Vacation rentals with a pool in Connecticut River

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Connecticut River rentals with a pool

House rentals with a pool

Guest favorite
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 stars7 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!!
Superhost
Home in Dennis
4.63 out of 5 average rating, 30 reviews

House on Cape Cod with pool close to beach

KeelyRating, 5 stars8 months ago
Alena's place had everything we needed for a lovely week on the Cape. Great pool and location between Mayflower and Dennis Village. My daughter loved the home's bright airy playroom and it kept us sane and entertained on a couple of rainy days. Would definitely visit again!
Guest favorite
Home in Warrensburg
4.98 out of 5 average rating, 60 reviews

Spacious Retreat mins to Lake George pool&hot tub

VivekRating, 5 stars3 weeks ago
We had a wonderful stay! Victoria was extremely generous and accommodating, making sure all our requests were taken care of and that check-in was smooth and hassle-free. The house itself was beautiful—neat, tidy, and very well maintained. The rooms were clean, the washrooms were spotless, and the overall atmosphere was warm and welcoming. Victoria was always quick to respond to any questions we had, which made the entire experience even better. Highly recommend!
Top guest favorite
Home in Warwick
4.98 out of 5 average rating, 61 reviews

4 bedroom house with pool (Kids & Dog Friendly)

MichelleRating, 5 stars1 week ago
Betty was so quick to help when our original location to stay was cancelled. I am so thankful her property was available and how easy she made the process after what we went through!
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 133 reviews

Pool House

EllenRating, 5 stars3 weeks ago
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.
Guest favorite
Home in Newburgh
4.83 out of 5 average rating, 81 reviews

Entire Home (private pool), Event Friendly

ChannyRating, 5 stars2 weeks ago
Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.
Guest favorite
Home in Kingston
4.83 out of 5 average rating, 70 reviews

Beaver | Pool, Firepit, Secluded, 10 acres

GraemeRating, 5 stars2 months ago
We had an absolutely wonderful stay at Hava’s Airbnb! From the moment we booked, Hava was an incredible host—warm, welcoming, and unbelievably reachable. She responded to every question we had almost instantly, whether it was about check-in details or local recommendations, making the entire experience seamless and stress-free. The place itself was spotless, cozy, and exactly as described, with thoughtful touches that made us feel right at home. Hava’s communication stood out—she checked in to ensure everything was perfect without ever being intrusive. Her suggestions for nearby spots were spot-on, and it’s clear she genuinely cares about her guests’ comfort. We couldn’t have asked for a better host, and we’d love to stay here again. Highly recommend Hava to anyone looking for a fantastic Airbnb experience!
Top guest favorite
Home in Saratoga Springs
4.97 out of 5 average rating, 29 reviews

East Side Escape with Pool & Deck

Deborah,AnneRating, 5 stars1 month ago
My daughters and I had a fabulous stay at Joshua and Kendra’s. The home was in a nice neighborhood,easy to find and short distance to downtown area. The house was updated and extremely clean. Beds were Super Comfortable, and the house was well equipped with kitchen and laundry supplies,fresh towels, board games… And even highchair, pack-n-play and baby gates for my grandson. Would Definitely come back here again!

Condo rentals with a pool

Guest favorite
Condo in Lincoln
4.88 out of 5 average rating, 101 reviews

Luxury condo at Loon Mountain, Lincoln, NH

KarenRating, 5 stars1 month ago
We like loon Mt area in the winter for skiing, Eric's unit is literally 2 min drive to mountain, (Nordic Inn ) The unit itself is huge with 2 levels of living space, 2 bedrooms on first floor have huge beds (california kings ) each bedroom has walk in closets and full baths, upstairs has another full bed and 2 bunk beds, massive super comfortable couch that reclines on either end. huge tv and full bath, walk out deck. Perfect for 2 family to split. The pictures on airBnb are accurate. I would highly recommend Eric's place year round . I will definitely will be back next year!!!
Guest favorite
Condo in York
4.93 out of 5 average rating, 15 reviews

Cozy One bedroom condo near the beach with pool.

LaurenRating, 5 stars8 months ago
Kristin's cottage is a light filled cottage that is updated, clean and super comfy. I loved the location and how quiet it was as well. The addition of a pool was also such a nice to have. I will definitely be booking again soon. Can't wait to make this my every summer vacation spot!
Superhost
Condo in Stowe
4.81 out of 5 average rating, 284 reviews

Spacious Stowe condo Amzing views w/shared hot tub

JeffRating, 5 stars1 month ago
great place close to Stowe.
Superhost
Condo in Laconia
4.83 out of 5 average rating, 24 reviews

Book for bike week now at the Weirs!

Timothy JosephRating, 5 stars9 months ago
Shauna was a great host . I had a few questions that were answered immediately. It was really humid in early August so the ice cold AC’s were great! I would highly recommend staying at Shauna’s place . Easy access to Weirs & Bank NH Pavilion!
Guest favorite
Condo in Provincetown
4.93 out of 5 average rating, 100 reviews

Modern, clean waterviews

JacobRating, 5 stars10 months ago
This was my second stay at Garrett’s and the place was just as nice as I remembered (plus a a few upgrades). Garrett’s always quick to respond to inquiries, unit had just about everything we needed including beach towels and location is great as it’s a short bike ride from center town and peaceful/quiet if you’re looking for a balanced vacation.
Guest favorite
Condo in Stratton
4.95 out of 5 average rating, 147 reviews

Cozy condo within walking distance to the slopes.

MaraRating, 5 stars1 month ago
You really can’t beat this location. It’s across the steet from the lifts and the village with lots of restaurants/bars/stores. The space was perfect for our family of four. Our two young children stayed on the pullout and we thought the king bed was quite comfy. We would def stay here again!
Guest favorite
Condo in Conway
4.92 out of 5 average rating, 122 reviews

Cozy Family Retreat with Saco River Access

JeanineRating, 5 stars2 months ago
Our 3rd time staying here....great location and reasonably priced. Love the view out back to the trees and a peek of some mountains. Also great snow cleanup - we were here for a big storm and the plows cleared the car park and the paths were shoveled quickly.
Guest favorite
Condo in Laconia
4.82 out of 5 average rating, 135 reviews

Beautiful and New 2br/2ba condo - walk to Weirs

CathyRating, 5 stars6 months ago
We had a fabulous time at Meg’s Condo. The location was perfect and the unit was spotless! Also the beds were very very comfortable!! Highly recommend this to anyone!!

Home rentals with a private pool

Top guest favorite
Home in Rhinebeck
5 out of 5 average rating, 71 reviews

Rhinebeck Country Living with a Modern Twist

YetundeRating, 5 stars4 months ago
Beto and Scott are amazing host! From the complimentary wine to ensuring that we were comfortable by checking in, I couldn't ask for more. My family and I are truly appreciative to have experienced our stay in their home during the holidays. If you're considering renting this, please do (especially in the summer). No complaints!
Guest favorite
Home in Kerhonkson
4.95 out of 5 average rating, 355 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

EppiRating, 5 stars1 week ago
FENCED. YARD!! Apart from the clean, spacious, well appointed home, the yard was the best part. And it wasn’t just boring and flat and grassy-think boulders for climbing and jumping, hills for racing, “secret passageways” for exploring. Just be prepared to look for ticks. Clearly an excellent choice for families with children, and our dog loved it most. The home has lots of character, good books to read, games for passing time. While venturing out for hikes, we enjoyed the views along the windy roads with charming homes and mountain scenery. The kitchen had so many pots and pans and plenty of dishes. Lillian was always responsive and quick. Good choice for a peaceful getaway.
Superhost
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviews

Private Catskills Retreat | Hot Tub, Sauna & Tipi

ChrisRating, 5 stars16 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.

Destinations to explore