
Holiday houses in Hampshire County
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Top-rated holiday rentals in Hampshire County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Hampshire County holiday rentals
Other great holiday rentals in Hampshire County
Guest favourite

Private room in Northampton
4.92 out of 5 average rating, 110 reviewsQuiet Addition to Suburb Ranch
Guest favourite

Private room in Northampton
4.84 out of 5 average rating, 558 reviewsSunny, Spacious, Downtown, Main St. Duplex
Top Guest favourite

Guest suite in Sunderland
4.99 out of 5 average rating, 160 reviewsBright private suite mins. from Five College area
Top Guest favourite

Private room in Northampton
4.95 out of 5 average rating, 807 reviewsWarm Country Home Mins. from Town
Top Guest favourite

Apartment in Amherst
5 out of 5 average rating, 33 reviewsStudio apt in old farmhouse
Top Guest favourite

Apartment in Northampton
5 out of 5 average rating, 63 reviewsButton’s Modern Luxury Walkup DT
Top Guest favourite

Private room in Easthampton
4.99 out of 5 average rating, 103 reviewsMartha's on Main
Top Guest favourite

Private room in Northampton
4.98 out of 5 average rating, 245 reviewsPrivate luxe bedroom & bath with all the amenities
Destinations to explore
- Rentals with a washing machine and dryer Hampshire County
- Rentals with a fireplace Hampshire County
- Rentals with a hot tub Hampshire County
- House rentals Hampshire County
- Rentals with lake access Hampshire County
- Rentals with a fire pit Hampshire County
- Rentals with pools Hampshire County
- Pet-friendly rentals Hampshire County
- Rentals with an EV charger Hampshire County
- Rentals with outdoor seating Hampshire County
- Rentals with a kayak Hampshire County
- Apartment rentals Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
- Rentals with a patio Hampshire County
- Private suite rentals Hampshire County
- Smoking-friendly rentals Hampshire County
- Six Flags New England
- Jiminy Peak Mountain Resort
- Monadnock State Park
- TPC River Highlands
- Berkshire East Mountain Resort
- Bash Bish Falls State Park
- Bushnell Park
- Brimfield State Forest
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Wintonbury Hills Golf Course
- Dinosaur State Park
- Mount Greylock Ski Club
- Taconic State Park
- Mount Tom State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Sugarloaf State Reservation
- The Shattuck Golf Club
- Hartford Golf Club
- Hancock Shaker Village
- Talcott Mountain State Park
- Bright Nights at Forest Park