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 Stamford
4.97 out of 5 average rating, 220 reviewsMidcentury Modern ZenHouse Sculptor Studio
25 Dec – 1 Jan
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
1 – 8 Oct
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
2 – 9 Feb
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
21 – 28 Sept
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
15 – 22 Sept
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
14 – 21 Dec
Home in West Milford
4.99 out of 5 average rating, 113 reviewsOn The Rocks In The Hot Tub
3 – 10 Oct
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
10 – 17 Sept
Weekly house rentals
Home in Highland Falls
4.84 out of 5 average rating, 61 reviewsLovely 3BR Home with parking-Walk to WP Gate!
27 Mar – 3 Apr
Home in Highland Falls
5.0 out of 5 average rating, 15 reviewsGRAD MOM House 3 Queen 2 Bath
2 – 9 Dec
Home in Highland Falls
4.96 out of 5 average rating, 57 reviewsGrad owned cozy 5 bd home right outside West Point
11 – 18 June
Home in Highland Falls
5.0 out of 5 average rating, 29 reviewsLuxe West Point Retreat: 3BR/2BA w/HotTub, FirePit
3 – 10 Aug
Home in Highland Falls
5.0 out of 5 average rating, 18 reviewsHighland Falls Home - 1/2 Mile to West Point
3 – 10 Jan
Home in Highland Falls
4.96 out of 5 average rating, 91 reviewsEnjoy Walking Privileges! WestPoint Farmhouse
18 – 25 Jan
Home in Newburgh
4.96 out of 5 average rating, 50 reviewsLovely home in town of Newburgh
23 – 30 July
Home in Highland Falls
5.0 out of 5 average rating, 70 reviewsCozy House 3 Blocks From West Pt
26 Apr – 3 May
Private house rentals
Home in Fort Montgomery
5.0 out of 5 average rating, 30 reviewsSpectacular River& Mountain views near West Point!
25 July – 1 Aug
Home in Peekskill
5.0 out of 5 average rating, 14 reviewsCharming Home in Peekskill NY
29 Sept – 6 Oct
Home in Goshen
4.97 out of 5 average rating, 39 reviewsCozy Brookside Cottage on the Farm
22 – 29 Sept
Home in Highland Falls
4.99 out of 5 average rating, 99 reviewsCozy 4 Bed 2 Bath Home 1/4 mile from West Point
28 Feb – 7 Mar
Home in New Windsor
4.98 out of 5 average rating, 53 reviews4 Bd Paradise Gorgeous Design Close to All!
23 – 30 Jan
Home in Newburgh
5.0 out of 5 average rating, 48 reviewsThe Little Red House
11 – 18 July
Home in Highland Falls
5.0 out of 5 average rating, 19 reviewsThe Serene Quarters: 4 Min to West Point, King Bed
2 – 9 June
Home in New Windsor
5.0 out of 5 average rating, 3 reviews*Charming Home & Convenient Location w/ Parking*~
10 – 17 Dec
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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