Vacation rentals in Highlands
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Highlands
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
Tiny homes in Cold Spring
5.0 out of 5 average rating, 239 reviewsTiny house on tiny farm close to hiking trails.
May 28 – Jun. 4
$200 CAD per night
Guest favourite
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Oct. 20 – 27
$793 CAD per night
Guest favourite
Home in New Paltz
4.97 out of 5 average rating, 677 reviewsVictorian Haven
Mar. 8 – 15
$186 CAD per night
Guest favourite
Cottage in Cortlandt
5.0 out of 5 average rating, 104 reviewsCottage at Peekskill Hollow
Jan. 6 – 13
$376 CAD per night
Guest favourite
Tiny homes in New Paltz
4.99 out of 5 average rating, 742 reviewsHudson Valley Tiny House
Jul. 7 – 14
$166 CAD per night
Guest favourite
Guest suite in Montgomery
4.95 out of 5 average rating, 420 reviewsGarden View Guest Cottage
Mar. 22 – 29
$190 CAD per night
Guest favourite
Apartment in Cold Spring
4.87 out of 5 average rating, 171 reviewsCharming Apartment in the Heart of Cold Spring
Dec. 10 – 17
$195 CAD per night
Guest favourite
Apartment in Marlboro
4.97 out of 5 average rating, 309 reviewsCliff Top at Turtle Rock
Nov. 5 – 12
$182 CAD per night
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
- Long Island Vacation rentals
- Newark Vacation rentals
- Pocono Mountains Vacation rentals
- Hoboken Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- House rentals Highlands
- Rentals with a fireplace Highlands
- Rentals with a washer and dryer Highlands
- Waterfront rentals Highlands
- Rentals with outdoor seating Highlands
- Family-friendly rentals Highlands
- Kid-friendly rentals Highlands
- Rentals with pools Highlands
- Rentals with breakfast Highlands
- Apartment rentals Highlands
- Rentals with a patio Highlands
- Monthly Rentals Highlands
- Pet-friendly rentals Highlands
- Rentals with a firepit Highlands
- 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