Holiday houses 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
Guesthouse in Cold Spring
4.99 out of 5 average rating, 102 reviewsBright/modern forest escape. Near village & train
Guest favourite
Guesthouse in Mahopac
4.93 out of 5 average rating, 120 reviewsSunny Lakeview Guesthouse
Guest favourite
Tiny home in Cold Spring
5.0 out of 5 average rating, 244 reviewsTiny house on tiny farm close to hiking trails.
Guest favourite
Guest suite in Newburgh
4.94 out of 5 average rating, 463 reviewsGlenbrook Country Villa
Guest favourite
Apartment in Marlboro
4.97 out of 5 average rating, 315 reviewsCliff Top at Turtle Rock
Guest favourite
Home in Highland Falls
4.88 out of 5 average rating, 170 reviewsLuxury Townhouse Near West Point
Guest favourite
Home in Cold Spring
4.95 out of 5 average rating, 153 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Guest favourite
Cottage in Goshen
4.93 out of 5 average rating, 199 reviewsCheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
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
- New City Holiday rentals
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