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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Bushkill

4.92 out of 5 average rating, 201 reviews

Entire House Hot tub Barrel Sauna Private Backyard

PLEASE READ THE ENTIRE LISTING BEFORE BOOKING. THE HOUSE IS CLEANED THROUGHLY AND SANITIZED AFTER EVERY STAY. WE ONLY USED TWO CLEANING PRODUCTS -LYSOL AND STEAMERS KILLS 99.9% OF VIRUSES & BACTERIA . PLEASE DON’T BRING ANY CHEMICALS TO THE HOUSE !!! Our house is located at the end of a road. PRIVATE BACKYARD surrounded by trees with SONOS INDOOR OUTDOOR SOUND SYSTEM MASTER SPA WITH BED TO RELAX BARREL SAUNA BONE FIRE OUTSIDE PROJECTOR hookup and screen Access to lake, pool and activities.

Guest favorite

The outdoor space features a private heated pool surrounded by a stone patio. Comfortable seating options include a white sectional and lounge chairs, complemented by lush greenery and a wood privacy fence. A sunny sky enhances the inviting atmosphere of this serene retreat.

Home in Narrowsburg

4.95 out of 5 average rating, 197 reviews

Modern House with Private Pool, Hot-Tub, Fireplace

A modern 3BR/2BA Catskills retreat on 6 private acres with heated pool, hot-tub, and fireplace. Perched on a hill, this single-level home offers scenic views, mid-century modern decor, and comfort—ideal for girls' trips, couples and families. Amenities: Private Heated Pool Fireplace High-speed Wi-Fi Modern kitchen Grill A/C Narrowsburg offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

Guest favorite

A spacious, circular pool is surrounded by a wooden deck, featuring two reclining chairs and a small table set nearby. Lush greenery creates a natural backdrop, enhancing the serene outdoor space, which is equipped with safety rails for easy access.

Home in West Milford

4.98 out of 5 average rating, 149 reviews

On The Rocks In The Hot Tub

Unique home featuring a large deck with an enclosed hot tub, indoor/outdoor bars, game room and seasonal pool (pool is not heated) Fall-Winter:Minutes away from the town of Warwick. Pennings, Heaven Hill Farm for apple-pumpkin picking, Peter Mountain, Mountain Creek for skiing. Many vineyards/cideries Summer: Boating on Greenwood Lake, kayak rentals, hiking (Appalachian Trail), drive-in theater, family activities at Wawanique State Park, Crystal Springs Golf and ice cream at Bellvale Creamery

Guest favorite

An aerial view captures a two-story colonial home surrounded by lush greenery. A fenced-in pool is centrally located in the yard, complemented by a brick patio and lounge chairs. The expansive landscape features manicured lawns and trees, enhancing the serene outdoor environment.

Home in Monroe

4.96 out of 5 average rating, 114 reviews

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.

Guest favorite

Home in North Branch

4.9 out of 5 average rating, 113 reviews

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

Superhost

A private in-ground heated pool is surrounded by lush greenery and trees. The water is a clear blue, reflecting the bright sky. A spacious wooden deck offers space for lounging, while garden lights are positioned to enhance the outdoor setting.

Cabin in Swan Lake

4.83 out of 5 average rating, 201 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

This designer home is in the western Catskills, 2hrs away from NYC on 10 acres of hillside property. 20 mins from the Kartrite indoor water park. Perfect family getaway for hiking, canoeing, fishing , water sports. Quiet, secluded, fully stocked kitchen, 360 degree views , patio deck seating private heated pool from May 20- Sept 30 cabana, hammock, loungers Starting March 1st 2021, we are offering our newly installed Hot Tub/ Spa ( 5-6 seater) set into the side of hill w/ magnificent views

Guest favorite

Home in New Paltz

4.93 out of 5 average rating, 133 reviews

Harrison Field Pool 10Acres BikeRailTrail 2Town

Our country getaway is nestled along the Walkill Rail Trail with stunning views of the ridge. Our home is a perfect retreat to relax and enjoy your time in the beautiful Hudson Valley. We have a fully appointed kitchen, large deck, heated pool, and massive 10 acres that will give you plenty of space to explore! We are centrally located to Minewaska, wineries, hiking, Hudson River Walkway, Storm King and so much more! You are guaranteed to make special memories with your friends and family!

Guest favorite

Home in Bushkill

4.91 out of 5 average rating, 111 reviews

Lakefront Retreat, Heated Pool, Hot Tub, Kayaks

As seen on Pocono Television Network, Old Mallard invites you to enjoy spring at this cozy lakefront retreat—great for couples, families, or anyone seeking a nature-filled escape. The Private Heated Pool opens May 15, 2025. Relax in the private hot tub, paddle kayaks, play arcade games, ping pong, or foosball, or take it easy at the indoor community pool, open weekends 12-4 PM. Just 5 minutes from Bushkill Falls, come check out the fresh spring. Secure your spring getaway today!

Superhost

A central living space features a spiral staircase and high cathedral ceilings supported by wooden beams. Light streams through large windows, illuminating a mix of white sofas and chairs positioned on a natural fiber rug. The open layout connects to the kitchen area in the background.

Home in Stanfordville

5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

Make some memories at this unique and family-friendly estate. Private & secluded on over 20 acres with heated inground pool this spacious 4 bed, 2 full baths, plus den with sleeping sofa has plenty of space for all. Park-like grounds featuring open fields, picturesque stonewalls overlooking beautiful, heated pool and expansive stone patio where you can entertain or just relax and enjoy nature. Discover effortless living in this fun yet chic dwelling in a remote natural setting.

