Holiday rentals with breakfast in Hampshire County

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.

King Bed at Be at Home in Old Deerfield B&B

Bright room with king bed, cotton sheets, en suite bathroom, sleep sofa for a third person, 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. 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.

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.

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.

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!

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.

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.

Lake Escape

Our place is on a gravel road on a serene lake. You’ll love the tranquility - not far from city life, but ideal to just relax. This secluded summer spot includes… -kayaks for exploring, and -a paddle boat for relaxing on the water. There are also many enjoyable attractions in the towns nearby, including Shelburne, Williamsburg, Ashfield, and Cummington. It's great for couples & families.

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!