
Vacation rentals with a pool in Connecticut River
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Connecticut River
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Connecticut River rentals with a pool
House rentals with a pool

Homestead Near Mystic, Casinos & Beaches
This was the perfect spot for what we were looking for as my son graduated from Conn College. The host was very responsive to my questions and flexible with check in times which we needed. House was exactly what was described and we had a wonderful time. Thank you!!

Private Hudson Valley Country Retreat
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

Epic Views of the Green Mountains
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.

Adams Farm-"The Little Farmhouse"
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.

Cedar Ridge: House or House+Apartment
Very responsive hosts who helped us with restaurants. House was very clean, well appointed and had everything we needed. Great for families or a girls weekend!

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!

Modern Barn on 12 acres w Sauna, FirePit+swimming
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage
The house is beautiful and the views are just breathtaking. From inside the house, you get a beautiful view of the lake and then the porch is amazing. You can kayak, use the paddle board or use the canoe. You can also sit by the lake and enjoy the campfire. The surroundings are very beautiful and peaceful. The host is very responsive, solved all our doubts and was flexible with us during check-in and check-out, which we appreciated very much. At check-in, we were greeted by a great bottle of wine and chocolates, which was a great touch. The house also has a ping pong table, books to read and board games. The kitchen was well stocked with the basics. We had an amazing stay, we highly recommend this property :)
Condo rentals with a pool

Stylish Loon Mountain Studio apt w/Pool & Hot Tub
Great place to stay in Lincoln. Close to so many hiking trails and restaurants are within walking distance. Also has a nice indoor pool and ho tub, plus an onsite laundry room which was really handy.

Attitash Studio | 5min to Storyland| Pools
Was a nice peaceful stay for the most part. The pools were nice to swim in although it seems not everyone seemed to want to follow the pool rules. Doesn't help that there were no lifeguards to ensure kids remained safe other than the parents. A few times I saw individuals in the pool water with either glass or an open drink in hand. Saw kids diving into the pool and even witnessed a few hurt themself. But other than that, the hot tub was so lovely to soak in. The arcade room was fun to play in. It was cool to see there was a lot to be able to do in the area for yourself. Definitely wish there was more to do in the area other than the classic tourists spots. A lot of beautiful spots to hike. We ended up checking out Diana's Bath and it was a gorgeous spot to watch cascading waterfalls or have a tiny dip. Would definitely check out this space again and maybe spend a few more days to truly appreciate the environment and mountains ^-^

CASiNO, Spa, Hot Tub, Pool, King bed, sauna
The Villa was exactly as described! Easy communication with owner. A perfect getaway weekend, every amenity we could want or need! Look forward to visiting again in the near future!

The Vacay Villa
This is a wonderful property that is close to everything we like to do! Krista is a wonderful host and I’m always excited if her place is available.

CozyCub - Pool, Hiking, Mountain Biking
⭐️⭐️⭐️⭐️⭐️ Perfect Father–Son Getaway at CozyCub! My son and I stayed one night at the CozyCub condo in Killington, and once again, Dan and Holly delivered a flawless experience. From the moment we arrived, everything was spotless, cozy, and thoughtfully arranged—exactly what we look for in a mountain bike trip base. Comfort & Cleanliness: The condo was pristine, with comfy beds and fresh linens—like a home away from home. Attention to Detail: Every essential was readily available, from kitchen basics to crisp towels. Perfect for a Duo: Ideal layout and amenities for just the two of us—no waste, just well-tailored space. Consistent Excellence: We’ve stayed with Dan and Holly before, and CozyCub continues to meet our high expectations. This stay earned a full five stars. Thanks again to Dan and Holly for providing the perfect retreat—we’ll be back for our next biking adventure together!

Celeste’s Nest-Mountain Views, Riverside
We loved our stay at Celeste’s place! She was extremely responsive and helpful with check in & check out which made it very easy. View was beautiful and the place matched the photos and descriptions! 10/10 would stay again :)

Condo w/hot tub, pool, sauna, arcade & gym
Meagan was very informative and on point. The condo and facilities were better than description. We'd definitely recommend to friends and family. We'll definitely be back.

