
Holiday houses in Hillsdale
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Top-rated holiday rentals in Hillsdale
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 Hillsdale holiday rentals
Other great holiday rentals in Hillsdale
Top Guest favourite

Chalet in Copake
4.98 out of 5 average rating, 65 reviewsPrivate upstate home nestled in the Hudson Valley

Farm stay in Hillsdale
4.96 out of 5 average rating, 119 reviewsPixley Knob Hill Farm (1818)
Top Guest favourite

Home in Copake
5 out of 5 average rating, 22 reviewsTaconic Hideaway – Swimming, BBQ Pit, Hiking
Guest favourite

Guest suite in Hillsdale
4.98 out of 5 average rating, 126 reviewsOvernight at Althouse-Higgins

Apartment in Hillsdale
4.54 out of 5 average rating, 112 reviewsBrooks Motel: Chic Renovations, Book Now!
Guest favourite

Home in Hillsdale
4.83 out of 5 average rating, 6 reviewsCraftsman Cottage
Top Guest favourite

Cabin in Saugerties
5 out of 5 average rating, 42 reviewsLuxury A-Frame Cabin w/ Hot Tub
Guest favourite

Home in Hillsdale
4.95 out of 5 average rating, 22 reviewsHillsdale Escape | Pool, Hot Tub, Game Room
Destinations to explore
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- Hunter Mountain
- Six Flags New England
- Minnewaska State Park Preserve
- John Boyd Thacher State Park
- Thunder Ridge Ski Area
- Taconic State Park
- Berkshire East Mountain Resort
- Zoom Flume
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Windham Mountain
- Mohawk Mountain Ski Area
- Beartown State Forest
- Talcott Mountain State Park
- Wintonbury Hills Golf Course
- Hartford Golf Club
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park