Vacation rentals in Highlands
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Top-rated vacation rentals in Highlands
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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
Guesthouse in Cold Spring
Bright/modern forest escape. Near village & train
Guest favourite
Guesthouse in Mahopac
Sunny Lakeview Guesthouse
Guest favourite
Tiny homes in Cold Spring
Tiny house on tiny farm close to hiking trails.
Guest favourite
Guest suite in Newburgh
Glenbrook Country Villa
Guest favourite
Rental unit in Marlboro
Cliff Top at Turtle Rock
Guest favourite
Home in Highland Falls
Luxury Townhouse Near West Point
Guest favourite
Home in Cold Spring
Cozy, Modern Retreat in the Woods of Cold Spring
Guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
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
Destinations to explore
- New City Vacation rentals
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- Rentals with a washer and dryer Highlands
- House rentals Highlands
- Rentals with a patio Highlands
- Family-friendly rentals Highlands
- Pet-friendly rentals Highlands
- Rentals with pools Highlands
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- Monthly Rentals Highlands
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- Waterfront rentals Highlands
- Rentals with a firepit Highlands
- Apartment rentals Highlands
- Rentals with a fireplace Highlands
- Yurt Rentals United States
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