
Bed and breakfast vacation rentals in Pioneer Valley
Find and book unique bed and 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!

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub
We are located on 16 East Street in Bennington VT minutes from rt 7 and route 9 Main Street. Summer is more like a mini resort with a beautiful in-ground pool and Hot Tub. We also feature plenty of in-room USB phone plug-ins and extensions, in room TVs.. Perfect for couples or bring a child. Sunning Deck or shaded patio dining or just relaxing with a good book poolside or the indoor lounge with a drink. We’ve got you covered. Many unexpected amenities. Longer stays allowed for professionals.

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

The Lily House - Liv's Garden Room
Set in the historic district of Suffield, CT, this charming Victorian home offers a lovely place to stay as you journey through a quaint New England town. It has well appointed rooms, a beautiful wrap-around front porch and several gardens with walking paths. Just a short walk away from fine and casual dining, parks, the “Walk of Homes” as well as Suffield Academy. Our convenient location is only five miles from Bradley Int'l Airport and minutes from both Hartford CT, and Springfield MA.

Queen suite, full breakfast, 5 stars
Bright room, 2nd floor queen bed, cotton sheets, own bathroom, sitting area, sleep sofa, and deck. We bring a breakfast to your door to start your day right - because it’s not just AirB! Private and close to where you want to be: four minutes' drive to Deerfield Academy, Eaglebrook or Bement, 17 miles to Northampton and Amherst 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.

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.

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.
Popular amenities for Pioneer Valley bed and breakfast rentals
Family-friendly bed and breakfast rentals

~Serene Barn Retreat~

★ Private Romantic Room with Jacuzzi Tub & Fireplace

Whistler's Inn/The Devonshire Room (#8)

Whistler's Inn/The Hunt Room (#4)

The Inn at Freeman Elms Farm B&B- Effie's Room

Purple Chef's Cozy Apartment

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

Whistler's Inn/The Santa Fe Room (#12)
Bed and breakfast rentals with breakfast

Daniel Stebbins Inn: Joseph Skinner Room

Breakfast is the most important meal of the day!

Antique1242, Queen Elizabeth II suite. British

Maple House, Birch Room

C1 Carriage House at Blackberry River Inn

BigSkyHilltop: Queen & single bed, full breakfast

New England Escape

The Purple Chef's House single private room
Bed and breakfast rentals with a patio

Private en-suite Bedroom in Historic Inn

The Audubon Room - Goldenrod Country Inn

The Homestead Room - Goldenrod Country Inn

Petite space for a getaway

The Lacey Rose - The Golden Room

The Arbor Room - Goldenrod Country Inn
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Rentals with breakfast Pioneer Valley
- Pet-friendly rentals Pioneer Valley
- Condo rentals Pioneer Valley
- Cabin rentals Pioneer Valley
- Family-friendly rentals Pioneer Valley
- Rentals with lake access Pioneer Valley
- Guesthouse rentals Pioneer Valley
- Rentals with a fire pit Pioneer Valley
- Waterfront rentals Pioneer Valley
- Rentals with an EV charger Pioneer Valley
- Rentals with a fireplace Pioneer Valley
- House rentals Pioneer Valley
- Rentals with a kayak Pioneer Valley
- Apartment rentals Pioneer Valley
- Rentals with a washer and dryer Pioneer Valley
- Rentals with a hot tub Pioneer Valley
- Rentals with pools Pioneer Valley
- Rentals with beach access Pioneer Valley
- Rentals with outdoor seating Pioneer Valley
- Cottage rentals Pioneer Valley
- Rentals with a patio Pioneer Valley
- Smoking-friendly rentals Pioneer Valley
- Private suite rentals Pioneer Valley
- Bed and breakfasts Massachusetts
- Bed and breakfasts United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Taconic State Park
- Ski Sundown
- Norman Rockwell Museum
- Naumkeag
- Berkshire Botanical Garden
- Dcu Center
- Hancock Shaker Village
- University of Connecticut
- Mount Greylock
- Mount Holyoke College
- Smith College
- Clark University
- Connecticut Science Center
- University of Massachusetts Amherst
- Berkshire Museum




