Holiday rentals in Highlands
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Top-rated holiday rentals in Highlands
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Highlands holiday rentals
Other great holiday rentals in Highlands
Guest favourite
Cottage in Goshen
4.93 out of 5 average rating, 196 reviewsCheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
Guest favourite
Home in Highland Falls
4.89 out of 5 average rating, 158 reviewsLuxury Townhouse Near West Point
Guest favourite
Guest suite in Montgomery
4.95 out of 5 average rating, 423 reviewsGarden View Guest Cottage
Guest favourite
Cottage in Cortlandt
5.0 out of 5 average rating, 106 reviewsCottage at Peekskill Hollow
Guest favourite
Guest suite in Beacon
4.97 out of 5 average rating, 292 reviewsHiker's nest
Guest favourite
Guest suite in Newburgh
4.93 out of 5 average rating, 450 reviewsGlenbrook Country Villa
Guest favourite
Guest suite in Marlboro
4.96 out of 5 average rating, 397 reviewsSpacious & Private Hudson Valley Getaway
Guest favourite
Cottage in Philipstown
4.99 out of 5 average rating, 179 reviewsModern Country Cottage by Bear Mountain
Quick stats about holiday 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
Destinations to explore
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- Rentals with outdoor seating Highlands
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