
Holiday rentals with a pool in Plainview
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Top-rated rentals with a pool in Plainview
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Popular amenities for Plainview rentals with a pool
House rentals with a pool

House in Edgewater Maryland
Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.

Hidden Gem at the heart of South Charlotte
Perfect host! Very responsive and accommodating. We stayed here due to repairs being done to our home and Edward was most accommodating to our needs and allowed early check in. He responds practically immediately. He went above and beyond for our stay here. Much appreciated! Thank you a million times over!

Warrwick Pool and Spa /Heated pool open all year
The place was welcoming with a Christmas Tree for our celebration! Everything was immaculate and wonderful, including the hot tub on Christmas Day! Marek was so understanding and helpful, a great host!

Doodlebug Cottage
Jessica was very responsive. The place was spotless and very cozy. The backyard was our favorite hangout spot! The kids enjoyed the big back yard to run around in, they didn’t want to leave.

Family Friendly inground pool 1.6 acres intown
We had so much fun at your beautiful home!! I’m sure it would have been even more fun if it was the right time of year for swimming but maybe we will be back!! The house is spacious, clean, and includes all the extras! There’s plenty of beds and bathrooms to accommodate a large group. We loved the pool table, playing ping pong, being able to listen to music, play games, and have two TVs when we couldn’t agree on which football game to watch! :) The kitchen was well stocked and everything labeled. I forgot garlic and was relieved to see that some of the staples were provided! Thanks for making our family Christmas memorable!! The Christmas tree even made it feel more festive. Brandy is super responsive and everything went smoothly!! Thanks for accommodating our request!! Highly recommend!!!

*POOL* Fenced Yard- ARK Encounter, Creation Museum
This is a beautiful quiet and peaceful neighborhood. The house was perfect for our family vacation. Would definitely stay again!!! Great host!!!

The Hayworth
Amazing house, amazing amenities! Was perfect for my sisters bachelorette, close to everything / the beach! Clean, more space then expected, overall amazing stay

Bayside Beach Home with a pool-New Deck for 2025
Tara’s place is very lovely and cozy. The house is a walking distance to the beach. My family and I, including our pets enjoyed our time to the beach. It is also a 20 minute drive to Washington street mall. Tara responded very quickly to all my questions. The house was clean and our check in went in smoothly. House rules are clear and straightforward. The location is great and it’s close to restaurants and groceries. I am looking forward to stay here again especially during summer, because of the pool. Overall our stay was wonderful!
Condo rentals with a pool

Lovely 2BR Condo - Rehoboth/ Dewey
Michelle's place was spacious and well-appointed for myself and four other people. The water pressure was great, there was plenty of hot water for showers, and it was conveniently located. The neighborhood was quiet, and while we didn't have time to enjoy the amenities, the screened-in porch was lovely to enjoy and, best of all, free! The beds were firm and comfortable; the apartment was very clean! Thanks for a great stay, Michele!

Beautiful Beachfront Condo
Our stay at Pam's place was fantastic. We love the beach and it was so nice to have the balcony, as well as both bedroom windows facing the ocean. The location was perfect. The space itself was very clean and larger than expected. Everything was outstanding

Top Floor Condo with Indoor and Outdoor pool
John’s place was beautiful! Very clean with modern updates. The condo had everything we needed. Great location that’s close to shopping and restaurants. Nice seating area on the deck with table and bbq grill.

Quiet 1 bed 1 bath condo at Oceanfront Resort
Thank you for the use of your lovely place.

Condo with Pool in the Heart of OC
Stayed at this condo for Oceans Calling—which was about 3 miles away. It was tidy and welcoming and fit our needs well.

Sunset Serenity on Lake Hamilton
Kathleen was very responsive. Within 5 minutes. The room was exactly as expected. Very clean and close to everything in hot springs.

Heart of HS National Park Your Dream Condo Awaits
Great place to stay, the place was spotless. The host Cody was helpful, courteous, and accommodating. The location was perfect for us and the price is right for what you’re getting. 10/10 would recommend staying here.

Bayside bungalow only a few blocks from the beach
Such a lovely condo in a fantastic location! Roger's instructions were clear, the space was comfortable (2 bathrooms!), and we had a great time visiting family in Toms River while also enjoying Seaside/Lavalette. It was rainy during our trip, but the view from the covered balcony was still beautiful! The easy parking was a huge plus too. Thank you!
Home rentals with a private pool

Beautiful Obx Home W. Pristine Views
We had a wonderful time and enjoyed the house and ample space for our large group. House exceeded my expectations. Short walk to the beach. House had plenty of beach toys for the kiddos and beach chairs. Had to reach out for check-in instructions the day of check-in, and the initial code provided did not work, but host was responsive and got us in quickly.
Luxe Farmhouse Retreat with Incredible Views
We stayed here for our wedding night. Beautiful place with plenty of room. The backyard view of the valley is amazing, and peaceful at night. Highly recommend!

Sleeps 18! Indoor Pool, Game Room | Laurel Point
Everything was perfect. Cabin fully stock with everything you needed. The game room was great. All the games worked and the indoor pool was a plus. Location great and a great host!!!

Robin's Rest
This place was everything I could have hoped for in an Airbnb! Private-feeling lot with a 5-minute drive to civilization. Plenty of parking, well-stocked house and kitchen, and a hot tub!

Warm Getaway with a Poolside Patio in Norman, OK
Great place to stay! Worked well for me and my husband. Very cozy and comfortable! Definitely made our trip better

Waterfront Bliss: Ultimate Tilghman Retreat
Keith was so super sweet! Always texted back if I had a question. He was welcoming since our first contact. The house was amazing. It felt like home and we treated like home. Definitely will be back again. Absolutely stunning!!

Victorian Home | Pool & Hot Tub | 3mi to DWTN
Perfect location just a short uber or drive to downtown. Great large home with an amazing backyard pool deck area! The roses and peonies were blooming and they were stunning! Comfy beds too! Plenty of space for large families to roam!

New! the Getaway
Quick stats about holiday rentals with a pool in Plainview
Total rentals
68K properties
Total number of reviews
1.6M reviews
Family-friendly rentals
45K properties are a good fit for families
Pet-friendly rentals
18K properties allow pets
Rentals with dedicated workspaces
35K properties have a dedicated workspace
Wi-Fi availability
67K properties include access to Wi-Fi
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Prospect Park
- Ocean Grove Beach
- Asbury Park Beach
- Columbia University
- Jones Beach
- Barclays Center
- City Island
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Coney Island Beach
- Rye Beach
- Yale University
- Comedy Cellar
- Apollo Theater
- Pleasure Beach
- Gilgo Beach
- St. Nicholas Park