Vacation Rentals in Town of Highlands

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Our top choices for Town of Highlands vacation rentals

10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ¥14,755
¥29,756 total
includes taxes & fees
Feb 2 - Feb 3
Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is ¥26,691
¥47,561 total
includes taxes & fees
Feb 9 - Feb 10
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (3 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is ¥14,210
¥62,332 total
includes taxes & fees
Jan 13 - Jan 14
Sleek Escape: Modern 3 BR- 4 Min from West Point !
10.0 out of 10, Exceptional, (5 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ¥11,842
¥49,084 total
includes taxes & fees
Jan 13 - Jan 14
House on the Babbling Brook- Quiet 2BR + King Bed!
9.8 out of 10, Exceptional, (15 reviews)
"Great Unit."
United States
Rudy R.
The price is ¥11,842
¥40,706 total
includes taxes & fees
Jan 13 - Jan 14
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Vacation Home in Highland Falls

Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is ¥32,328
¥60,230 total
includes taxes & fees
Feb 9 - Feb 10
Lovely 3BR Home with parking-Walk to WP Gate!
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is ¥13,421
¥60,573 total
includes taxes & fees
Jan 13 - Jan 14
Local Artist Inspired | Walk to WestPoint + King Bed

Vacation Home in Highland Falls

Fabulous 3bdrm Home w/parking!
9.0 out of 10, Wonderful, (4 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is ¥30,504
¥56,164 total
includes taxes & fees
Feb 9 - Feb 10
Fabulous 3bdrm Home w/parking!
9.8 out of 10, Exceptional, (129 reviews)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is ¥29,683
¥48,047 total
includes taxes & fees
Jan 12 - Jan 13
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Vacation Home in Highland Falls

Luxury home near West Point
2.0 star property
The price is ¥65,682
¥79,684 total
includes taxes & fees
Jan 12 - Jan 13
Luxury home near West Point
2.0 star property
The price is ¥14,210
¥60,649 total
includes taxes & fees
Jan 14 - Jan 15
Cozy Modern Stay - Walk to West Point & Main St!

Vacation Home in Highland Falls

Luxury Home Near West Point
2.0 star property
The price is ¥56,840
¥79,562 total
includes taxes & fees
Jan 12 - Jan 13
Luxury Home Near West Point
7.6 out of 10, Good, (5 reviews)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
The price is ¥20,841
¥73,592 total
includes taxes & fees
Jan 22 - Jan 23
3BR West Point Retreat-3min to Back Gate+ King Bed

Vacation Home in Highland Falls

Luxury House Near West Point
2.0 star property
The price is ¥31,578
¥50,714 total
includes taxes & fees
Jan 12 - Jan 13
Luxury House Near West Point

Apartment in Highland Falls

Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (21 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is ¥32,494
¥55,110 total
includes taxes & fees
Feb 9 - Feb 10
Walk to WP Gate + Free Parking!
10.0 out of 10, Exceptional, (1 review)
"Great location for Westpoint visit. As described. Clean with new updates. "
United States
Alain C.
The price is ¥61,419
¥147,957 total
includes taxes & fees
Jan 22 - Jan 23
Room for Everyone: Spacious 6BR West Point Retreat

Vacation Home in Highland Falls

Luxury Townhouse Near West Point
2.0 star property
The price is ¥38,051
¥58,226 total
includes taxes & fees
Jan 12 - Jan 13
Luxury Townhouse Near West Point
9.4 out of 10, Exceptional, (8 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is ¥14,210
¥24,650 total
includes taxes & fees
Feb 3 - Feb 4
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
2.0 star property
The price is ¥15,329
¥37,497 total
includes taxes & fees
Jan 12 - Jan 13
Natural Getaway at Orchard Farm Lakeside Retreat
2.0 star property
9.0 out of 10, Wonderful, (12 reviews)
"Great location!"
United States
Alozie E.
The price is ¥45,472
¥69,156 total
includes taxes & fees
Jan 13 - Jan 14
Stylish & Peaceful Getaway on 3 Private Acres
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Town of Highlands Hotel Reviews

Find out more about Town of Highlands

Vacation Apartments in Town of Highlands

Search for Vacation rentals in Town of Highlands on Expedia! You can easily find your home rentals, villas, Vacation apartments in Town of Highlands using one of the methods below:

  • View our selection of featured Vacation rentals in Town of Highlands
  • Use the map to find apartments and other Vacation homes in the Town of Highlands neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Town of Highlands while they last

Look no further and take a look at our great range of rental properties in Town of Highlands!