House vacation rentals in Hampshire County

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Hampshire County house rentals

House rentals with a pool

Top guest favorite
Home in Chesterfield
4.98 out of 5 average rating, 59 reviews

High Field Farm

TracyRating, 5 stars1 week ago
⸻ A perfect countryside escape! This was our second stay at High Field Farm, and it was just as amazing as the first. The farmhouse is beautiful, with spectacular woodland views from every window that make it feel like a peaceful retreat. It’s incredibly relaxing and well-stocked with all the essentials you could need. Everything was spotless and exactly as described. Jenny is a wonderful host—warm, responsive, and thoughtful. We’re already looking forward to our next visit. Highly recommend to anyone looking for a tranquil getaway in nature!
Top guest favorite
Home in Westhampton
5 out of 5 average rating, 27 reviews

Happy Valley getaway

ChrisRating, 5 stars1 week ago
We had a wonderful stay in Westhampton. The place itself had plenty to do and was well stocked with amenities. The owners were also very proactive in letting us know about an issue with the previous renters that resulted in a deeper cleaning than expected. Nevertheless, we recommend Jen’s house and would definitely stay there again.
Guest favorite
Home in Northampton
5 out of 5 average rating, 14 reviews

Sun-drenched 6BR Victorian steps from downtown

KevinRating, 5 stars4 weeks ago
I wish I had known about this property sooner for my visits to Amherst College. It was better than advertised. Sunny, clean, comfortable and so close to walk to town. My whole family enjoyed it very much.
Guest favorite
Home in Worthington
5 out of 5 average rating, 7 reviews

Morning Side

RebeccaRating, 5 stars6 months ago
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!
Home in Deerfield
4.81 out of 5 average rating, 228 reviews

Perfectly Polished Deerfield Home 5 min to I-91

LisaRating, 5 stars3 weeks ago
A great place to stay and very quiet! Loved having basic amenities like tea and coffee, cereal, orange juice, butter, and spices available. A nice touch!
Guest favorite
Home in South Hadley
5 out of 5 average rating, 6 reviews

Dog friendly, 2 fireplaces,Pool, Pickleball, 3 bd

BrianRating, 5 stars8 months ago
This was exactly what we needed for a trip out to see our son at school. Not only did it have what we needed but so much we didn't know we wanted. An excellent kitchen, plenty of space, dog friendly, a pool and pickleball! We had a couple of big battles with the kids while they were at the house for some much needed home cooking. The bed was very comfortable and Mary was very helpful if needed. I look forward to many future stays at Mary's home

Weekly house rentals

Guest favorite
Home in Becket
4.92 out of 5 average rating, 26 reviews

Forest Home with Sauna

MissyRating, 5 stars5 months ago
Our second stay and would return again. Beautiful and well maintained home in a picturesque setting in the always beautiful Berkshires. Pele is a responsive and helpful host, while amenities in her home ensure a comfortable stay.
Guest favorite
Home in Williamsburg
4.85 out of 5 average rating, 41 reviews

Cute and Cozy Lake Cottage

BarbaraRating, 5 stars1 month ago
While the weather was not optimal (sometimes western MA spring is slow to come), we loved the cottage. It is perfect for walking, hiking, reading and other quiet activities. But, you have access easily to Northampton or other local towns for a meal or night out. Debra was easy to reach but not at all intrusive. Check in was smooth. All in all, a lovely experience.
Guest favorite
Home in Hadley
4.94 out of 5 average rating, 62 reviews

Large Family Home Near Five Colleges

AnnieRating, 5 stars3 weeks ago
Justin's house was perfect for our needs - a large family gathering for a memorial service. We loved being able to be together in one house with plenty of room and beds for everyone. We didn't use the outdoor space much but it was nice to have, and Justin was very generous with his instructions to use whatever we found. The house was clean and except for a few little issues that he warned us about (leaky freezer, wonky dishwasher), it was perfect!
Top guest favorite
Home in Ashfield
4.96 out of 5 average rating, 69 reviews

True Shangri-la, Country Retreat

NathalieRating, 5 stars5 days ago
My 11-day stay at Mary's was truly tranquil and restorative. The grounds are exquisitely maintained, full of color and delight. it was lovely to wake each morning see new blooms opening up into the day. The weather couldn't have been more perfect, allowing for outdoor meals & long afternoons reading on the back porch-the only sounds wind in trees, water in nearby streams, birdsong & in the evenings, the trill of peepers by the pond. all with the stunning view of the mountains in the distance. The house itself is beautifully appointed, furniture, beds, bedding and decor, all high quality. The kitchen is totally stocked with first-rate appliances, a joy to cook in. and I can say without any doubt, this is the only airbnb i've stayed in where the artwork and the books were EXCELLENT. Mary is the best kind of host- helpful, thoughtful, and incredibly responsive. Her attention to detail and kind consideration were likewise everywhere evident. I can't wait to return! thank you Mary!
Top guest favorite
Home in Easthampton
5 out of 5 average rating, 16 reviews

An oasis - spacious and bright

JoannaRating, 5 stars8 months ago
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.
Top guest favorite
Home in Becket
5 out of 5 average rating, 33 reviews

Berkshires Lakefront Stylish Retreat w/Gameroom

BenRating, 5 stars4 weeks ago
What an amazing stay. The house is right on a peaceful pond and our kids had the best time exploring every day by canoe. We saw foxes, beavers, tons of birds, and ended each day with s’mores by the fire. Total magic! The house itself was super comfortable and had everything we needed. And the full-size arcade machines were a huge hit with the kids! We’d come back in a heartbeat!
Top guest favorite
Home in Easthampton
4.99 out of 5 average rating, 87 reviews

3 BR Private Home~Old World Charm, Modern Touches

ElizabethRating, 5 stars4 weeks ago
Such a beautiful home in a lovely setting. Wish we could have stayed longer and spent more time here! We had everything we could ask for.
Guest favorite
Home in Becket
4.94 out of 5 average rating, 32 reviews

Lakefront Cottage on Private Beach

GillianRating, 5 stars4 weeks ago
Our family had an AMAZING stay in this cottage. It was clean and comfortable, and just what we were looking for. A quiet spot where we could enjoy fishing, kayaking, biking, etc with the comforts of home. Because of all the amenities offered, we didn’t have to pack too much which is always a bonus! We are already talking about our next visit 😊

Private house rentals

Guest favorite
Home in Northampton
4.98 out of 5 average rating, 63 reviews

Home Away from Home in Northampton

LynnRating, 5 stars1 month ago
House is beautiful w carefully selected furnishings & art! The owner goes above & beyond w food items & a wide array of toiletries/extras. Separate heat/air control in each bedroom. Beds were comfortable, high quality bedding. Bedrooms have ample storage/seating. Well equipped for kids - toys, books, games, art supplies, high chair, first aid, etc. Keep in mind the 1 bathroom is upstairs. We loved the charming kitchen - mix of old/new components, beautiful selection of dishware, large sliding window. Appliances + toaster, microwave, electric kettle, 2 coffee-making options, selection of tea/coffee, pantry staples, cleaning supplies. Directions posted for trash, recycling, compost. Rules seemed overwhelming at first but turned out to be helpful. Front porch great for relaxing - overlooks the street, pretty sidewalk flower garden, charming neighborhood. Street parking fluctuated but always found a spot. Location is walkable to restaurants, coffee shops, shopping, concerts, Smith College!
Top guest favorite
Home in Becket
5 out of 5 average rating, 16 reviews

Berkshires Lakefront Retreat

SabhiRating, 5 stars4 months ago
Beautiful and clean space for a cozy cabin weekend with picturesque surroundings! William was very helpful to have the driveway plowed and sanded with the snowstorm during our stay
Top guest favorite
Home in Northampton
4.98 out of 5 average rating, 45 reviews

Low-scent, historic, well-located downtown house

TiffanyRating, 5 stars2 weeks ago
We had a great stay at Debra’s place. As someone with sensitive allergies, I was extremely appreciative of the clean, low-scented household. It’s a great location, super walkable to Northampton town center. Plenty of restaurants, cafes, and shopping. I absolutely recommend, and would definitely stay there again!
Guest favorite
Home in Becket
4.92 out of 5 average rating, 39 reviews

Pristine Home In Becket Woods

SoniaRating, 5 stars2 weeks ago
the best stocked Airbnb kitchen I've ever been too if you like to cook. the house is huge but it's only really 2 bedrooms so it's kind of a funny set up as it feels like it can handle bigger group. the cots are really just for emergencies...they are really thin. nice outdoor seating but I wish it would also have dinning room table outside.. the whole house was pieceful and quiet. definitely private with occasional car driving by
Guest favorite
Home in Otis
4.93 out of 5 average rating, 15 reviews

Spacious Lake Front Home

JeanRating, 5 stars6 months ago
Beautiful location in Otis, right on the lake and so peaceful. The house is very spacious and easily accommodated our family ( 7 adults and 2 children). All the windows in the house provided great views of the lake, especially from the deck. Our host Nick was very responsive when we had questions or any concerns. Would be nice to come for a stay during the summer.
Superhost
Home in Chicopee
4.79 out of 5 average rating, 28 reviews

Relax & Enjoy it all to yourself

MaeggonRating, 5 stars1 week ago
10/10 recommend this beautiful home! Everything was so clean and the mattresses were so comfortable. The toys, playset and trampoline were a big hit with my young children. They didn't want to leave! 😄 Natalya was a super amazing host! Very responsive and helpful! Thank you so much for providing us with such a peaceful space to stay. We loved every minute. Do not hesitate to book!!
Guest favorite
Home in Becket
5 out of 5 average rating, 14 reviews

Private Lakehouse in the heart of the Berkshires

AaronRating, 5 stars8 months ago
I want to say thank you to Christopher and his family for allowing my friends and me to stay in their home. it was clean, beautiful, serene and exactly what it was described to be. Christopher, your suggestions on golf courses for my friends and me were exceptional. I hope we were as good of guests as you were hosts!
Guest favorite
Home in Easthampton
4.9 out of 5 average rating, 62 reviews

Charming 4 bd/2 bth home near Williston

MaryRating, 5 stars2 weeks ago
We had a great stay at Katrina's place. The house was bright and open, very clean, with comfortable beds. We greatly appreciated the extra touches such as quality linens, soaps, and shampoo/conditioner. The neighborhood is walkable and friendly, with lots of flowers and scenic views of Mt. Tom. The playing fields directly behind the house were perfect for walking our dogs. Beyond the fields, there was a park with trails. Highly recommend.

Destinations to explore