Vacation rentals with a pool in Connecticut

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Connecticut rentals with a pool

House rentals with a pool

Guest favorite
Home in Weston
5 out of 5 average rating, 14 reviews

Amazing Home w. Basketball Court + Pool on 3 Acres

EmmaRating, 5 stars2 months ago
The house was so gorgeous and comfortable! Warm kitchen, beautiful spaces to lounge, luxurious bathrooms, and spacious bedrooms. We felt very at home. And Dylan was very responsive. We had an overly exciting exit from the house due to snowy conditions and he raced over to help salt the driveway. Highly recommend a stay at his house — I can’t wait to come back in the summer and use the pool!
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 132 reviews

Pool House

MelissaRating, 5 stars3 months ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Superhost
Home in Clinton
4.91 out of 5 average rating, 11 reviews

Clinton Beach House & Cottage w/ Pool, Near Shore

HannahRating, 5 stars3 months ago
We had a group of 8 adults and 7 kids (5 and under) and the space was great for a large group! There was plenty of room for the kids to run around downstairs and the large yard was fantastic. We were there in the winter so couldn’t take advantage of the pool but we did make a trip to the local beach (5 min drive) and use the fire pit. I definitely recommend Gregory’s place for both larger groups and families! We would love to return!
Guest favorite
Home in Stamford
4.96 out of 5 average rating, 246 reviews

Midcentury Modern ZenHouse Sculptor Studio

KayRating, 5 stars1 month ago
We had a lovely stay. Olga really cares about her guests' comfort. The setting is beautiful and feels secluded, even though the house is minutes from markets and restaurants. The bed is very comfortable. We were there in winter, so we didn't use the pool, but did have some sweet encounters with the resident geese and swan.
Top guest favorite
Home in Stonington
4.97 out of 5 average rating, 219 reviews

Perfect New England Getaway has a pool/ hot tub

DanaRating, 5 stars2 weeks ago
Absolutely beautiful home with every amenity and comfort. You can tell how much love and care went into this place- every piece of furniture and detail is the highest quality. It’s even more spacious and beautiful than it looks in the photos. It was perfect for our group with young kids and it was great they provided a pack and play so we didn’t have to pack one. The hosts were easy to communicate with and flexible. They even let us check out late on our final day. We opted to enjoy the beautiful yard and home longer rather than venture out because we were so comfortable. We cannot wait to come back in the summer as the pool and yard set up is incredible. Thank you for a wonderful stay!
Guest favorite
Home in Fairfield
4.95 out of 5 average rating, 20 reviews

Old Post Road w/Pool and Cottage, walk to Beach

SophiaRating, 5 stars7 months ago
We had a great stay at Rose and Tom’s place and can’t wait to go back. From the start, Rose’s communication was super timely and clear. Tom met us at check in to show us the property and answer any questions, and remained available the rest of the weekend in case we needed anything. The house is extremely comfortable, clean, spacious. All the bedrooms were comfortable with plenty of towels and linens. The house has plenty locations to work from home as well. The location is a perfect 5 minute walk to town. We didn’t get to go to the beach, but it was very close and the house also had beach chairs/ towels in case we needed them. The pool house was an extra great and comfortable space to watch sports on the big TV with our group. The yard is perfectly manicured and the pool was heated, making our September stay even better. It was truly a great stay and wish we could have stayed longer.
Top guest favorite
Home in Warren
5 out of 5 average rating, 46 reviews

Moody Pond House: Mohawk Ski Mountain Getaway

ShivaniRating, 5 stars3 weeks ago
Jessica and her husband were truly such lovely hosts, and have a beautiful home. Ahead of our stay, they sent us a great package of local restaurants and things to do, going above and beyond to even offer to connect us to local hospitality in the area. We had a few questions about how to use Uber in the area and Jessica & Adrian were very responsive. The house itself is exactly as pictured-- very stylish, relaxing, clean, great light, modern appliances and everything you'd need as a guest. Very easy to access the home, which can be a hurdle with other vacation homes. We visited as a group of 4 and really felt the home was perfect for a couples getaway weekend. I'd definitely recommend this home to others looking for an idyllic, inspiring weekend away and really appreciate the kindness of this family as hosts!
Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 184 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

AndreaRating, 5 stars2 months ago
Our 2nd stay at Elizabeth’s house and it was as nice as our last visit. Our kids love exploring the home and property which has a wonderful view. The kitchen is well appointed for cooking. We especially enjoyed the stone fireplace to relax after skiing. Would highly recommend!

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 stars6 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 stars2 weeks 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.
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 98 reviews

CASiNO, Spa, Hot Tub, Pool, Private Villa, Kingbed

Marina and RomanRating, 5 stars2 weeks ago
Kim's place was perfect! it was nice and clean! Unit has everything you need and is tastefully decorated. Lim was very responsive and had creative solutions when needed! The area is great! lots of hiking, wineries, historical places and of course casinos. Would stay again!
Guest favorite
Condo in Norwich
4.96 out of 5 average rating, 26 reviews

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

NatashaRating, 5 stars2 weeks ago
Loved our stay, Natalie was an excellent host. Already figuring out when we can return.
Superhost
Condo in Old Saybrook
4.89 out of 5 average rating, 72 reviews

Seashore getaway - CT shoreline

JulieRating, 5 stars3 months ago
Thanks Lauren! We enjoyed your lovely place!
Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 172 reviews

Peaceful Oasis steps from Mohegan Sun

BriannaRating, 5 stars1 week ago
This was by far one of the best Airbnbs I have ever stayed at and I have stayed at quite a few! Christina provided clear instructions in advance of how to access the property so no time was wasted trying to figure out how to access anything. I also had mentioned it was an anniversary surprise and Christina went out of her way to decorate and provide wine which my fiancé absolutely loved! There were also many board games provided along with smart tvs in the living room and bedroom which was perfect for any staycation. Also no need to stress if you forget a toiletry because most were also provided which was extremely convenient! Not only was the place extremely accommodating but it was also unbelievably clean and the decor was so fun and welcoming! If you are also planning on going to the casino or the spa at Norwich Inn the location is beyond perfect! I absolutely will be staying here again for future staycations and will recommend it to absolutely anyone!
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 stars2 weeks 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, 9 reviews

Villa @ The Spa at Norwich Inn near Mohegan Sun

PeteRating, 5 stars1 month 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!

Destinations to explore