Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Top cities in Town of Highlands
West Point
Find holiday rentals that suit your style
Apartments
Cottages
Our top choices for Town of Highlands cottages
1. Historic 1800s Cornwall-on-hudson Cottage!
Historic 1800s Cornwall-on-hudson Cottage!Cornwall
10.0 out of 10, Exceptional, (2 reviews)
"We loved everything about this property. The host was easy to connect with. The cottage was well stocked and spotless. The cottage and yard were absolutely beautiful. Would definitely book again."
Anthony
2. Hudson Valley Retreat w/ Pool Near Greenwood Lake
Hudson Valley Retreat w/ Pool Near Greenwood LakeMonroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
Scott
The price is Rp3.829.144
Rp9.743.185 total
includes taxes & fees
30 Nov - 1 Dec
3. Luxe Family Home on Orange Lake w/ Private Dock!
Luxe Family Home on Orange Lake w/ Private Dock!Newburgh
4. Charming Highland Falls Home < 2 Mi to West Point!
Charming Highland Falls Home < 2 Mi to West Point!Highland Falls
10.0 out of 10, Exceptional, (1 review)
"Fabulous place - great for our family weekend at West Point. Plenty of room, lovely kitchen, and lots of seating - whole group of us could watch the baseball playoffs. Terrific - not a single problem or complaint!!"
Mia
5. 4 Mi to Hudson River: Cozy Newburgh Home!
4 Mi to Hudson River: Cozy Newburgh Home!Newburgh
8.0 out of 10, Very good, (1 review)
6. Updated Home w/ Patio Half Mile to West Point
Updated Home w/ Patio Half Mile to West PointHighland Falls
7. Modern NY Home w/ Views By Hudson Valley Hiking!
Modern NY Home w/ Views By Hudson Valley Hiking!Hopewell Junction
8. Waterfront Wallkill Duplex Home w/ Fire Pits!
Waterfront Wallkill Duplex Home w/ Fire Pits!Wallkill
10.0 out of 10, Exceptional, (1 review)
"Great for my kids and family for options to play outdoors and indoors games together. Loved the coffee bar and the details in the bathrooms with all the little things we could use down to the qtips and things. Really great for our family trip memories!!"
Gessel
9. Fire Pit + On-site Pond: Hudson Valley Home!
Fire Pit + On-site Pond: Hudson Valley Home!Wappingers Falls
10.0 out of 10, Exceptional, (1 review)
"We found listing to be accurate beds were comfortable and air conditioners in each room was a bonus. Grounds were maintained and house was well equipped and nicely decorated with an appreciated welcome basket. Highly Recommend"
Cheryl
10. Snow Days & City Escapes: Spacious Ossining Home
Snow Days & City Escapes: Spacious Ossining HomeOssining
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.