Holiday rentals in West Point

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Top-rated holiday rentals in West Point

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

Guest favourite
Flat in Beacon
Sunny 1 Bedroom
Super sunny newly renovated 1BR apartment near Main St in Beacon. Available for stays of 30 night or longer 1 bedroom apartment with a large eat-in kitchen, comfortable living room and sunny workspace. Brand new AC and dishwasher. There is a front porch and a small back yard shared with one other apartment The house is a 6 minute walk to Main St and a 16 minute walk to Mt Beacon. Easy access to tons of fresh air and exercise. Ideal for working from home, moving to the area, visiting family.
21–28 MarIndividual Host,
£115 per night
4.93 out of 5 average rating, 137 reviews
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.
11–18 JunIndividual Host,
£268 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.
21–28 Sept
£91 per night
4.95 out of 5 average rating, 222 reviews

Popular amenities for West Point holiday 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 holiday rentals in West Point

Guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
19–26 Jun
£121 per night
4.99 out of 5 average rating, 157 reviews
Guest favourite
Guest suite in Newburgh
Glenbrook Country Villa -- NY's #1 New Airbnb 2021
13–20 JanIndividual Host,
£124 per night
4.94 out of 5 average rating, 434 reviews
Guest favourite
Flat in Cold Spring
Charming Apartment in the Heart of Cold Spring
24–31 Jan
£113 per night
4.87 out of 5 average rating, 171 reviews
Guest favourite
Flat in Highland Falls
Cozy 1-bedroom retreat minutes from West Point!
12–19 AprIndividual Host,
£89 per night
4.84 out of 5 average rating, 95 reviews
Guest favourite
Guest suite in Highland Falls
Modern place with private gated parking.
20–27 Feb
£101 per night
4.94 out of 5 average rating, 32 reviews
Guest favourite
Apartment in Highland Falls
❤️😍 Cozy studio apartment in quiet neighborhood 🥰❤️
25 Jan – 1 FebIndividual Host,
£139 per night
4.96 out of 5 average rating, 80 reviews
Guest favourite
Home in Highland Falls
Bear Mountain, Westpoint, & Hikers Retreat
16–23 JunIndividual Host,
£149 per night
5.0 out of 5 average rating, 67 reviews
Guest favourite
Home in Highland Falls
GRAD MOM House Walk to WP King 2 Queen
31 May – 7 Jun
£386 per night
5.0 out of 5 average rating, 46 reviews
Guest favourite
Home in Highland Falls
House on the Babbling Brook
8–13 AprIndividual Host,
£168 per night
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Highland Falls
Grad owned cozy 5 bd home right outside West Point
27 Mar – 3 Apr
£338 per night
4.96 out of 5 average rating, 53 reviews
Guest favourite
Home in Highland Falls
Cozy House 3 Blocks From West Pt
8–15 Jan
£325 per night
5.0 out of 5 average rating, 59 reviews
Guest favourite
Guest suite in Fort Montgomery
West Point/Bear Mountain/Hudson Valley Getaway
13–20 AprIndividual Host,
£159 per night
4.99 out of 5 average rating, 92 reviews

Quick stats about holiday 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