Vacation rentals with a pool in West Point

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in West Point

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Guest favorite
Home in Stormville
Private Hudson Valley Country Retreat
Beautiful 1930s house set on 18 private acres of land overlooking a private lake. Immaculately landscaped surrounding area with koi and gold fish pond with a waterfall, gazebo, hammock and most importantly untouched nature. Very private! Enjoy your morning coffee or tea in the outdoor covered patio overlooking the property, wine and dine under the pergola, enjoy the fire pit or wood burning fireplace on a chilly evening. Serenity and relaxation at its best! Pond dock coming up in Spring of 2021
Jul 22 – 29
$849 per night
4.94 out of 5 average rating, 156 reviews
Guest favorite
Home in Cold Spring
Cozy, Modern Retreat in the Woods of Cold Spring
Newly renovated with modern style and amenities yet retaining all of its rustic warmth and charm, our home is perfect for your next get away. Outdoors, enjoy the salt water pool, patio, grill and fire pit in our secluded setting. Indoors we offer a sauna, steam shower, central heat and air, a woodburning fire place, crib and baby monitor, ping pong table, washer and dryer, and a fully loaded kitchen. Located 7 minutes drive from charming Cold Spring and just across the river from West Point.
Sep 23 – 30
$640 per night
4.95 out of 5 average rating, 152 reviews
Guest favorite
Apartment in Suffern
Renovated Forest Oasis with Pool & Fire-pit
Get away from it all in this nature lovers retreat! Serenity abounds in this fully renovated 1 bedroom apartment with private entrance. Located on a 5 acre property abutting Harriman State Park with direct access to hiking trails. Guests are welcome to use the pool and hot tub (Memorial day through Labor day), or sit and enjoy a fire pit by the babbling brook. Fenced dog run for your furry friend. Just 30 minutes from the GWB and minutes from the train and bus.
May 8 – 15
$97 per night
4.96 out of 5 average rating, 100 reviews

Popular amenities for West Point rentals with a pool

House rentals with a pool

Superhost
Home in Goshen
TheGoshenGetawaysHeatedPoolHotTubPetFriendlySki
Jan 23 – 30
$341 per night
4.84 out of 5 average rating, 130 reviews
Guest favorite
Home in Pound Ridge
Peaceful Light-Filled Guesthouse 1 Hour From NYC
Sep 9 – 16
$558 per night
5.0 out of 5 average rating, 122 reviews
Guest favorite
Home in West Milford
On The Rocks In The Hot Tub
May 3 – 10
$280 per night
5.0 out of 5 average rating, 109 reviews
Guest favorite
Home in New Paltz
Mid Century Mod *fireplace walk to rail trail/town
Jun 19 – 26
$642 per night
4.98 out of 5 average rating, 431 reviews
Superhost
Home in Yorktown Heights
Cozy winter getaway 1 hr from NYC!
Jul 20 – 27
$763 per night
4.88 out of 5 average rating, 113 reviews
Guest favorite
Home in Lagrangeville
Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Oct 15 – 22
$534 per night
4.85 out of 5 average rating, 118 reviews
Guest favorite
Home in Cottekill
Peace & Privacy - High Falls (hot tub & salt pool)
Mar 27 – Apr 3
$214 per night
4.95 out of 5 average rating, 239 reviews
Guest favorite
Home in New Paltz
Harrison Field 10 AcreViews FirePit BikesAvailable
Dec 3 – 10
$625 per night
4.93 out of 5 average rating, 121 reviews
Guest favorite
Home in Highland Falls
West Point Hudson Valley Getaway
Dec 31 – Jan 7
$450 per night
4.96 out of 5 average rating, 49 reviews
Guest favorite
Home in Highland Falls
Farmhouse with pool/mtn view, 1/2 mi to West Point
Mar 27 – Apr 3
$276 per night
4.89 out of 5 average rating, 62 reviews
Guest favorite
Home in Cornwall-on-Hudson
Eclectic, Sleeps 5, Wsher/Dryer, Parking, Yard, AC
Sep 16 – 23
$167 per night
4.87 out of 5 average rating, 85 reviews
Guest favorite
Home in New Windsor
Hudson Valley Oasis - Hot Tub, Fireplace, 50mi NYC
Mar 25 – Apr 1
$523 per night
5.0 out of 5 average rating, 20 reviews

Condo rentals with a pool

Guest favorite
Condo in Vernon Township
Comfy Studio at Mountain Creek Resort
Dec 10 – 17
$90 per night
4.97 out of 5 average rating, 139 reviews
Guest favorite
Condo in Vernon Township
Appalachian TOP 4TH FLOOR Studio+ w/amazing views!
Dec 11 – 18
$133 per night
4.9 out of 5 average rating, 295 reviews
Guest favorite
Condo in Vernon Township
Appalachian Lodge Top Floor w/views
Apr 18 – 25
$137 per night
4.95 out of 5 average rating, 720 reviews
Guest favorite
Condo in Vernon Township
NYC Escape 1 hr away
Mar 21 – 26
$170 per night
4.95 out of 5 average rating, 229 reviews
Guest favorite
Condo in Vernon Township
Rustic Chic at Mountain Creek! Ski-in/Ski-Out!
Nov 29 – Dec 6
$164 per night
4.97 out of 5 average rating, 208 reviews
Guest favorite
Condo in Vernon Township
1 Bedroom Condo @ Appalachian Resort Hotel
Aug 1 – 8
$121 per night
4.76 out of 5 average rating, 136 reviews
Guest favorite
Condo in Vernon Township
Upscale Condo Ski-In/Out Mountain Creek 1 hr NYC
Mar 29 – Apr 5
$158 per night
4.9 out of 5 average rating, 191 reviews
Guest favorite
Condo in Vernon
Renovated Condo at Mountain Creek Ski in/out 342
Mar 26 – Apr 2
$162 per night
4.93 out of 5 average rating, 106 reviews
Guest favorite
Condo in Vernon Township
Valley Overlook @ Mtn Creek Resort Park & Play
Jul 24 – 31
$118 per night
4.92 out of 5 average rating, 90 reviews
Guest favorite
Condo in Vernon Township
Cozy Winter Escape - MTN Creek
Apr 2 – 9
$138 per night
4.87 out of 5 average rating, 69 reviews
Guest favorite
Condo in Vernon Township
Just Renovated -Mtn Creek-Ski/Pool/Hot Tub/Sauna
Sep 19 – 26
$178 per night
4.94 out of 5 average rating, 97 reviews
Guest favorite
Condo in Vernon Township
Little Getaway at the Black Creek Sanctuary
Aug 24 – 31
$153 per night
4.96 out of 5 average rating, 26 reviews

Quick stats about vacation rentals with a pool in West Point

Total rentals

20 properties

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

20 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1K reviews

Destinations to explore