
House vacation rentals in Hampshire County
Find and book unique houses on Airbnb
Top-rated house rentals in Hampshire County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Hampshire County house rentals
House rentals with a pool

High Field Farm
Set upon the eastern bluffs of the Berkshire hills, Highfields farm is a stunningly beautiful property with great vistas. The autumn leaves were changing and the crisp clear mornings gave way to comfortably warm days.! The night sky was spectacular without light pollution. We will be back

Stay in Robert Frost's beautiful house
Lovely home. Everything was as great as we expected. Alexander is a superb host. There was even a great book collection! We look forward to coming back. Thank you Alexander!

Happy Valley getaway
We had a lovely family Easter weekend - 6 adults, 4 kids. The house was very comfortable and spacious. The kids loved the game room and the giant downstairs television! Great yard too.

Morning Side
Morning Side is filled with character and charm. The house itself, the furnishings, and even the book collection take you back to 18th century New England. The kitchen and dining area are particularly cozy and inviting. The windows and views are magical, particularly with a good snowfall. The host was very helpful, particularly proactive about preparing the sidewalk and driveway for snowfall, even on Thanksgiving Day!

Sun-drenched 6BR Victorian steps from downtown
Just What We Needed We had a marvelous trip to Northampton MA and Sue's large Victorian house was perfect for our group's stay. Of course it was clean and comfortable, but in many ways it had more than what we needed, from parking to rooms and other amenities, I was especially pleased to find convenient outlets and USB ports, even by the bed (which is better than some hotels I've stayed at). Sue had a welcoming gift in the kitchen, communicated responsively and helpful with ideas about the area, as our 'home' was truly conveniently located just blocks from the trendy downtown area. An enjoyable stay in a charming city.

Calm Post+Beam Retreat
Great place just a few minutes away from umass and Amherst. Very peaceful and clean.

Perfectly Polished Deerfield Home 5 min to I-91
This place was the perfect fit for my son and myself. Very close to Yankee candle Village minutes from the highway. It was very warming and peaceful. The hosts Ron and Cindy were extremely welcoming and so were the dogs. I would def stay again as I frequent the area.
Weekly house rentals

J&J’s Retreat
We had a fantastic stay at Joan’s house! She went above and beyond to make us feel welcome, even baking delicious banana bread and providing snacks, wine and water for us. The house was spotless and had everything we needed for a comfortable stay. Highly recommend this place for anyone looking for a cozy and well-kept home away from home. Thank you for a wonderful experience!

Florence Cottage
We booked this adorable cottage for a long weekend honeymoon for our daughter and her military husband. It was so convenient to everything and the space was clean and bright! Anna was extra thoughtful and responsive.

Pristine Home In Becket Woods
My dog and I had a wonderful 2 week stay! The house is charming, well appointed and located on a quiet dirt road in a beautiful location. I highly recommend!

Waterfront Wonderland | Luxe Log Cabin (Sauna/Gym)
Wow, I can't recommend Elle's place enough! Beautiful setting and the cabin felt cozy but had more than ample room and privacy for our large party. Everything was spotless and the beds were very comfortable. Elle was a wonderful host and had a huge basket of snacks waiting for us! Checkout was a breeze. We were very appreciative that checkout did not include a list of chores to do! We also loved the sauna. 10 stars!!!

Berkshires Lakefront Stylish Retreat w/Gameroom
We had a lovely long weekend here with family, enjoying the surrounding areas for winter fun. Christina was so responsive and helpful, the space was cozy and the outdoor areas gorgeous!

Amherst Treehouse
Victoria's house felt like home. It was so easy to get comfortable and relax and the property is serene and beautiful. It had everything we needed and her communication was clear, helpful and swift. We highly recommend.

Amherst/Hadley Country Living 5 Colleges Gardens
Great home with plenty of amenities. Would recommend to others.

Elegant 2-bedroom apartment in historic downtown
Beautiful home with lots of old house charm. Comfortable beds. Tian was super responsive and clearly communicated everything we needed to know. Walking distance to lots of wonderful shopping and restaurants. Easy check in and check out.
Private house rentals

Spacious and lovely house with hot tub
Lovely house at on a private cul-de-sac. Lots of room for 3 adult couples in town for a family wedding. Well appointed kitchen. Each couple had a separate bathroom, handy when getting ready for the wedding. Enjoyed hanging out in the comfortable common spaces. Sharing take out in the formal dining room one night was a treat. Beautiful back yard with patio and open porch surrounded by trees.

