
Bed and breakfast holiday rentals in Pioneer Valley
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Top-rated bed and breakfasts in Pioneer Valley
Guests agree: These bed and breakfast rentals are highly rated for location, cleanliness and more.

King suite, full breakfast (in season), 5 stars
During our 20% discount winter promo we offer a complete continental breakfast. Bright room with king bed, cotton sheets, own bathroom, sleep sofa, and a private porch. 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. Week-long stay = continental bf!

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!

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

Private 2nd Floor Studio Apartment With a View!
Private second floor studio apartment with full bath, kitchenette, and office-ette. 3 miles to Sunderland Center, 20min to Amherst/Northampton. The view! Minimal decor, dedicated heating/cooling, dedicated entrance, ample parking. We only use unscented laundry detergent and cleaning products, as well as provide unscented soap and shampoo. Continental breakfasts included. Solar powered! But not completely off-grid as the automatic ABB categorization seems to indicate.

Hot Tub Suite on Historic Town Green 7 ml to UCONN
Welcome to The Old Tolland Inn Hot-tub Suite! This gorgeous queen bedroom is offered with its own ensuite bath, complete with 2-person hot tub! The home is circa 1700s and is a registered Historic Property. It previously operated as a Bed & Breakfast for over 25 years. Private entry, private outdoor sitting area for morning coffee overlooking the Historic Tolland Green. Convenient to I-84 and UCONN. Great location for Brimfield, Old Sturbridge Village, and Hartford.

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!

Spacious, quiet studio in great location!
Finished basement with studio apartment feel. Renovated in 2018 and constantly being updated. Private entrance, private bathroom with shower/ tub. Fully equipped kitchen, washer and dryer. Short-term and long-term stays are welcome. 2019 upgrade: 2nd queen size bed 2022 upgrade : new couch 2023 upgrade: newly renovated kitchen area added washer and dryer

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.
Popular amenities for Pioneer Valley bed and breakfasts
Family-Friendly Bed and Breakfasts

Breakfast is the most important meal of the day!

Calling all foodies who seek an amazing breakfast!

Classic New England Bed & Breakfast

C5 Carriage House at Blackberry River Inn

Private Room and Bathroom - Clean, & Spacious

Cordelia by AvantStay | 10mins from Stockbridge

C1 Carriage House at Blackberry River Inn

C2 Carriage House at Blackberry River Inn
Bed and breakfast rentals with breakfast

Daniel Stebbins Inn: Joseph Skinner Room

Antique1242, Queen Elizabeth II suite. British

Brimfield Show near Innkeeper Place B&B: Heritage

Maple House, Birch Room

The Lily House - Liv's Garden Room

BigSkyHilltop: Queen & single bed, full breakfast

Enjoy the River & Downtown Noho!

Starlight Llama Bed & Breakfast - Solar-Powered!
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
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- Bed and breakfasts Massachusetts
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
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- Naumkeag
- Hancock Shaker Village
- Clark University
- Connecticut Science Center
- Dcu Center
- Mount Monadnock
- University of Connecticut
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- Mount Greylock




