
Holiday rentals with a pool in Stratford
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Stratford
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Stratford rentals with a pool
House rentals with a pool
Top guest favourite

Home in North Fork
4.97 out of 5 average rating, 206 reviewsPrivate Oasis W/Stunning Vinyard and Pool Views
RebeccaRating, 5 stars1 month ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Guest favourite

Home in Holmes
4.91 out of 5 average rating, 11 reviewsEnchanted Escape | POOL, LAKE, Concierge Services
AnxhelaRating, 5 stars2 weeks ago
We had such a great experience staying at this Airbnb. The house was beautiful, super clean, and the view was just perfect honestly even better than the photos. What really made our stay stand out though was the host, Sunny. He was amazing so helpful, kind, and incredibly thoughtful. As a Muslim family, we really appreciated how respectful and considerate he was. He made sure we had our privacy and went out of his way to make everything as easy and comfortable as possible for us. It honestly felt like staying at a friend’s place. We’d definitely come back and highly recommend this spot to anyone looking for a peaceful, welcoming place to stay.
Superhost

Home in Wolcott
5 out of 5 average rating, 5 reviewsAmazing Oasis Private Pool, BBQ, Pool Table.
AmandaRating, 5 stars4 days ago
Glenda was friendly and had great communication from Start to Finish. This was a nice location for a family fun weekend. Although the drive is close enough to stores if you need anything (target/stopnshop/bjs etc), the property is in a quiet and safe neighborhood. The yard is a great place to hang out and relax with the fire pit or have fun in the pool. And when the weather was crappy the pool table and hanging out in the basement den was nice. Everything in the house is labeled and easy to find. We enjoyed the space and would definitely recommend. Thanks again! 😊
Top guest favourite

Home in New Milford
5 out of 5 average rating, 11 reviewsPrivate Dock & Pool - Candlewood Lake
WarkiriaRating, 5 stars1 week ago
I had such a fantastic experience staying at this Airbnb! The home was exactly as described—clean, cozy, and beautifully decorated. The location was perfect—close to everything I needed, but still quiet and peaceful for a relaxing getaway. Waking up and drinking coffee with the beautiful view of Candlewood lake was breathtaking. The host was incredibly welcoming and responsive. I would definitely stay here again and would recommend anyone to stay here. I would also recommend you to take your boat or even rent one near by,absolutely incredible!!!
Guest favourite

Home in North Salem
4.94 out of 5 average rating, 34 reviewsNorth Salem Home with Pool & Great Yard
EliezerRating, 5 stars4 days ago
It is second time my family and I have stayed in this house, and we love coming here! the house is clean, well maintained, and stocked with everything we could ever need to enjoy our visit. Susan is very responsive and eager for us to make the most of our time. we hope to visit again soon
Top guest favourite

Home in Roxbury
5 out of 5 average rating, 17 reviewsBright Mid-Century Modern Retreat-90 min from NYC
SidRating, 5 stars4 months ago
My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.
Guest favourite

Home in Greenwich
4.96 out of 5 average rating, 45 reviewsRiverfront Cottage Retreat & Pool 35 mins from NYC
Rich Rating, 5 stars6 days ago
A truly Great stay in Greenwich with David, we really enjoyed our stay in the house, such an awesome place and quiet location (next to a beautiful river!) too, which we loved. The pool was a massive bonus for sure! Comms with David were great, he was very quick to respond at all times on any queries we had, much appreciated indeed. Many thanks again, Rich
Guest favourite

Home in North Fork
4.92 out of 5 average rating, 88 reviewsModern farmhouse w/ pool, beach, horses and winery
XiuRating, 5 stars1 week ago
I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!
Quick stats about holiday rentals with a pool in Stratford
Total rentals
10 properties
Nightly prices starting at
₹6,058 before taxes and fees
Total number of reviews
240 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Citi Field
- Yankee Stadium
- Gilgo Beach
- USTA Billie Jean King National Tennis Center
- Rye Playland Beach
- Bronx Zoo
- Cooper's Beach, Southampton
- Astoria Park
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Dunewood
- Thunder Ridge Ski Area
- Bethpage State Park
- Woodmont Beach
- Rye Town Beach
- Apollo Theater
- Jones Beach State Park