
Holiday rentals 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 Hadley
4.83 out of 5 average rating, 350 reviewsThe 1797 House/Locke bedroom along CT River
Guest favourite

Cabin in Williamsburg
4.94 out of 5 average rating, 36 reviewsRetreat in the Woods
Top guest favourite

Private room in Northampton
4.98 out of 5 average rating, 560 reviewsSerene getaway near Smith & Main St
Top guest favourite

Guest suite in Hadley
4.98 out of 5 average rating, 100 reviewsHadley Hay House | No Cleaning fees!
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 Easthampton
4.93 out of 5 average rating, 111 reviewsBasement Oasis
Top guest favourite

Private room in Northampton
4.95 out of 5 average rating, 798 reviewsWarm Country Home Mins. from Town
Top guest favourite

Private room in Northampton
4.98 out of 5 average rating, 240 reviewsPrivate luxe bedroom & bath with all the amenities
Destinations to explore
- House rentals Hampshire County
- Private suite rentals Hampshire County
- Rentals with a washing machine and dryer Hampshire County
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- Rentals with a fireplace Hampshire County
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- Family-friendly rentals Hampshire County
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- Rentals with a kayak Hampshire County
- Rentals with an EV charger Hampshire County
- Rentals with pools Hampshire County
- Rentals with a hot tub Hampshire County
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- Six Flags New England
- Monadnock State Park
- TPC River Highlands
- Taconic State Park
- Bushnell Park
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Brimfield State Forest
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Dinosaur State Park
- The Shattuck Golf Club
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hartford Golf Club
- Wintonbury Hills Golf Course
- Talcott Mountain State Park
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park
- Bigelow Hollow State Park