House holiday rentals in West Point
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Top-rated house rentals in West Point
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for West Point house rentals
House rentals with a pool
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
30 Sep – 7 Oct
Home in Stamford
4.97 out of 5 average rating, 220 reviewsMidcentury Modern ZenHouse Sculptor Studio
24–31 Dec
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
20–27 Oct
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
6–13 Sep
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
7–14 Sep
Home in West Milford
4.99 out of 5 average rating, 113 reviewsOn The Rocks In The Hot Tub
14–21 Nov
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
30 Jul – 6 Aug
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
26 Aug – 2 Sep
Weekly house rentals
Home in Highland Falls
4.84 out of 5 average rating, 61 reviewsLovely 3BR Home with parking-Walk to WP Gate!
13–20 Mar
Home in Highland Falls
5.0 out of 5 average rating, 49 reviewsGRAD MOM House Walk to WP King 2 Queen
11–18 Dec
Home in New Windsor
5.0 out of 5 average rating, 3 reviews*Charming Home & Convenient Location w/ Parking*~
6–13 Dec
Home in Highland Falls
4.96 out of 5 average rating, 91 reviewsEnjoy Walking Privileges! WestPoint Farmhouse
2–9 Aug
Home in Newburgh
4.96 out of 5 average rating, 47 reviewsLovely home in town of Newburgh
18–25 Mar
Home in Highland Falls
5.0 out of 5 average rating, 18 reviewsHighland Falls Home - 1/2 Mile to West Point
10–17 Feb
Home in Highland Falls
5.0 out of 5 average rating, 29 reviewsLuxe West Point Retreat: 3BR/2BA w/HotTub, FirePit
17–24 Nov
Home in Highland Falls
4.96 out of 5 average rating, 52 reviewsWest Point Mountain House
19–26 Jul
Private house rentals
Home in Fort Montgomery
5.0 out of 5 average rating, 29 reviewsSpectacular River& Mountain views near West Point!
29 Jun – 6 Jul
Home in Newburgh
5.0 out of 5 average rating, 88 reviewsHillcrest Glasshouse - a minimalist modern retreat
9–16 Sep
Home in Highland Falls
4.99 out of 5 average rating, 99 reviewsCozy 4 Bed 2 Bath Home 1/4 mile from West Point
21–28 Dec
Home in Mohegan Lake
4.97 out of 5 average rating, 32 reviewsA nice place to getaway
20–27 Jan
Home in Cornwall-on-Hudson
4.86 out of 5 average rating, 88 reviewsEclectic, Sleeps 5, Wsher/Dryer, Parking, Yard, AC
8–15 May
Home in Goshen
4.97 out of 5 average rating, 39 reviewsCozy Brookside Cottage on the Farm
27 Nov – 4 Dec
Home in Newburgh
5.0 out of 5 average rating, 47 reviewsThe Little Red House
11–18 Jul
Home in Peekskill
5.0 out of 5 average rating, 14 reviewsCharming Home in Peekskill NY
28 May – 4 Jun
Quick stats about house rentals in West Point
Total rentals
110 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
3.4K reviews
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