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
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Popular amenities for Highlands holiday rentals
Other great holiday rentals in Highlands
Guest favourite
Apartment in Cold Spring
4.87 out of 5 average rating, 171 reviewsCharming Apartment in the Heart of Cold Spring
Guest favourite
Cottage in Cortlandt
5.0 out of 5 average rating, 106 reviewsCottage at Peekskill Hollow
Guest favourite
Apartment in Philipstown
4.89 out of 5 average rating, 192 reviewsFoxglove Farm
Guest favourite
Guesthouse in Mahopac
4.93 out of 5 average rating, 118 reviewsSunny Lakeview Guesthouse
Guest favourite
Home in Highland Falls
4.99 out of 5 average rating, 142 reviewsSpacious, bright 5 bedroom house near West Point
Guest favourite
Apartment in Beacon
4.99 out of 5 average rating, 154 reviewsSunlit Apartment close to Beacon’s Main Street
Guest favourite
Tiny home in Cold Spring
5.0 out of 5 average rating, 243 reviewsTiny house on tiny farm close to hiking trails.
Guest favourite
Cottage in Philipstown
4.99 out of 5 average rating, 179 reviewsModern Country Cottage by Bear Mountain
Quick stats about accommodation 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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