Top guest favorite

Cottage in Eldred

4.98 out of 5 average rating, 116 reviews

Bella Cottage w/Cozy Fireplace - Spring Getaway

*** Pool Opens May 09 weekend. Pool temperate is set to 84 degrees Disconnect, relax and rejuvenate in this cute country home! Enjoy the serene, wooded surroundings as you watch deer trot by and end your day unwinding under starlit night skies. This 2-acre gem is tucked away on a private drive, just off the main road. Though secluded, grocery stores and restaurants are just down the street. The house is equipped with all the modern amenities to make your stay comfortable.

Guest favorite

A serene saltwater pool is framed by lush greenery, providing a tranquil escape. Comfortable lounge chairs are positioned around the patio, inviting relaxation. The setting is peaceful, surrounded by trees that enhance the private atmosphere.

Home in Kerhonkson

4.95 out of 5 average rating, 355 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

Top guest favorite

A large outdoor saltwater pool is visible in the foreground, surrounded by lounge chairs and umbrellas. The backdrop features a multi-story lodge with a peaked roof and distinctive architectural elements, framed by colorful trees in varying shades of green and red.

Condo in Vernon Township

4.94 out of 5 average rating, 145 reviews

Ski-In/Ski-Out @ Mountain Creek-Pool/Hot Tub/Sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

0 of 0 items showing

What guests are saying

Farm House with Built in pool/jacuzzi open in May

5 out of 5 average rating, 21 reviews2 weeks ago

We came for a quick girls weekend and were pleasantly surprised by how comfortable and homey we felt here. We loved going to the nearby Woodstock museum and a couple of great restaurants in the area. Sadly, the weather wasn’t great but we hope to come back sometime to enjoy all of the amenities that this home and property have to offer!

Home in Narrowsburg

What guests are saying

Stunning Mntn Views• Heated Pool• H/Tub• Sauna

4.93 out of 5 average rating, 46 reviews3 weeks ago

My friends and I had a wonderful long weekend at Susanna's home! The location cannot be beat, beautiful view and close to town with lots of cute shops and great restaurants nearby. The hot tub and sauna were amazing, the entire place was so peaceful. The perfect retreat and would definitely rent again!

Home in New Paltz

What guests are saying

The Dahlia Villa within Westerhall Gardens

5 out of 5 average rating, 23 reviews6 months ago

This is an exceptional property in every way, and provided an amazing weekend getaway for us. The design sense, amenities and attention to detail are all exquisite, inside and out. The cabin itself is lovely, somehow both modern and rustic, and the grounds with pond, landscaping and art pieces make for a lovely setting (including for dog walks). The location provides a great central hub, including hiking at Wonder Lake State Park literally 5 minutes away. We also went antiquing in Newburgh and shopping/dining in Cold Spring, both 20-30 minutes away. Lisa and Billy are considerate and friendly hosts, making clear they are available but not at all intrusive. We highly recommend this location.

Vacation home in Holmes

What guests are saying

Hidden Ridge: Private Oasis w/ Pool, Hot Tub+Views

4.95 out of 5 average rating, 20 reviews2 months ago

Lovely stay. Main floor layout is a bit funky with essentially two dining rooms (one too many?) but only a small living room overlooking the front entrance / garage. That said, we managed to very comfortably fit three couples and respective babies / kid notwithstanding a severe snow/wind storm (thank you generator). Good communication from host/mgmt company throughout the long weekend.

Home in Grahamsville

What guests are saying

Spacious Catskills Farmhouse w/ In-Ground Pool!

4.89 out of 5 average rating, 92 reviews2 months ago

This is a beautiful old house with huge windows and tons of light, beautiful views, and lots of bedrooms and hang out areas so everyone has space. The kitchen had everything we needed, the beds were comfortable and the entire place was super clean and tidy. There was a good selection of games we could play and music that our family enjoyed. It was also so nice that the house was pet friendly. The only downside was that the house was quite close to the road and my kids really wanted to sled down the hill in the backyard, but there was nothing to stop them from sliding into the road. There is hardly any traffic on the road, though, so noise was not an issue. We really enjoyed our stay here! Definitely recommend for big groups or families. We are a 7 person family - teenage kids, parents, grandparents.

Home in Grahamsville

What guests are saying

Zen Minnewaska Retreat (Entire Home)

4.94 out of 5 average rating, 36 reviews6 months ago

Enjoyed our stay very much. House was very clean and neat. Private and wooded surroundings that were especially pretty in mid-October. The foosball table was a big hit with my kids. Great location, close to Minnewaska, Mohonk, Rough Cut Brewery and not too far from New Paltz main street either. Shani was very good with communication and clear instructions. When I messaged her with a question about the heat in the house, she responded right away and solved it for us. Would stay again!

Home in Kerhonkson

What guests are saying

Classic Hudson Valley Riverfront House with Pool

4.78 out of 5 average rating, 18 reviews3 months ago

We had a wonderful time at Dan’s house! The peaceful surroundings made it the perfect getaway after the hectic holiday season. The house itself was clean, cozy, and thoughtfully equipped with all the amenities we could need. The fireplace and piano added such lovely, warm touches to our stay, and we especially enjoyed the stunning view of the river. With multiple rooms to spread out, everyone had their own space to relax, which made our stay even more comfortable. The kitchen was fully stocked with everything we needed, and the central location was ideal for exploring nearby towns like Kingston, Poughkeepsie, and New Paltz. On top of everything, Dan was incredibly responsive and provided clear, thoughtful instructions. He is a great host. This home was exactly what we needed to unwind, recharge, and enjoy some quality time together. We highly recommend and would love to return in the future (and enjoy the pool!).

Home in Highland

1 of 12 pages