Million $ View of Lake Winni Flexible check in/out
The place was great. Quiet with beautiful views. Lots of games which was helpful because it rained a lot during our stay. 10/10 would recommend and stay again. Host was very helpful and kind. The woman that cleaned the pool was also very sweet. My 8 year old was itching to swim in the freezing pool when it wasn’t quite ready and she offered to come to our room and let us know when she was done. Thank you for having us!
Home rentals with a private pool

Rhinebeck Country Living with a Modern Twist
This is the best Airbnb I’ve ever stayed at! Not only because the property itself is lovely (decorated well, a stocked kitchen, beautiful surroundings) but because our hosts were 10/10. Hopeful to be a repeat guest of Beto and Scott’s!

New! Coastal Comfort with Stunning Harbor Views
This house was a great place for my traveling crew to stay for a week. Highly recommend!
Private Catskills Retreat | Hot Tub, Sauna & Tipi
We had a lovely time at Healing Waters Farm. Great location close to Belleayre Mountain. The place itself has everything you need, well stocked kitchen, and lovely clean bathrooms. The property has a calming stream, large swimming hot tub and sauna which we our family enjoyed. Recommend highly for a peaceful getaway.
Beautiful Salt Water Pool & Fully Fenced 10 Acres
We had a beautiful stay in Kerhonkson for a relaxing bachelorette weekend! Lillian’s place is absolutely beautiful and was so comfortable for my friends and I. Everything was as described, extremely clean, plenty of linens and had everything we needed in the kitchen to cook a few meals. We enjoyed sitting by the pool when it was sunny. Lillian was very communicative and flexible with check in time. Thank you!

Telemark 5
Destinations to explore
- Rentals with an accessible height toilet Connecticut River
- Serviced apartment rentals Connecticut River
- Hotel rentals Connecticut River
- Vacation home rentals Connecticut River
- Villa rentals Connecticut River
- Boutique hotel rentals Connecticut River
- Rentals with a hot tub Connecticut River
- Rentals with a beach view Connecticut River
- House rentals Connecticut River
- Rentals with outdoor seating Connecticut River
- Apartment rentals Connecticut River
- Rentals with a kayak Connecticut River
- Pet-friendly rentals Connecticut River
- Rentals with a fireplace Connecticut River
- Tent rentals Connecticut River
- Kid-friendly rentals Connecticut River
- Campsite rentals Connecticut River
- Rentals with a home theater Connecticut River
- Resort rentals Connecticut River
- Smoking-friendly rentals Connecticut River
- Rentals with a sauna Connecticut River
- Beachfront rentals Connecticut River
- Rentals with an EV charger Connecticut River
- Hostel rentals Connecticut River
- Yurt rentals Connecticut River
- Bungalow rentals Connecticut River
- RV rentals Connecticut River
- Bed and breakfasts Connecticut River
- Rentals with an accessible height bed Connecticut River
- Ski-in/ski-out rentals Connecticut River
- Farmstay rentals Connecticut River
- Rentals with a patio Connecticut River
- Tiny house rentals Connecticut River
- Fitness-friendly rentals Connecticut River
- Rentals with lake access Connecticut River
- Private suite rentals Connecticut River
- Treehouse rentals Connecticut River
- Guesthouse rentals Connecticut River
- Rentals with beach access Connecticut River
- Waterfront rentals Connecticut River
- Aparthotel rentals Connecticut River
- Rentals with breakfast Connecticut River
- Cabin rentals Connecticut River
- Barn rentals Connecticut River
- Cottage rentals Connecticut River
- Condo rentals Connecticut River
- Rentals with a fire pit Connecticut River
- Townhouse rentals Connecticut River
- Rentals with a washer and dryer Connecticut River
- Chalet rentals Connecticut River
- Loft rentals Connecticut River
- Family-friendly rentals Connecticut River
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Connecticut River
- Art and culture Connecticut River
- Nature and outdoors Connecticut River
- Sports activities Connecticut River
- Things to do United States
- Entertainment United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Tours United States
- Art and culture United States
- Sightseeing United States