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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 favourite
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars6 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 favourite
Home in Massapequa
4.93 out of 5 average rating, 123 reviews

Great Family Times in this 5 Bedroom House

JorgeRating, 5 stars1 week ago
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.
Superhost
Home in Hampton Bays
4.77 out of 5 average rating, 82 reviews

Hamptons Retreat | Pool, Volleyball, Jacuzzi

JohnRating, 5 stars1 month ago
Great place to explore the Hamptons!
Guest favourite
Home in Hopewell Junction
5 out of 5 average rating, 18 reviews

MCM in the Hudson Valley

AlbaRating, 5 stars6 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 favourite
Home in Bellport
5 out of 5 average rating, 10 reviews

Home in Bellport Village w Pool

SalvatoreRating, 5 stars6 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.
Superhost
Home in Chester
4.79 out of 5 average rating, 14 reviews

Private secluded family home Hot Tub.

NancyRating, 5 stars1 month ago
The location and home were both very welcoming. Peri was very responsive and addressed our concerns with urgency. His recommendations were spot on. Overall, it was a great experience for our family.
Top guest favourite
Home in Warwick
4.98 out of 5 average rating, 59 reviews

4 bedroom house with pool (Kids & Dog Friendly)

MicheleRating, 5 stars4 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!!
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 131 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.

Condo rentals with a pool

Superhost
Condo in Vernon Township
4.79 out of 5 average rating, 122 reviews

Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

YanivRating, 5 stars3 weeks ago
Henry was helpful and super quick and responsive with all communication, which is key in making a comfortable stay. One thing that would be helpful for future guests is to include the precise location (or photos from the patio) of the condo. It faces the street, so for families with small children it may be a little louder compared to the condos on the mountain. Otherwise, we had a fantastic time, and would return for sure!
Top guest favourite
Condo in Vernon Township
4.96 out of 5 average rating, 165 reviews

One bedroom condo at Mountain Creek Resort

MelissaRating, 5 stars1 month ago
We really enjoyed our stay! The condo was VERY clean, full stocked with all of the needed essentials and in a great location right by the ski slope. Both the bed and pull-out coach were SUPER comfortable. All instructions were super clear, and the recommendations were perfect. Thank you for letting us stay at your place, we love Mountain Creek!
Guest favourite
Condo in Vernon Township
4.92 out of 5 average rating, 110 reviews

Valley Overlook @ Mtn Creek Resort Park & Play

MollyRating, 5 stars1 month ago
My family and I had a wonderful weekend at Joe’s place. The unit was just as he described, and perfect for our needs. My older son enjoyed going snowboarding and it was great to have a space to hang out with my infant while the others were on the slopes. Joe was even able to accommodate a late checkout for us so we had a place to be with the baby while my other son was out snowboarding which was so appreciated! We will definitely be back!
Guest favourite
Condo in Vernon Township
4.94 out of 5 average rating, 831 reviews

Appalachian Lodge Top Floor w/views

ClaytonRating, 5 stars2 days ago
While i stayed here as a local for a quiet, low key, staycation to use the pool and hot tub as amenities, Paul's condo at the Appalachian is also perfect to utilize all that Mountain Creek has to offer, whether it be the water park in summer or the ski slopes in fall. The hotel itself is clean and quiet, and the condo is exactly how it is pictured-clean and cozy with a gas fireplace. I highly reccommend Paul's place as a launch pad during your trip to see what Sussex County and nearby Warwick NY have to offer
Guest favourite
Condo in Vernon Township
4.92 out of 5 average rating, 64 reviews

Comfortable, chic, modern and sophisticated condo

KerryRating, 5 stars1 week ago
wonderful stay and will definitely be booking again:)
Top guest favourite
Condo in Vernon Township
4.96 out of 5 average rating, 106 reviews

âś° 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

GregRating, 5 stars2 weeks ago
Massimo was so communicative, place was great, and the little extras provided -- snacks, beverages, and the set up for old time arcade games -- totally awesome! Thanks!
Guest favourite
Condo in Vernon Township
4.95 out of 5 average rating, 275 reviews

NYC Escape 1 hr away

LuisRating, 5 stars1 week ago
Great place, clean and quick responsive communication! Always a lovely area to visit.
Guest favourite
Condo in Vernon Township
4.97 out of 5 average rating, 276 reviews

Rustic Chic at Mountain Creek |Pool|Hot Tub|Sauna

RachelRating, 5 stars3 weeks ago
Stacey’s place was beyond what we thought when booking. She was so easy to contact and made everything about the trip like getting there and leaving smooth. We would recommend this place to anybody! All the slopes are right there which made the stay so stress free! Thank you so much Stacey!

Quick stats about vacation rentals with a pool in Stamford

  • Total rentals

    80 properties

  • Nightly prices starting at

    $85 CAD before taxes and fees

  • Total number of reviews

    790 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Fairfield County
  5. Stamford
  6. Rentals with pools