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House vacation rentals in Hampshire County

Find and book unique houses on Airbnb

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Top-rated house rentals in Hampshire County

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

Guest favorite
Home in Granby
Clean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres
Spacious duplex (1600+ SQ Feet)with full kitchen, washer and dryer in unit, on 4+ acres to enjoy. OTHER DUPLEX IS OWNER OCCUPIED. Home is set back 800+ feet off main road on an old christmas tree farm. TVs in living room and master bedroom with Netflix. Property located off RT 202 for easy travel to surrounding towns, colleges, hiking trails, and various attractions. No parties. Feel free to contact us with any questions! You will see our pup Gronk, as he spends much of his time in the yard.
$121 per night
Guest favorite
Home in Williamsburg
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.
$120 per night
Guest favorite
Home in Chester
Riverfront Getaway
Our place is on a gentle flowing river, close to waterfalls, walks and the Berkshire cultural sites like Tanglewood and Jacobs Pillow . You’ll love our place because of the river, the deck, the hot tub; complete tranquility and a home away from home. Close to some great sites and activities, far enough away to escape. Our place is good for couples, friends and solo adventurers. Snowboarders/Skiers (or snow bunnies) and families can have great fun too! Sit back, relax and enjoy our home!
$159 per night

Popular amenities for Hampshire County house rentals

House rentals with a pool

Superhost
Home in Deerfield
Perfectly Polished Deerfield Home 5 min to I-91
$189 per night
Guest favorite
Home in Amherst
Calm Post+Beam Retreat
$178 per night
Guest favorite
Home in Chesterfield
High Field Farm
$450 per night
Superhost
Home in Williamsburg
Valley View Farms Home Pool Hot Tub EV Charger
$899 per night
Superhost
Home in Amherst
Sweet cape near U Mass
$280 per night
Guest favorite
Home in Amherst
Stay in Robert Frost's beautiful house
$975 per night
Home in Granby
Serene Rustic Hideaway w/ Pool in Granby!
$118 per night
Home in Chicopee
A large private space.
$120 per night
Superhost
Home in Worthington
Morning Side
$475 per night

Weekly house rentals

Guest favorite
Home in Montague
Modern farmhouse close to Montague Retreat Center
Sep 28 – Oct 5
$319 per night
Guest favorite
Home in Amherst
Kimball upstairs
Jul 4 – 11
$131 per night
Guest favorite
Home in South Hadley
Farmhouse with character & warmth 1st Floor
Apr 12 – 19
$212 per night
Guest favorite
Home in Otis
Idyllic family retreat - spacious lake home,
May 29 – Jun 5
$216 per night
Guest favorite
Home in Northampton
Victorian house near Smith college and downtown
May 9 – 16
$340 per night
Guest favorite
Home in Holyoke
Explore Holyoke from this charming 3 Bedroom house
Aug 13 – 20
$187 per night
Guest favorite
Home in Goshen
Lake Escape
Oct 23 – 30
$114 per night
Guest favorite
Home in Floence
Beautiful Charming Farmhouse
Apr 30 – May 7
$312 per night
Guest favorite
Home in Northampton
Lovely 2BR Home Close to Downtown
Mar 15 – 22
$284 per night
Guest favorite
Home in Northampton
Discover Cozy Elegance in the Heart of Northampton
Dec 4 – 11
$143 per night
Guest favorite
Home in Northampton
Florence Cottage
Oct 27 – Nov 3
$145 per night
Guest favorite
Home in Northampton
The Gardener’s Cottage
Apr 3 – 10
$529 per night

Private house rentals

Guest favorite
Home in Easthampton
Private Home~Old World Charm, Modern Conveniences
$141 per night
Guest favorite
Home in Hadley
Farm House of Hadley
$170 per night
Guest favorite
Home in Pelham
Amherst/Pelham getaway with a view!
$204 per night
Superhost
Home in Amherst
The 5-College Cozy Nook Basement Apt. Amherst, M A
$76 per night
Guest favorite
Home in Easthampton
Cozy Cape - near downtown, schools and park
$263 per night
Guest favorite
Home in Amherst
1840 two-family home in best downtown location
$202 per night
Guest favorite
Home in Ware
Little House Inn
$145 per night
Guest favorite
Home in Easthampton
Sunny Valley Mountain View
$139 per night
Guest favorite
Home in Northampton
Paradise City's Secret
$254 per night
Superhost
Home in Northampton
Elegant 2-bedroom apartment in historic downtown
$224 per night
Guest favorite
Home in Shutesbury
Lakeside 2 Bedroom House
$250 per night
Guest favorite
Home in Shutesbury
Cottage by Lake Wyola
$158 per night

Destinations to explore