
House vacation rentals in Highlands
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Top-rated house rentals in Highlands
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Highlands house rentals
House rentals with a pool

Private Hudson Valley Country Retreat

Entire Home (private pool), Event Friendly

4Br Mountain Brook House on 130 acres w/ trails

Midcentury Modern ZenHouse Sculptor Studio

Upstate Modern Scandinavian Barn in the Catskills

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Modern House with Hot-Tub and Fireplace

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Weekly house rentals

Sunset House: near West Point, Hiking & Woodbury

Bungalow near West Point on Hudson River

West Point Family Retreat 5 min walk to Thayer

Fall Splendor at Dr. Ruth’s Lake Retreat

NYC Getaway - Woodbury Commons, Storm King, Skiing

Home in Cold Spring- Farm Stay!

A nice place to getaway

Waterfront Lake House
Private house rentals

Heritage House Historic District

The Barger Wixon House

West Point Mountain House

Lakeview House ~ Hot Tub, Firepit, Stunning Views

West Point Hudson Valley Getaway

Cold Spring Hidden Gem: woods, walk to town, SAUNA

Cozy cottage with hot tub and game room

Peaceful Ponds
Quick stats about house rentals in Highlands
Total rentals
110 properties
Nightly prices starting at
€ 43 before taxes and fees
Total number of reviews
4.8K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Plainview Vacation rentals
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- Rentals with pools Highlands
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- Waterfront rentals Highlands
- House rentals Orange County
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- House rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Citi Field
- Fairfield Beach
- United Nations Headquarters
- Rye Beach
- Grand Central Terminal
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- The Metropolitan Museum of Art
- Astoria Park
- Bronx Zoo
- Minnewaska State Park Preserve
- Walnut Public Beach