Vacation rentals with a pool in Windham County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Windham County rentals with a pool

House rentals with a pool

Guest favorite
Home in East Hampton
4.95 out of 5 average rating, 60 reviews

Country getaway - huge yard, pool

KetwlyRating, 5 stars6 months ago
Our stay was wonderful. Lena is the perfect host. We are already talking about going back next fall!
Guest favorite
Home in Worcester
4.96 out of 5 average rating, 98 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

AyannaRating, 5 stars6 months ago
booked this charming property in Worcester as a convenient spot to visit my son, who attends college nearby, and for family weekend at Boston University, where my daughter just started school. Hotels in Boston were priced from $600 to $1,200 per night, so finding this home was ideal. I brought along my elderly mother, who is in the early stages of Alzheimer’s, and I was hoping for a place that would feel like a true home—a space where we could spend quality time together in the evenings and early mornings. This home exceeded our expectations. The description was spot on, and the space was everything we needed and more. I especially enjoyed sitting outside by the fireplace each morning for my prayers and reflections. The rooms were fantastic, and watching our football game on Sunday night on the "big screen wall" was a highlight. Many thanks to the hosts for providing such a welcoming and memorable place for our family.
Guest favorite
Home in Woodstock
4.94 out of 5 average rating, 235 reviews

Cedar Ridge: House or House+Apartment

SuzanneRating, 5 stars1 month ago
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!
Superhost
Home in South Kingstown
5 out of 5 average rating, 3 reviews

Charming Victorian Farmhouse, Inground Pool

SarahRating, 5 stars45 months ago
Gorgeous location - fabulous house. We loved everything about it. Would come back anytime.
Top guest favorite
Home in Stonington
5 out of 5 average rating, 37 reviews

Cottage with pool in beautiful Stonington CT!

SofiaRating, 5 stars7 months ago
We had the best long weekend trip at Tulip Tree Cottage! Terri was a very responsive host - she gave us instructions for check-in and the house guide a few days before we were set to arrive. The home is even more beautiful in person! You can tell they put a lot of love and care into it. It’s very homey, comfortable, and had everything we needed. It was also spotless and wonderfully decorated. The area is close to Westerly and Mystic, so we had a great time exploring both. The pool was refreshing and a treat to come home to. I wish we could’ve stayed longer. We’ll definitely be back!
Superhost
Home in Exeter
4.9 out of 5 average rating, 128 reviews

Nature's Nook

RaymondRating, 5 stars5 months ago
This was my second stay here with my family and just like last time, we had an amazing time. It was so peaceful and relaxing. We felt right at home and got to experience the beauty of Exeter. It would be my pleasure to make this my yearly stay for me and my family.
Guest favorite
Home in Narragansett
5 out of 5 average rating, 44 reviews

Salt Pool, AC, Spotless, Near Beaches and Newport!

JulieRating, 5 stars8 months ago
We had a wonderful stay at Kim's place. We had 4 adults and 3 kids, plenty of space for us. The house was clean, beds were comfortable, well stocked kitchen, different beach gears, a beautiful pool although we didn't use it much due to a cool temperature. Kim was an awesome host. She provided useful local info and tried her best to make things easier for us including possible early check in and late check out. Communication was timely and clearly. Location was convenient. Easy access to New Port, beaches, and all sorts of eateries. Definitely recommend.
Guest favorite
Home in North Kingstown
4.97 out of 5 average rating, 65 reviews

Coastal Retreat-Private Pool near Newport sleeps 8

BethanyRating, 5 stars1 week ago
We loved Kyle’s place. It was cozy, comfortable beds, gas cook top, a fire pit, a pool (not open yet as it’s April), and plenty of room for my 3 boys to run around and make memories. The commuter train is super close but it was kinda fun to watch it and it didn’t disturb our sleep at all. Close to Jamestown and Wickford for water views, quaint towns and either hiking or shopping. A small park with lots of hiking right down the street (walking distance). 20 minutes to open ocean in Narragansett or 25 to Other beaches. With being at the end of the dead end street and surrounded by woods it’s a middle of nowhere type feel and lots of birds to watch and peaceful to sit by the fire or on the deck.

