Vacation rentals in West Point

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Top-rated vacation rentals in West Point

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Farm stay in Fort Montgomery
Secluded mountain top horse property near W. Point
"Green acres is the place to be, farm living is the life for me!" This quaint little house trailer is located on a secluded horse farm in the beautiful Hudson Valley only 50 minutes from NYC and less than 10 mins from West Pt. Situated on a mountain top, this private little space is a nature lovers paradise. Enjoy fresh eggs every morning or vegetables from our organic garden (during season). Come, relax by the outdoor fire pit, fish or hike/explore the forest trails right out the front door.
Jun. 10 – 17
$462 CAD per night
4.94 out of 5 average rating, 196 reviews
Guest favourite
Guest suite in Chester
Adorable Guest Apartment in Victorian Mansion
This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, and has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, a French door shower, and a kitchenette with sunny breakfast nook. It is freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.
Dec. 18 – 25
$155 CAD per night
4.95 out of 5 average rating, 222 reviews
Superhost
Apartment in Highland Falls
Stay in the Heart of West Point! Walk to Academy
Enjoy this huge private 2 bedroom apartment on Main Street in the heartbeat of Highland Falls and walk just 3 mins to the Military Academy. At this perfect West Point getaway you'll find the best hiking, boating, swimming, fishing & golf this central location has to offer with a short drive to Bear Mountain State Park and ZOO, Woodbury Commons Outlet, Storm King Art Center, Eisenhower Theater and Legoland!! Perfect place to kick back and relax after an Army football game or day of hiking!
Nov. 17 – 24
$423 CAD per night
4.82 out of 5 average rating, 262 reviews

Popular amenities for West Point vacation rentals

Stay near West Point's top sights

The Thayer Hotel15 locals recommend
United States Military Academy58 locals recommend
West Point Academy60 locals recommend
Cold Spring Depot22 locals recommend
Riverview51 locals recommend
Moo Moo's Creamery - The Worlds Best Ice Cream Shop26 locals recommend

Other great vacation rentals in West Point

Guest favourite
Home in Highland Falls
Grad owned cozy 5 bd home right outside West Point
Aug. 2 – 9
$536 CAD per night
4.96 out of 5 average rating, 53 reviews
Guest favourite
Condo in Highland Falls
❤️😍 Cozy studio apartment in quiet neighborhood 🥰❤️
Nov. 27 – Dec. 4
$239 CAD per night
4.96 out of 5 average rating, 80 reviews
Guest favourite
Home in Highland Falls
Modern West Point Retreat: 3BR, 2BA w/Hot Tub fire
Feb. 1 – 8
$811 CAD per night
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Highland Falls
GRAD MOM House Walk to WP King 2 Queen
Jul. 25 – Aug. 1
$727 CAD per night
5.0 out of 5 average rating, 46 reviews
Guest favourite
Home in Highland Falls
House on the Babbling Brook
Apr. 8 – 13
$290 CAD per night
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Highland Falls
Bear Mountain, Westpoint, & Hikers Retreat
Jul. 8 – 15
$256 CAD per night
5.0 out of 5 average rating, 67 reviews
Guest favourite
Home in Highland Falls
West Point Mountain House
Jun. 4 – 11
$947 CAD per night
4.96 out of 5 average rating, 49 reviews
Guest favourite
Home in Highland Falls
Highland Falls Home - 1/2 Mile to West Point
Jan. 20 – 27
$422 CAD per night
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Highland Falls
Cozy House 3 Blocks From West Pt
Jul. 15 – 22
$792 CAD per night
5.0 out of 5 average rating, 59 reviews
Guest favourite
Guest suite in Highland Falls
Quiet, Cozy, Private Suite ~1/2 mile to West Point
May 17 – 24
$337 CAD per night
5.0 out of 5 average rating, 45 reviews
Guest favourite
Apartment in Highland Falls
Lovely 2nd FL Apt Walking Distance to West Point!
Feb. 1 – 8
$286 CAD per night
5.0 out of 5 average rating, 33 reviews
Guest favourite
Guest suite in Fort Montgomery
West Point/Bear Mountain/Hudson Valley Getaway
Sep. 30 – Oct. 7
$320 CAD per night
4.99 out of 5 average rating, 92 reviews

Quick stats about vacation rentals in West Point

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

110 properties are a good fit for families

Total number of reviews

11K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Orange County
  5. West Point