Sunny Valley Mountain View
Erin was a great host and very responsive to messages. The place was beautiful, clean, quiet, and I loved the decor. We slept great both nights due to the extremely comfortable beds.

Luxury log style home with views to Mt. Monadnock!
We had a wonderful 5 days at the house and felt right at home. The location is very secluded and peaceful which is exactly what we wanted. It felt very cosy with the woodburning stove. Despite the freezing temperatures we felt very warm and comfortable. We had some communication with Debra beforehand as one of our party had recently broken her arm and conditions at the house were snowy and icy. Debra was very concerned for our safety and was proactive in letting us know the conditions and willing to let us change the date of our booking if we wanted (we didn't), which we very much appreciated. We were met at the property by Jorma who kindly showed us around the house and how to use the woodburner, he also checked in on us a couple of times via text to make sure all was going well. We were provided with lots of info and recommendations about the local area, trails, and things to do. We also had a lovely gift basket on our arrival. Thanks for a lovely vacation!

Farm House of Hadley
Staying at Kristen’s farmhouse is a classic Valley experience. The property is located far enough off Route 9 to avoid traffic noise but directly connected for easy access. Do yourself a favor and take the backroads traveling between Hadley and UMASS campus - the correct road back to 116 and 47 is directly accessible. The house is adjacent to a walkable path along a river and right on Hadley common. Very quiet but easy to get out and explore. I would stay at Kristen’s again anytime I’m in the area. It’s perfect for 4-5 people, but note the bottom floor bedroom is noticeably more updated. The second floor bedroom is more of a converted attic space, but plenty of room and perfectly comfortable. The best parts are the shower (water pressure, temperature and space = 👏), the kitchen and how QUIET it is. We know the area and the houses are 100-200 years old. We expected creaky floors and thinner walls. We were astounded at how minimal any noise from inside or outside was. 10/10

Home Away from Home in Northampton
This lovely home is located quite close to town, and is on a very quiet street. We were greeted on arrival by Joan who was quite friendly and showed us around. Joan responded within minutes any time I reached out to her. I had some specific requests when I booked the space, and they were remembered and accommodated, which was so appreciated. The house is well maintained. The beds are quite comfortable and we liked the furnishings. The kid's room is quite sweet and my teen was happy to claim it on arrival. We appreciated how well stocked the kitchen was, and the great book, game and puzzle cabinet. We will return to this house if we come back to Northampton.

An 18th century farmhouse
We had a great time. Actually had heavy snow our first morning that added to the ambiance. Kitchen had everything we needed. We were visiting my daughter at Smith College and enjoyed the contrast between Northampton and the countryside of Ashfield. Looking forward to returning to take advantage of the hiking.

An oasis - spacious and bright
Perfect house for traveling with a toddler and family! Beautiful backyard with views of Mt. Tom and lots of books and toys for our kiddo.

Relax & Enjoy it all to yourself
Grest house. Would highly recommend to anyone with young kids - playhouse & trampoline and other fun for little ones.
Destinations to explore
- Rentals with a patio Hampshire County
- Family-friendly rentals Hampshire County
- Apartment rentals Hampshire County
- Rentals with a hot tub Hampshire County
- Pet-friendly rentals Hampshire County
- Rentals with a washer and dryer Hampshire County
- Rentals with an EV charger Hampshire County
- Rentals with a fire pit Hampshire County
- Kid-friendly rentals Hampshire County
- Private suite rentals Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
- Rentals with a fireplace Hampshire County
- Smoking-friendly rentals Hampshire County
- Rentals with a kayak Hampshire County
- Rentals with pools Hampshire County
- Rentals with lake access Hampshire County
- Rentals with outdoor seating Hampshire County
- House rentals Massachusetts
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Monadnock State Park
- Six Flags New England
- Berkshire East Mountain Resort
- TPC River Highlands
- Taconic State Park
- Bushnell Park
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Hartford Golf Club
- Bousquet Mountain Ski Area
- Beartown State Forest
- Naumkeag
- Otis Ridge
- Talcott Mountain State Park
- Rockledge Golf Club
- WIckham Park
- Bright Nights at Forest Park
- Bigelow Hollow State Park