
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.

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.

Mountain View Retreat w/ Hot Tub, Theater, and Gym
Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen

Ski-In/Ski-Out Condo 1B/1b with Resort Amenities
❄️🏂🎿 Mountain Creek Ski Lifts OPEN FOR THE SEASON! ❄️🏂🎿 Ski, snowboard, bike, hike, zip line-or relax in the Appalachian's outdoor, year-round, heated, outdoor pool, hot tubs & barrel sauna. This 1 bedroom, 1 bath condo has a King bed (bedroom) & Queen sofa bed (living room)- perfect for a couple, small group or family getaway. Located in The Appalachian, right next to Mountain Creek Resort! In the heart of Vernon Valley-near farms, golf, the Appalachian Trail & Warwick, NY.

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.

Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Escape to a stylish 3BR cottage with a private pool, cinema room, game room, and fire pit - perfect for families, couples, or solo travelers. Surrounded by woods and just minutes from Cold Spring, hiking trails, ski resorts, and charming shops. Relax by the electric fireplace, enjoy movie nights, play pool, or unwind with forest views from your private deck. A cozy, well-equipped retreat for peaceful getaways and Hudson Valley adventures year-round.

Airy & Private Escape on Mountain Rest Road *Pool*
Relax and unwind in our bright and private 2BR apartment located at the edge of Unison Arts Center’s sculpture garden (paths through woods and fields). A mile from New Paltz on the way to Mohonk Preserve, this simple but comfortable space features work by local artists and regional photographs. One of the bedrooms has an additional half-bathroom with a hand-made mosaic. Guests have their own entrance.
Popular amenities for West Point rentals with a pool
House rentals with a pool

The Hudson Valley Hideaway

Hudson Valley Retreat | Hot Tub, Pool & Gym

Private Hudson Valley Country Retreat

TheGoshenGetawayPoolHotTubLegoLandArcade.

Luxe Wooded Modern Getaway Retreat + Spa

Retreat w/Hot Tub, 10 Min to Skiing, Fireplace/Pit

Hudson Riverview Retreat

Modern Lux 5-Bed, Double Fireplace, Dogs Welcome
Condo rentals with a pool

Valley Overlook @ Mtn Creek Resort Park & Play

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

Comfy Studio at Mountain Creek Resort

Comfortable, chic, modern and sophisticated condo

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Little Getaway at the Black Creek Sanctuary

Ski-In/Out | Mountain Creek | Pool & Hot Tub 324

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

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

Upstate Retreat 1+Hr NYC ~ Pool, Padel & Sauna

Your Family Adventure Awaits in Mountain Creek!

Swiss Spot

Perfect For Families and Large Groups

Luxury Woodland Cabin Getaway near Warwick

The Barger Wixon House

The Perch, a luxe cottage in the woods 1h from NYC
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 $97 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!
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Grand Central Terminal
- Bryant Park
- New York Public Library Main Branch
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Columbia University
- The High Line
- Manhattan Bridge
- 47th–50th Streets Rockefeller Center Station
- Rough Trade
- Top of the Rock
- Yankee Stadium
- Chabad Lubavitch World Headquarters
- United Nations Headquarters
- Citi Field
- Empire State Building
- Fairfield Beach
- Radio City Music Hall
- Beacon Theatre