Condo rentals with a pool

Superhost
Condo in Norwich
4.84 out of 5 average rating, 150 reviews

Villa Flora @ Norwich Inn & Spa

DebraRating, 5 stars7 months ago
There is nothing more frustrating than not being able to have a decent shower while you are on vacation. That was absolutely not the case here. The hot water and water pressure in both bathrooms was exceptional. This is a great place in a great area. We will definitely try to get back here.
Top guest favorite
Condo in Norwich
5 out of 5 average rating, 33 reviews

Modern Loft Villa, 1 mile to Mohegan Sun

BonnieRating, 5 stars1 month ago
We had a wonderful stay. The house was beautiful and clean and had everything we needed. Erin was so easy to communicate with. I would recommend this house for anyone visiting the area.
Guest favorite
Condo in Norwich
4.94 out of 5 average rating, 31 reviews

Cozy Vacation Villa 5 minutes from Mohegan

JillianRating, 5 stars4 months ago
My husband and I stayed at Desiree’s place for New Years weekend. The space was beautiful, clean, comfortable and perfect for our getaway. Close to the casino and spa and anything you need. Would definitely recommend!
Guest favorite
Condo in Norwich
4.96 out of 5 average rating, 28 reviews

Cozy French style Villa-3 Bed-Casino-Pools-Jacuzzi

JessicaRating, 5 stars1 week ago
Amazing stay!! Beautiful home, clean, had everything we needed. Quiet place as well!! Only thing the heated outdoor pool was closed due to maintenance during our stay, but everything else was perfect! Will definitely be staying again!!
Condo in Norwich
4.8 out of 5 average rating, 45 reviews

Norwich spa retreat on golf course near casinos

NicoleRating, 5 stars1 month ago
Everything was amazing! Comfortable, clean space and was a great landing zone for a fun weekend. Definitely want to come back and definitely prefer to a casino hotel.
Top guest favorite
Condo in Norwich
5 out of 5 average rating, 29 reviews

Mohegan Sun Escape-Hot Tub/Pool/Golf & Norwich Spa

JulieRating, 5 stars1 month ago
Excellent host who was super responsive. Easy to find with clear directions. The place was exactly as seen- pristine and beautiful. Highly recommend. Just minutes from Mohegan Sun.
Top guest favorite
Condo in Norwich
4.97 out of 5 average rating, 76 reviews

King Bed - hot tub - saunas - 1 mile Mohegan Sun

RoshiniRating, 5 stars1 month ago
This villa is a perfect spot for a weekend getaway. Though in a condo complex, the villa itself felt private. The villa is just a few minutes walk from the clubhouse, which has a jacuzzi and pool (open in summers), and the Norwich Inn. We did not get to go to the clubhouse, but the Inn had a great spa and restaurants. The villa is also a 5 minute drive from Mohegan Sun and is accessible via Uber. The fireplace made the villa very cozy. Would definitely stay again!
Top guest favorite
Condo in Norwich
5 out of 5 average rating, 10 reviews

Villa @ The Spa at Norwich Inn near Mohegan Sun

PeteRating, 5 stars2 months ago
We had an absolutely wonderful stay at Villa Azul! The home is beautifully decorated with a calming, relaxing vibe—perfect for a peaceful getaway. Everything was spotless, and the thoughtful, homey touches made us feel right at home. It was the ideal retreat for some much-needed relaxation. We also loved the nearby Norwich Spa, where we enjoyed fantastic spa services, and the area has so many great restaurants and entertainment options, especially at Mohegan Sun Casino. There was always something fun to do! Jen was a fantastic host-communicative, helpful, and so welcoming. We’ll definitely be returning for another stay. Highly recommend Villa Azul for anyone looking for a comfortable and relaxing getaway!

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