
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.

midcentury mod * HOT TUB * walk out trail 2 mohonk
A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. fireplace, 5 person hot tub short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail (take to mohonk) Water St. mkt & the ❤️ of New Paltz Village THE WHOLE PLACE IS YOURS- HOUSE, PROPERTY, POOL (open 5/1-9/30) and HOT TUB (open 9/30-5/1)

Lodge style getaway 50 miles from NYC patio 207
Welcome to the Appalachian! This 1 Bedroom 1 Valley View private unit sleeps 4 and is located within Mountain Creek Resort. A great spot to enjoy year round activities; Winter- true Ski-in/Ski-out hotel steps to the main lift! Summer-on site Waterpark, downhill/XC mountain biking, zip lining, horseback riding, wineries, farm stores, hiking the Appalachian trail as well as a beautiful state parks. 7 public golf courses. Fall-Pumpkin/apple picking, fresh cider donuts, beer and concert festivals!

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
PLEASE READ ALL HOUSE RULES PRIOR TO INQUIRIES AND BOOKINGS! 1 night/longer stays can be accommodated upon request and calendar availability. “Home Is Where The Heart Is”. If you love tranquility and coziness combined with sophistication and traditional rural charm, this is the place for your stay (only 4 miles from Beacon). The ground floor apartment with a private entrance (located around the back in a private house) includes a living room, full kitchen, full bathroom and Queen bedroom

Country Getaway - Close to Hiking & Storm King
Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Scenic River View Escape | New Paltz
Unwind in nature. House is located on the river bank with river views and surrounded by tall trees with a huge porch and private backyard. The house was recently renovated with all the modern amenities. The place breathes with tranquility and peace and was stylishly decorated with a lot of care and consideration to guests' experience by an experienced host. Just come as you are and enjoy as we have all you need here including top notch complimentary tea, coffee, yoga mats and much more

Modern Ski in/out/waterpark/King Bed/WIFI/Parking
The Appalachian is a true 4 season resort overlooking Mountain Creek Ski Resort/ Waterpark and other activities such as farms, mountain biking, multiple golf courses, horseback riding, and ziplining! NEAR LEGOLAND (25 min drive) Hike the Appalachian Trails, tour the wineries and enjoy Octoberfest/Spas/Pumpkin and Apple picking. This is a true 4 season resort with a heated(in winter) year-round OUTDOOR pool/hot tubs/Suana. Ski-in/out right to the main lift from the building

Cozy getaway 1 hr from NYC!
This peaceful home is only 1 hour from NYC & Brooklyn. There are 3 bedrooms & 3 bathrooms. A large living area, a play room, a wood burning FIREPLACE, large TRAMPOLINE, yard with babbling brook! Bedroom 1: King size bed, pack n play, toddler bed. Ensuite bathroom. Bedroom 2: Queen size bed, dresser. Ensuite bathroom. Bedroom 3: King size bed, pull out couch. Ensuite bathroom. Living room: Pull out couch. Pool is open Memorial Day - Labor Day. Heated by the sun- no heater.

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, 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.

Private Country Getaway
This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 10 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.

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.

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.
Popular amenities for West Point rentals with a pool
House rentals with a pool

Perfect NYC Getaway in the Hudson Valley

TheGoshenGetawayPoolHotTubLegoLandArcade

Luxe Wooded Modern Getaway Retreat + Spa

Winter by the Fire in Cold Spring

Arkadia House Mid-century retreat with pool & view

Modern Lux 5-Bed, Double Fireplace, Dogs Welcome

Cozy & Spacious Country Home - All Seasons

Private Suite in the Heart of the Hudson Valley
Condo rentals with a pool

Condo at Mtn Crk 1 Bdr 1 Bath sleep 4 Mtn view 234

Valley Overlook @ Mtn Creek Resort Park & Play

Cozy Retreat | Pool & Hot Tub | Mountain Creek Resort @ Appalachian

Comfy Studio at Mountain Creek Resort

Appalachian Lodge Top Floor w/views

Comfortable, chic, modern and sophisticated condo

Little Getaway at the Black Creek Sanctuary

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna
Other vacation rentals with a pool

The Hudson Valley Hideaway

Cold Spring Village Maisonette with Pool

Swiss Spot

Near Legoland | Woodbury Commons | Hudson Valley

The Perch, a luxe cottage in the woods 1h from NYC

The cottage at Oasis Cove

Converted Church – Hudson Valley

The Kripplebush Farmhouse: Hot Tub, Pool and WBF!
Quick stats about vacation rentals with a pool in West Point

Total vacation rentals
Explore 10 vacation rentals in West Point

Nightly prices starting at
West Point vacation rentals start at $96 CAD per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Wifi availability
10 of West Point vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across West Point rentals

4.9 Average rating
West Point stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Apartment rentals West Point
- Rentals with a firepit West Point
- House rentals West Point
- Rentals with a fireplace West Point
- Rentals with a patio West Point
- Rentals with a washer and dryer West Point
- Cabin rentals West Point
- Pet-friendly rentals West Point
- Rentals with outdoor seating West Point
- Rentals with breakfast West Point
- Family-friendly rentals West Point
- Waterfront rentals West Point
- Rentals with pools Orange County
- Rentals with pools New York
- Rentals with pools United States
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Grand Central Terminal
- Bronx Zoo
- Mountain Creek Resort
- Old Glory Park
- Yankee Stadium
- United Nations Headquarters
- Chabad Lubavitch World Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Fairfield Beach
- New York Public Library Main Branch
- Kingston-Throop Avenue Station
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area




