Vacation rentals with a pool in Stamford

Find and book unique homes with a pool on Airbnb

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Popular amenities for Stamford rentals with a pool

House rentals with a pool

Guest favorite

Home in Woodbury

4.94 out of 5 average rating, 18 reviews

Beautiful Litchfield - 2 homes in one

ChristineRating, 5 stars4 months ago
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!
Guest favorite

Home in Weston

5 out of 5 average rating, 12 reviews

Amazing Home & Private Court on Quiet 3 Acres

HyoungjoonRating, 5 stars2 months ago
Sure! Here’s a sample Airbnb review in English: “Fantastic Stay!” I had a wonderful experience staying at this Airbnb. The space was clean, well-maintained, and exactly as described in the listing. I would highly recommend this place to anyone and look forward to staying here again in the future!
Guest favorite

Home in Massapequa

4.93 out of 5 average rating, 120 reviews

Great Family Times in this 5 Bedroom House

MicheleRating, 5 stars1 month ago
Despite the frigid temperatures, the house was warm and comfortable. Each room had a control for heat. Naydee checked in with us from time to time to make sure we were happy. The basement bathroom was a bit tiny, but clean. Plenty of towels and hot water. Shower was a bit tight, but there were 6 of us, so we needed 2 bathrooms and this fit the bill. Overall, a nice stop!
Guest favorite

Home in Hopewell Junction

5 out of 5 average rating, 18 reviews

MCM in the Hudson Valley

AlbaRating, 5 stars4 months ago
Beautiful home. Great vibes with cool art and decorations. Nearby the Fishill Farm, and the Beacon metro north. Highly recommended to stay here.
Guest favorite

Home in Bellport

5 out of 5 average rating, 10 reviews

Home in Bellport Village w Pool

SalvatoreRating, 5 stars4 months ago
This home was great for us, our daughter, son-in-law and six month old grandson, not to mention our Vizsla. We were visiting the Island for a family celebration in Babylon and this home was worth the 30 minute drive further east. Immaculate, well designed inside and out. And downtown Bellport a short drive to restaurants, coffee shops houses and shops. We’d return in a heartbeat - highly recommended.
Guest favorite

Home in Warwick

4.98 out of 5 average rating, 58 reviews

4 bedroom house with pool (Kids & Dog Friendly)

MicheleRating, 5 stars2 months ago
Bettys home was a wonderful place for our 7 family members to stay. It was very comfortable and well equipped, with thoughtful amenities and lots of room. The fenced in yard was great for our dog, and the neighborhood quiet and close to the lovely towns of Warwick and Sugar Loaf. Betty was extremely responsive and kind enough to let us check in a few hours early. We would definitely stay here again!!
Guest favorite

Home in Cheshire

5 out of 5 average rating, 131 reviews

Pool House

MelissaRating, 5 stars1 month 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.
Guest favorite

Home in Newburgh

4.86 out of 5 average rating, 64 reviews

Entire Home (private pool), Event Friendly

TashaRating, 5 stars5 days ago
Faisal was a great host. The house was great for a large group with plenty of fun activities to make for a memorable weekend with friends. (Game room, pool)

Condo rentals with a pool

Condo in Cherry Grove

5 out of 5 average rating, 3 reviews

Cherry Grove 1 bedroom condo w/heated pool!

RobertRating, 5 stars5 months ago
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!

Condo in Weehawken

4.3 out of 5 average rating, 10 reviews

Lovely 2 bedroom Entire Home Across Time Square

MichaelaRating, 5 stars26 months ago
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.
Guest favorite

Condo in Mount Sinai

5 out of 5 average rating, 33 reviews

1856 Trading House close to water

JulieRating, 5 stars1 month ago
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.

Condo in Danbury

4.71 out of 5 average rating, 17 reviews

Quaint spacious unit, A+ location

LindaRating, 5 stars6 months ago
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.

Condo in North Bergen

4.33 out of 5 average rating, 3 reviews

Studio with skyline view, 15 mins to city via bus

TomRating, 5 stars29 months ago
Denny has a fantastic place! The view cannot be beat, and it's very convenient to get to Manhattan. Clean facilities, clear communication, and all of the amenities you would want. You would not be disappointed by choosing this.

Condo in Weehawken

2.8 out of 5 average rating, 6 reviews

The NY View, Not NYC Price

VickyRating, 5 stars118 months ago
Really cute place, nicer than it looks in the picture. Quiet, nicely decorated, welcoming, convenient to NYC, pleasant area. Stina was super helpful and accessible. I left something there and she contacted me and got it back to me. This was a great deal, it's your own little apartment.

Quick stats about vacation rentals with a pool in Stamford

  • Total rentals

    70 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    780 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore