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
Home in Chesterfield
4.98 out of 5 average rating, 55 reviewsHigh Field Farm
Home in Amherst
5 out of 5 average rating, 8 reviewsStay in Robert Frost's beautiful house
Home in Williamsburg
4.8 out of 5 average rating, 5 reviewsValley View Farms Home Pool Hot Tub EV Charger
Home in Westhampton
5 out of 5 average rating, 6 reviewsHappy Valley getaway
Home in Northampton
5 out of 5 average rating, 5 reviewsSun-drenched 6BR Victorian steps from downtown
Home in Worthington
5 out of 5 average rating, 5 reviewsMorning Side
Home in South Hadley
5 out of 5 average rating, 5 reviewsPool, Pickleball, 3 bed/2 bath
Weekly house rentals
Home in Ashfield
5 out of 5 average rating, 14 reviewsJ&J’s Retreat
Home in Northampton
4.97 out of 5 average rating, 31 reviewsSpacious and lovely house with hot tub
Home in Ashfield
4.89 out of 5 average rating, 46 reviewsLuxury log style home with views to Mt. Monadnock!
Home in Easthampton
4.94 out of 5 average rating, 54 reviewsSunny Valley Mountain View
Home in Northampton
4.98 out of 5 average rating, 60 reviewsHome Away from Home in Northampton
Home in Sunderland
4.98 out of 5 average rating, 57 reviewsHistoric 5-Bdrm Home Minutes from 5 College Area
Home in Worthington
5 out of 5 average rating, 4 reviewsCarriage House Studio
Home in Holyoke
4.96 out of 5 average rating, 46 reviewsLarge, sunny, dog friendly
Private house rentals
Home in Montague
5 out of 5 average rating, 3 reviews16-Acre Bauhaus-Inspired Haven
Home in Becket
4.91 out of 5 average rating, 23 reviewsForest Home with Sauna
Home in Becket
4.94 out of 5 average rating, 33 reviewsPristine Home In Becket Woods
Home in Otis
4.92 out of 5 average rating, 13 reviewsSpacious Lake Front Home
Home in Chicopee
4.8 out of 5 average rating, 20 reviewsRelax & Enjoy it all to yourself
Home in Becket
5 out of 5 average rating, 13 reviewsBecket Log home
Home in Becket
5 out of 5 average rating, 13 reviewsPrivate Lakehouse in the heart of the Berkshires
Home in Becket
4.93 out of 5 average rating, 29 reviewsLakefront Cottage on Private Beach
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