Vacation rentals in Highlands
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Top-rated vacation rentals in Highlands
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Highlands vacation rentals
Other great vacation rentals in Highlands
Guest favourite
Tiny homes in Cold Spring
5.0 out of 5 average rating, 243 reviewsTiny house on tiny farm close to hiking trails.
Guest favourite
Guesthouse in Cold Spring
4.99 out of 5 average rating, 101 reviewsBright/modern forest escape. Near village & train
Guest favourite
Cottage in Philipstown
4.99 out of 5 average rating, 179 reviewsModern Country Cottage by Bear Mountain
Guest favourite
Apartment in Philipstown
4.89 out of 5 average rating, 192 reviewsFoxglove Farm
Guest favourite
Home in Highland Falls
4.88 out of 5 average rating, 168 reviewsLuxury Townhouse Near West Point
Guest favourite
Guest suite in Newburgh
4.93 out of 5 average rating, 459 reviewsGlenbrook Country Villa
Guest favourite
Apartment in Marlboro
4.97 out of 5 average rating, 314 reviewsCliff Top at Turtle Rock
Guest favourite
Guest suite in Montgomery
4.95 out of 5 average rating, 426 reviewsGarden View Guest Cottage
Quick stats about vacation rentals in Highlands
Total rentals
200 properties
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
11K reviews
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