Bed and breakfast vacation rentals in Hampshire County

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Hampshire County

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A serene outdoor space features a circular fire pit surrounded by four wooden chairs. The scene is illuminated by the warm glow of the fire, with a stunning sunset reflecting on the Connecticut River, framed by trees and rolling hills in the distance.

Guest suite in South Hadley

4.85 out of 5 average rating, 95 reviews

River front guest suite

Unique 2 bedroom guest house on the Connecticut River in South Hadley, Sleeps 8 1 bathroom Covered parking Dock available Kayaking Boat rental available Paddle bikes and boards Views Fire pit Tour boat next door at Brunelle’s Marina. Patio Ice machine 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

Top guest favorite

A hammock is set between two supports, resting on a grassy yard surrounded by lush greenery. The expansive field extends into a wooded area, under a partly cloudy sky that allows gentle sunlight to filter through.

Private room in Northampton

4.95 out of 5 average rating, 791 reviews

Warm Country Home Mins. from Town

Comfortable, clean, quiet room with a private bathroom. You have access to the living and dining room as well. We are about 10 minutes away by car from our vibrant downtown -- and yet are in a countrified part of Florence. Lovely patio, yard, and nearby conservation area with hiking trails. We love hosting and we take our hosting seriously to make our guests happy. We work hard to make our home clean. We are fully vaccinated against Covid. We and our lovely cats are hoping to meet you!

Top guest favorite

A wooden deck is highlighted by a spacious umbrella providing shade over two black chairs. Potted flowers add color, overlooking a sprawling green pasture dotted with trees and rustic fencing in the distance.

Private room in Amherst

4.93 out of 5 average rating, 208 reviews

BigSkyHilltop: Queen & single bed, full breakfast

BigSkyHilltop is located in a picturesque area 10 minutes from Amherst Center and close to 5 colleges; views for 50 miles; There are lots of hiking and cross country trails close by. If you'd prefer a little more privacy and a private bathroom, check our other Airbnb listing titled 'Private Suite and bathroom/full breakfast.' Joan and Josette have been fully vaccinated against Covid 19 to protect our guests -- we require that our guests have also been fully vaccinated before their arrival.

Guest favorite

A well-lit guest room features a spacious bed with crisp white linens and decorative pillows. Two large windows allow natural light to fill the space, complemented by soft white curtains. A red dresser and a small dining table with chairs provide functional and charming furnishings.

Private room in Ware

4.92 out of 5 average rating, 125 reviews

Old New England Farmhouse - The Brimfield Room

My home is a peaceful refuge with old New England charm. This 1825 farmhouse offers an easy, elegant setting, reflecting the Innkeepers taste for unique and eclectic objects, art, and decor. The house features original wide wood planked floors throughout the space. Enjoy an early morning stroll in the beautiful Grenville Park right next door. We are now host up to two separate parties at a time. Toast, Coffee or Tea upon request. If you need more than 1 room, let me know 2.5 Shared baths.

Top guest favorite

A decorative house number display is attached to a gray post, featuring the numbers '21' and '2' in colorful tiles. A circular wall plaque with an image is visible in the background, against the soft yellow exterior of the house.

Private room in Deerfield

4.99 out of 5 average rating, 184 reviews

Queen bed suite, full breakfast, five stars

Bright room with queen bed, cotton sheets, en suite bathroom, sleep sofa for a third person, and deck. 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. We bring a breakfast to your door to start your day right - because it’s not just AirB! If you like a secluded place, you will be happy here with us and we will respect your privacy. The entrance is the only shared space.

Guest favorite

A gravel driveway leads to a spacious property surrounded by greenery. The two-story studio apartment is visible on the right, with light brown siding and a sloped roof. Mature trees provide shade, and a well-maintained lawn complements the inviting outdoor setting.

Private room in Sunderland

4.94 out of 5 average rating, 198 reviews

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.

Top guest favorite

The dining area features multiple tables, each adorned with tablecloths and set for meals. Natural light enters through large windows, complemented by stained glass accents. Antique furnishings and detailed woodwork create a historic ambiance, while floral patterns embellish the carpet.

Private room in Belchertown

5 out of 5 average rating, 231 reviews

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.

Place to stay in Ashfield

5 out of 5 average rating, 14 reviews

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.

Top guest favorite

A charming three-story house is depicted from the street, showcasing a light green exterior with white trim. A covered porch is visible at the entrance, surrounded by landscaped bushes. The surrounding area features a mix of homes and grassy spaces, set against a cloudy sky.

Apartment in Northampton

4.98 out of 5 average rating, 789 reviews

North Street Nest, sunny downtown apartment

This is an entire apartment, close to downtown. Off street parking is available, as well as on street parking. You won't need to to meet with anyone to check in. Outdoor seating on the deck is for your use only. The apartment is close to downtown. Many points downtown are within walking distance.

Guest favorite

Private room in Hadley

4.83 out of 5 average rating, 339 reviews

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.

Top guest favorite

The exterior of a Victorian-style home features green siding and white trim, framed by lush trees. A covered porch offers seating, while a gravel driveway leads to the entrance. Surrounding gardens add greenery to the inviting atmosphere.

Private room in Belchertown

4.95 out of 5 average rating, 474 reviews

Laid Back Victorian, private BR, LR and bath

Comfort, character and charm. Queen bed, private bath with great shower(not an ensuite), sitting room with small dining table and couch, private entrance. Microwave, refrigerator, coffee maker, TV. Light complimentary, self-serve breakfast. We encourage you to read our full description)