as Northampton & I-91.
Popular amenities for bed & breakfast rentals in Pioneer Valley
Family-friendly bed & breakfast rentals

Rindge Glass Flower Rm 2: Pvt Room&Bath Queen Bed

Private suite in James Colt townhouse

2 Bedroom Suite, Full Bath, Country Setting

Whistler's Inn/The Evergreen Room (#15)

Beautiful Room in Hartfield House - The Berkshires

Sheffield Lodge - Ramblewood Master

Berkshire Hospitality and Comfort

Jan's Phoenix Nest Lakefront B&B
Bed and breakfast rentals with breakfast

Breakfast is the most important meal of the day!

Antique1242, Queen Elizabeth II suite. British

Standard Suite at Shaker Mill Inn

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

Maple House, Birch Room

C1 Carriage House at Blackberry River Inn

Deluxe King, kitchenette,fireplace- Cider House 1

BigSkyHilltop: Queen & single bed, full breakfast
Bed and breakfast rentals with a patio

Private en-suite Bedroom in Historic Inn

The Cornell Inn Lenox

The Audubon Room - Goldenrod Country Inn

Purple Chef's Cozy Apartment

Yogi & artist retreat center

Cornwall Inn - Two beds (sorry, no pets)

Queen bed + private bath, breakfast included

King bed+private bath, breakfast included
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- Bed and breakfasts Massachusetts
- Bed and breakfasts United States
- Six Flags New England
- Berkshire East Mountain Resort
- Monadnock State Park
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Bash Bish Falls State Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Ski Sundown
- University of Connecticut
- Dcu Center
- Naumkeag
- Clark University
- Norman Rockwell Museum
- Brownstone Adventure Sports Park
- Hancock Shaker Village
- Smith College
- Berkshire Botanical Garden
- University of Massachusetts Amherst
- Mount Monadnock
- Mount Holyoke College





