
Vacation rentals with a pool in Stamford
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Stamford
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Stamford rentals with a pool
House rentals with a pool

Beautiful home w/ outdoor space + Pool/Hot tub~new
Jeamcarlos was very helpful, the listing place is beautiful , my friends and I had such a relaxing time before my actual birthday. I would definitely book again I loved this place, I loved how big and spacious it was, the kitchen was beautiful. The hot tub was so relaxing after a long drive , it was definitely just what we needed, quiet neighborhood also, which was Great! And Jeamcarlos was always one text away to help us with anything we might have needed :)

The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC
My friends and I had an amazing stay at Chelsea’s. We made great use of the amenities and would love to stay here again. Chelsea was a great host and extremely responsive.

Great Family Times in this 5 Bedroom House
My family and I had a beautiful stay and I couldn’t have asked for a better rental. The Airbnb was huge with more than enough room for everyone and the backyard was large and spacious enough to have everyone eat comfortably. If I ever need another large rental you can bet I’m gonna check here first.

Peaceful Retreat in Immaculate Architect’s House
Michael was a great host, friendly, flexible and helpful. The house is beautiful and has all the amenities you would expect. We loved staying there and would definitely like to stay again.

MCM in the Hudson Valley
Beautiful home. Great vibes with cool art and decorations. Nearby the Fishill Farm, and the Beacon metro north. Highly recommended to stay here.

Pool House
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.

Garden Level Suite with Beautiful Pool
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

Hampton Bays Hideaway!
We had another great stay at Claudia's place! This was our third visit to this location, and likely not our last. Thank you!!
Condo rentals with a pool

Cherry Grove 1 bedroom condo w/heated pool!
Great place, exactly as advertised. Terrific location near ferry dock (making arrival/check-in extremely easy and fast, which was a relief after a long trip to get to Fire Island), near the little main hub of Cherry Grove… minutes or less to the general store, restaurants, bars. 5 minute walk to the beach. Although there is some bar noise at night, the unit is well sound-insulated. Hosts extremely friendly and communicative, full of info and recommendations. They take pride in their place and in being great hosts. Cozy place with very good value for Fire Island. The pool was a nice plus - salt water pool, lit at night. Met some of the other residents in the building who were extremely friendly and fun. Bed was very comfy. We slept in a lot. Wi-Fi worked perfectly. Nice desk in the bedroom for the few times work called. Roku TV. Lots of board games Bedroom has AC which worked great. Beach chairs and towels included. Coin laundry on site worked well. Great value. Would definitely return!

Lovely 2 bedroom Entire Home Across Time Square
The location of this stay is amazing! There is a beautiful view of the city line just outside the building door. Walkable to the ferry and a 20min car ride into the city. Great location for a group of 6! I would highly recommend walking to bagels on pine (10min walk from the Airbnb) for breakfast.

Quaint spacious unit, A+ location
Will's place is located in a quiet condo village, where the common areas are well kept. The place was clean, bed comfortable, and the shower had good water pressure. This space was perfect for me and my husband.

1856 Trading House close to water
The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.
Quick stats about vacation rentals with a pool in Stamford
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
800 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Tenement Museum
- Riverside Park
- Comedy Cellar
- Yale University
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Inwood Hill Park
- MetLife Stadium
- United Nations Headquarters
- Bronx Zoo
- Astoria Park
- Rockefeller Center
- Statue of Liberty