Holiday rentals with breakfast in Hampshire County

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Hampshire County

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

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Superhost

Home in Amherst

4.82 out of 5 average rating, 17 reviews

Great/Ideal place near UMass for Graduation

Ideally located, pristine Cape, charming sweetheart of a home situated a few blocks from UMASS at the end of a quiet residential street. Large yard outside. Open floor plan with a sunny living room that features dining area. 1st floor has a full bath and three bedrooms including a master with walk in closet. 1st floor laundry. Large kitchen with quartz countertops that opens to an enclosed porch and deck. 2nd floor comes with a master suite with its own sitting room, kitchenette, and full bath.

Top guest favourite

Farm stay in Hadley

4.97 out of 5 average rating, 145 reviews

Hadley Farm Apartment

Centrally located in the 5 college area. Close to Route 9, and the Norwottuck Rail Trail. Amherst and Northampton are both less than 10 minutes away by car. We are set on a working vegetable farm, we also have chickens, goats and pigs. The apartment shares a porch with the main house, but once inside you are completely private. Come enjoy the pioneer valley. Great place for hiking, kayaking, biking and so much more. *I was a Superhost for 3 years - downgraded due to an unexpected cancelation

Top guest favourite

Flat in Deerfield

5 out of 5 average rating, 44 reviews

New, Tranquil Apartment w/views of Mt. Sugarloaf

A newly constructed in-law apartment. The property features vaulted ceilings, a modern kitchen, a dining area, a comfortable living room with a dedicated space for working, 1 BR & bath, washer & dryer. A patio, complete with a sitting area (seasonally) that offers views of Mount Sugarloaf. Situated on a tranquil cul-de-sac, the property offers a calm environment. The apartment is independent living from the main house, with a shared patio. Park directly in front of the apartment's entrance.

Home in Deerfield

4.8 out of 5 average rating, 230 reviews

Perfectly Polished Deerfield Home 5 min to I-91

A perfectly polished home, nestled in the Sugarloaf Mountain Range with a view of Mount Toby! This property offers 4 bedrooms and 4 beds. With over 2000 sqft of living space, you will enjoy coming home to wind down after a day at Yankee Candle, hiking, or other event in the beautiful Pioneer Valley. The house has something for everyone, whether it’s streaming your favorite show on Netflix, Hulu or Prime Video or relaxing on the patio deck while the kids enjoy the huge pool and water slide!

Top guest favourite

Home in Williamsburg

4.99 out of 5 average rating, 192 reviews

Hilltown Studio

Stunning 2nd floor studio (limited kitchenette with easy to prepare Breakfast foods provided) close to Northampton, Smith and the Five Colleges, scenic drive to the Berkshires, one mile to the Snow Farm and just minutes to Valley View Farm. Lovely space & private deck overlooking perennial gardens & wildlife wandering by. Perfect stop when traveling through Western Mass, touring local colleges or a trip to enjoy the music, museums and restaurants in the Pioneer Valley and Berkshires.

Top guest favourite

Guest suite in Easthampton

4.96 out of 5 average rating, 449 reviews

Goreytastic Private ApARTment @ the EMC

Self-contained completely private in-law Edward Gorey inspired artistic apartment at the Easthampton Music Conservatory (right off the Williston Campus.) Romantic, campy, silly, spooky, quirky space with Edward Gorey and original artwork, a micro library including classic TV shows and popular B movies, vintage Nintendo system & oversized beanbags for Nintendo aficionados of all ages. To be clear: entirely self-contained space. Private EVERYTHING. NO shared spaces.

Guest favourite

Private room in Northampton

4.84 out of 5 average rating, 551 reviews

Sunny, Spacious, Downtown, Main St. Duplex

Our duplex apartment is centrally located on Main St. in the middle of downtown Northampton. Steps away from restaurants, nightclubs, museums, galleries, theaters and Smith College. Park your car and spend your day exploring our beautiful little city. You'll be staying in a sunny, spacious, private bedroom, with high ceilings, and windows looking down on Main St. Downstairs is an airy kitchen and living room. Central A/C & Heat. Wifi. FYI we do have a shy kitty.

Top guest favourite

Guest suite in Florence, Massachusetts

5 out of 5 average rating, 128 reviews

Hill-Ross Guest Suite

You'll have the Guest Suite at The Historic Hill-Ross Homestead with private entrance all to yourself. Guest Suite is the renovated carriage house ell off the main farmhouse which houses 2 bedrooms, 1 kitchen, 1 living room and 1 bathroom including your own private patio. One bedroom has a queen bed and second bedroom has a full bed and a single bunk bed. Hill Ross Homestead is a short, 5 minute walk into downtown Florence.

Top guest favourite

Private room in Belchertown

5 out of 5 average rating, 232 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.

Guest favourite

Guest house in Northampton

4.94 out of 5 average rating, 217 reviews

Little Blue Studio

Gorgeous, unique guest house with cathedral ceilings, cupola, front and back decks, three-wall screened porch, fully functional kitchen with Wolf stove, dishwasher, full-sized refrigerator, a/c, ceiling fans, appleTV, internet, two woodstoves (gas, wood). One mile from downtown Northampton, near Childs park, retreat-like environment. Unforgettable space!

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.

Guest favourite

Loft in Northampton

4.97 out of 5 average rating, 273 reviews

Light-filled Studio Apt. Near Smith

Our beautiful, quiet, third floor "Crow's Nest" has skylights, lots of books, a fireplace, a kitchenette, private bath. Simply but elegantly furnished. Short walk to the Smith campus or downtown, YMCA, the Mill River path. Parking available. Feel free to inquire about bringing your pet--pets will be considered if quiet and well-behaved.