
Holiday rentals with a pool in Highlands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Highlands
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Highlands rentals with a pool
House rentals with a pool

The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC

Enchanted Escape | POOL, LAKE, Concierge Services

MCM in the Hudson Valley

Summer Adventures in Cold Spring at Gilbo's

4Br Mountain Brook House on 130 acres w/ trails

The Barger Wixon House

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Gorgeous Garrison Gem: Pool, Sauna, Hot Tub & More
Condo rentals with a pool

Valley Overlook @ Mtn Creek Resort Park & Play

Cozy Retreat | Pool & Hot Tub | Mountain Creek Resort @ Appalachian

Comfy Studio at Mountain Creek Resort

Appalachian Lodge Top Floor w/views

Cozy Condo at the Base of Mountain Creek Resort

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna
Quick stats about holiday rentals with a pool in Highlands
Total rentals
10 properties
Nightly prices starting at
$117 NZD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
- Hudson Valley Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- Rentals with breakfast Highlands
- Fitness-friendly rentals Highlands
- Rentals with a patio Highlands
- Rentals with a washing machine and dryer Highlands
- Rentals with a fire pit Highlands
- Rentals with outdoor seating Highlands
- Apartment rentals Highlands
- Family-friendly rentals Highlands
- Waterfront rentals Highlands
- Rentals with a fireplace Highlands
- Kid-friendly rentals Highlands
- House rentals Highlands
- Pet-friendly rentals Highlands
- Hotel rentals Highlands
- Rentals with pools Orange County
- Rentals with pools New York
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Fairfield Beach
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- United Nations Headquarters
- Statue of Liberty
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve