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Holiday rentals with a pool in Connecticut River

Find and book unique homes with a pool on Airbnb

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Popular amenities for Connecticut River rentals with a pool

House rentals with a pool

Superhost
Home in Stonington
4.9 out of 5 average rating, 105 reviews

Homestead Near Mystic, Casinos & Beaches

Sherri Watson Rating, 5 stars1 month ago
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!!
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Woodstock
4.94 out of 5 average rating, 239 reviews

Cedar Ridge: House or House+Apartment

AlissaRating, 5 stars5 days ago
We LOVED: 1) The location! The driveway is long & sand/gravel but you could drive it in a sedan fine. 2) The amenities! The pack n play was a HUGE lifesaver! 3) This location is mostly child friendly. 4) The view is phenomenal! When we woke up & opened the curtains for the first time, we were in awe! 5) The host was extremely helpful. The hot water went out once, but she was over in 5 minutes to fix it. Some feedback: 1) The windows in the ceiling in the master bed! They're HUGE and BRIGHT. 2) The bugs. Ants. Spiders. It was a struggle. NOW I WILL SAY - I brought this up to the host on day 3 and they were more than willing to come help how they could. The house is located in the middle of the forest, but it was a lot. If it weren't for an m&m left under the nightstand in the bedroom by a previous guest, it probably wouldn't have been so bad. 3) the coffee maker was pretty rough when we got there.. a simple over site by the crew. Overall, I would definitely consider this location again
Guest favourite
Home in Middletown
4.93 out of 5 average rating, 131 reviews

Modern Home w/ Pool & Game Room | Mins to Newport

ChrisRating, 5 stars1 day ago
This place was great, an easy drive to all the hotspots and a quiet neighborhood vibe.
Guest favourite
Home in Woodstock
4.92 out of 5 average rating, 245 reviews

Little owl Japanese teahouse: pool is OPEN

MaryRating, 5 stars2 days ago
The teahouse and surroundings were relaxing and peaceful. We saw groundhogs, deer, and chipmunks from the porch and our 2 dogs loved exploring the field and wandering in the nearby woods. The pool was amazing and warm despite the rain and the natural landscaping couldn’t have been more beautiful. We really enjoyed our stay!
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars1 week ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Guest favourite
Home in Derry
4.92 out of 5 average rating, 185 reviews

Sanctum by the Lake

SheylaRating, 5 starstoday
Me and my family had a great time at Steve’s place. The weather was a little windy so it did interfere with our plans at the lake but Steves place made up for it with the great pool which was not that cold and lets not even say the hot tub was amazing! Steve was attentive and letting me know how to check in, how to check out and what needed to be done. Thanks!

Apartment rentals with a pool

Top guest favourite
Apartment in Woodstock
4.99 out of 5 average rating, 111 reviews

Fantastic Location in the White Mountains

BenRating, 5 stars2 days ago
We returned for a second visit, which really says it all! We love this place. The condo has everything we need and is very comfortable. Our kids love the bunk beds and we love sitting on the balcony and listening to the river bubble by. It's close to so many things in the White Mountains. Lincoln and North Woodstock are our hub for restaurants, and the wider area offers lots to do. We look forward to our next visit!
Top guest favourite
Apartment in Lincoln
4.97 out of 5 average rating, 556 reviews

Stylish Loon Mountain Studio apt w/Pool & Hot Tub

BradRating, 5 stars5 days ago
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.
Guest favourite
Apartment in Bartlett
4.87 out of 5 average rating, 304 reviews

Attitash Studio | 5min to Storyland| Pools

JasmineRating, 5 stars1 week ago
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 ^-^
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 137 reviews

The Vacay Villa

SusanRating, 5 stars1 month ago
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.
Top guest favourite
Apartment in Lincoln
5 out of 5 average rating, 105 reviews

Celeste’s Nest-Mountain Views, Riverside

AnnaRating, 5 stars8 months ago
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 :)
Guest favourite
Apartment in Laconia
4.91 out of 5 average rating, 364 reviews

Million $ View of Lake Winni Flexible check in/out

RobertRating, 5 stars2 days ago
The view is spectacular!!!!I could not stop looking at the view,the condo flat was clean and comfortable and the hot tub was perfect .Highly recommend .
Top guest favourite
Apartment in Killington
4.99 out of 5 average rating, 113 reviews

Cozy Condo next to Resort * AC and Pool *

StephanieRating, 5 stars1 week ago
We loved staying at this cozy condo. We were able to find it easily and get inside without any issues. The bed was the best we’ve encountered in an Airbnb! I loved the small creek behind the condo and sitting on the balcony with my tea listening to it was a wonderful way to start the day. We would definitely come back again.
Guest favourite
Apartment in Magog
4.88 out of 5 average rating, 172 reviews

Waterfront condo in Magog

KevinRating, 5 stars6 days ago
It was a real pleasure to be in this place, I highly recommend it. The location is just perfect, already looking forward to going back next time.

Home rentals with a private pool

Top guest favourite
Home in Rhinebeck
5 out of 5 average rating, 73 reviews

Rhinebeck Country Living with a Modern Twist

ManolaRating, 5 stars3 weeks ago
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!
Guest favourite
Bungalow in East Hampton
4.93 out of 5 average rating, 108 reviews

East Hampton Ranch with Access to Clearwater Private Beach

KateRating, 5 stars8 months ago
We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.
Superhost
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviews

Private Catskills Retreat | Hot Tub, Sauna & Tipi

ChrisRating, 5 stars17 months ago
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.
Guest favourite
Home in East Hampton
4.82 out of 5 average rating, 45 reviews

Enchanting Home with Large Decks and Heated Pool

LynnRating, 5 stars8 months ago
Beautiful home worked perfect for our wedding visit. Loved sitting on the deck! Beautiful landscaping and very private! We were very confortable and able to relax between events and visit. Donna wad very flexible and allowed us to enter early so a dew of our family members could do s little remote eork. I hope to rent here again in the future! As a special surprise we saw the northern lights from the deck one night!!
Home in East Hampton
5 out of 5 average rating, 13 reviews

Saltbox with Separate Poolhouse in Northwest Woods

KatieRating, 5 stars35 months ago
Mike’s place made for the perfect Hamptons vacation. The location was the perfect starting point for day trips to Montauk and the harbors and we enjoyed the short walk to the beach daily… but there really is no need to leave this amazing property. Our family cannot stop raving about the amazing outdoor setup that we took full advantage of every day. Mike was very responsive and provided a detailed guide for the house and excellent recommendations for the area. We would 100% book again when we’re in the area and would recommend this place to anyone looking for an amazing Hamptons experience.
Top guest favourite
Home in East Hampton
4.98 out of 5 average rating, 130 reviews

Explore the Water & Woods at a Relaxing Retreat

LaelRating, 5 stars1 month ago
Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!
Home in Plymouth
New place to stay

New! Coastal Comfort with Stunning Harbor Views

NickRating, 5 stars2 weeks ago
This house was a great place for my traveling crew to stay for a week. Highly recommend!
Guest favourite
Home in Kerhonkson
4.95 out of 5 average rating, 364 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

SophieRating, 5 stars1 week ago
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!

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