
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

Happy Valley getaway

Sun-drenched 6BR Victorian steps from downtown

Morning Side

Perfectly Polished Deerfield Home 5 min to I-91

Dog friendly, 2 fireplaces,Pool, Pickleball, 3 bd
Weekly house rentals

Forest Home with Sauna

Cute and Cozy Lake Cottage

Large Family Home Near Five Colleges

True Shangri-la, Country Retreat

An oasis - spacious and bright

Berkshires Lakefront Stylish Retreat w/Gameroom

3 BR Private Home~Old World Charm, Modern Touches

Lakefront Cottage on Private Beach
Private house rentals

Home Away from Home in Northampton

Berkshires Lakefront Retreat

Low-scent, historic, well-located downtown house

Pristine Home In Becket Woods

Spacious Lake Front Home

Relax & Enjoy it all to yourself

Private Lakehouse in the heart of the Berkshires

Charming 4 bd/2 bth home near Williston
Destinations to explore
- Smoking-friendly rentals Hampshire County
- Kid-friendly rentals Hampshire County
- Rentals with outdoor seating Hampshire County
- Rentals with a washer and dryer Hampshire County
- Pet-friendly rentals Hampshire County
- Apartment rentals Hampshire County
- Rentals with a kayak Hampshire County
- Rentals with an EV charger Hampshire County
- Rentals with a patio Hampshire County
- Rentals with a hot tub Hampshire County
- Rentals with a fireplace Hampshire County
- Rentals with lake access Hampshire County
- Rentals with pools Hampshire County
- Private suite rentals Hampshire County
- Rentals with a fire pit Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
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- Six Flags New England
- Monadnock State Park
- TPC River Highlands
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- Dinosaur State Park
- The Shattuck Golf Club
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Bigelow Hollow State Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- Brignole Vineyards