Vacation rentals with a pool in White Plains

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in White Plains

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

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Guest favorite

Guesthouse

4.93 out of 5 average rating, 317 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Guest favorite

Home

4.98 out of 5 average rating, 137 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

Superhost

Home

4.91 out of 5 average rating, 47 reviews

Woodland Country Retreat: FirePit & NearWineries

Leave your worries at the front door of this New England gateway. An open, airy interior may make you feel like staying at home reading all day long, but there's so much to explore nearby. Head out to Black Rock State Park for a scenic hike through lush forests, followed by a leisurely afternoon sampling wines at local vineyards. Gather at this stylish home by the firepit w/loved ones! 11/9/24: Accepting inquiries on block dates. Pool deck area in rear of house is closed under maintenance work.

Guest favorite

Home

4.96 out of 5 average rating, 111 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.

Superhost

Cottage

4.9 out of 5 average rating, 10 reviews

Beautiful cottage with POOL 1.5 hrs from NYC

Beautiful newly renovated 1770's cottage, 1.5 hour drive from NYC, with a pool and pickle ball court. It's a cozy house with an emphasis on social spaces with two living rooms and open kitchen dining area. Perfect for summer days by the pool and winter days by the fire. We're a 10 minute drive to High point state park with beautiful hikes, 30 minutes to Warwick NY with wineries and 20 minutes to Mountain creek ski resort. Please note the pool will be closing for the winter on September 30th.

Guest favorite

Home

4.99 out of 5 average rating, 134 reviews

*Large Pool* Garrison Ultra Modern 5B hottub sauna

Secluded, luxurious 5Br/3.5Bth home an hour from NYC, nested on a 9-acre property with the Appalachian trail running through. Modern-rustic design, floor-to-ceiling windows, custom kitchen, state-of-the-art appliances, balconies. Dip in the heated pool (seasonal) or the hot tub, sauna, dine alfresco from the BBQ and watch the stars. Guests can enjoy morning coffee on the private deck or evening cocoa in front of the wood-burning fireplace or the fire pit, outside, overlooking a private pond.

Guest favorite

Home

5 out of 5 average rating, 37 reviews

Lakeview Expanse

This is a renovated house situated on 14 acres in Litchfield County, CT. This is a 5 bedroom estate - 1 king size bed, 3 queen beds, 1 bedroom is a dedicated office with a queen size air mattress. 8 guests maximum. Heated saltwater pool (closed until May 2025), 5 seater/1 lounger hot tub, 2 outdoor dining area (one on deck, other on pool patio), 8 seater dining table, 4 seater breakfast table in kitchen, extra large jacuzzi in primary bathroom, wood burning fireplace. Completely private

Guest favorite

Home

4.95 out of 5 average rating, 37 reviews

Gorgeous Bellport Village Getaway with Heated Pool

A very special and warm vacation home in historic Bellport Village with 3-4 spacious bedrooms, well-appointed living spaces, beautifully-maintained garden and grounds and a wonderful heated saltwater pool. Great for weddings and other life events. Minutes from village, marina and playground at the water's edge. Perfect for a family getaway from the city. Perfect for people who love to cook. We promise you a clean, lovely home with all of the comforts for a pleasurable stay.

Guest favorite

Condo

4.96 out of 5 average rating, 135 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.

Guest favorite

Apartment

4.86 out of 5 average rating, 14 reviews

Serene one bedroom retreat w/ backyard oasis

**Welcome to Your Private Oasis!** Enjoy a serene escape at our cozy one-bedroom retreat. Highlights include: - **Above-Ground Pool**: Perfect for refreshing dips. - **Outdoor Patio with Gazebo**: Ideal for relaxing and unwinding. - **Private Daybed**: Your perfect spot for lounging in peace. Experience the tranquility and privacy of our oasis while being close to local attractions. Book your stay today for a relaxing getaway! Pool is seasonal until October 1st.

Guest favorite

Apartment

4.94 out of 5 average rating, 128 reviews

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.

Guest favorite

Home

4.82 out of 5 average rating, 11 reviews

Beautiful home with heated pool

Escape to this spacious 4,700 sq. ft. retreat on 3 private acres, perfect for family gatherings or group getaways. With 5 bedrooms and 3.5 bathrooms, this home offers ample space and natural light from expansive windows. Enjoy the walkout basement complete with a billiard room, wet bar, and direct access to a heated pool for ultimate relaxation. Experience the best of comfort and privacy in this serene setting – your ideal escape awaits!