A large green field with historic buildings and a castle on a hill.

West Point Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for West Point holiday rentals

Private kitchen

Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
The price is S$789
includes taxes & fees
19 Jul - 20 Jul
Carriage House Apartment Goshen NY
Interior

Family Home Close to Warwick, 5 Mi to Lake!

Family Home Close to Warwick, 5 Mi to Lake!
3.0 star property
Monroe
The price is S$941
includes taxes & fees
2 Aug - 3 Aug
Family Home Close to Warwick, 5 Mi to Lake!
7 bedrooms

West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is S$2,130
includes taxes & fees
21 Jul - 22 Jul
West Point Summer Pool Jacuzzi Events Pets OK
Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is S$667
includes taxes & fees
6 Aug - 7 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
5 bedrooms

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is S$2,058
includes taxes & fees
20 Jul - 21 Jul
Summer Pool Oasis Custom Bar Arcade Pool Table
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Point Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Loved the location. Overlook buildings are separate from main complex and are low old stone buildings with one central tiny lobby surrounded by several (6?) rooms. Can be every st night if you are alone but would be fun with large families or groups requiring multiple rooms."
Amelia 1-night trip
Posted 1 hour ago
Overlook Lodge at Bear Mountain

Frequently asked questions

Can I find holiday rentals in West Point?

Yes, there are holiday rentals close to the most popular sights in West Point, or you can select a more secluded option if you're looking for a relaxing stay. West Point is known for its university setting and football games. Make sure you have time to check out the riverfront and cathedral during your trip.

What’s there to see and do in West Point?

Cultural attractions include United States Military Academy and Eisenhower Hall Theater, whereas Storm King State Park is one spot to enjoy nature. Other places in town to visit include Michie Stadium and Fort Putnam.

What’s a holiday rental in West Point like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in West Point. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.