The name “Connecticut” came from the Mohegan-Pequot word “Quenonoquett,” which means “long tidal river.” This state boasts stunning landscapes, with lots of hiking trails, rolling hills, and beaches. There is a myriad of attractions such as Mount Tom State Park and Bantam Lake where you can enjoy many thrilling outdoor activities with your loved ones. Connecticut is also lauded for its affluent areas dotted with posh mansions and cottages. Whether you wish to travel solo or with your family, this wonderful state can offer plenty of accommodation options that can suit your needs. For a relaxing stay, scroll down for the best Airbnb vacation rentals with pool in Connecticut, USA.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on October 24, 2025.
1. Secluded retreat on a five-acre estate (from USD 716)
Nestled on a serene and secluded five-acre estate, this idyllic retreat is the epitome of tranquility and luxury. With a fully equipped kitchen featuring top-of-the-line appliances, a cozy dining space, and a stylishly finished basement complete with a bar and pool table, your every desire is catered to. Outside, the private outdoor swimming pool and spa are perfect for relaxation, while two furnished decks, propane fire pits, an outdoor gazebo, and sun loungers create a haven for outdoor enthusiasts.
This exceptional home also boasts scenic valley and pool views, ensuring that every moment becomes a picturesque memory. Whether you’re basking in the sun or gathering by the fire pit at night, this property offers an oasis of peace far from the hustle and bustle of city life.
Columbia, Connecticut, United States
59.79 km (37.2 mi) from Brooksvale ParkSuperhost
Accommodates: 6
Top guest reviews
Host:
heather was an amazing host she replied everything so quickly she was so friendly and cuteheather and her spouse were always quickly responsive to any of our questionswhat a wonderful weekend heather and her husband are incredible hostsheather was very responsive and the check in process was easythe host's receptiveness and communication was impressive when we had one or two hiccupsLocation:
ideal place to book for a relaxing getaway in ctbeautiful home in a tranquil locationthe location the home the pool everything was perfectthe area was nice and quiet for those looking to get away from the citythe house pool area view and location were all excellentCleanliness:
all rooms were clean and comfortableit was nice touch house was very clean neat and exactly like picturesso nice clean and fresh thanks so much heatherRead more reviewsAmenities & Room:
amazing views and gorgeous poolpool and hot tub very nice and gorgeous views of natureit's private and quiet boasts excellent mountain views from the two decks and has an awesome heated poolawesome place view is really cool secluded awesome pool and hot tubthe pool and hot tub are amazing
2. Luxury waterfront escape in East Lyme (from USD 8368)
Welcome to this exquisite waterfront property on Niantic Bay, where luxury living seamlessly blends with coastal charm. Inside, guests will discover a tastefully decorated interior adorned with a fully equipped kitchen catering to all your culinary needs, a cozy living area featuring an indoor fireplace, and a spacious dining area comfortably accommodating up to eight people. Outside, a generous deck offers panoramic beach vistas, creating a captivating backdrop for relaxation, while the outdoor kitchen, complete with a grill, ensures effortless al fresco dining.
Nestled between two pristine beaches, this remarkable home boasts an in-ground saltwater pool and a revitalizing hot tub, transforming each day into a vacation experience. Whether you’re casting a line in front of the home at sunset or venturing out to explore nearby attractions, this property guarantees the ideal East Lyme getaway.
East Lyme, Connecticut, United States
61.98 km (38.6 mi) from Brooksvale ParkAccommodates: 10
Top guest reviews
Host:
anne was responsive and helpful when we had questionsanne was one of the most gracious and considerate hosts we've stayed withanne is a very responsive hostanne was super responsive thoughtful and flexible throughout our staybeautiful house with many accommodations for families with children anne was helpful and gave great suggestionsLocation:
beautiful and peaceful location on the waterthe location was beautiful and close to many other fun activities beaches and hikesshort walk to two public beaches and mccook's park with great playgroundsgreat location and great hostwalking distance to town and wonderful space for multiple familiesCleanliness:
clean well stocked kitchen all sorts of beach toys for everyone there wasn’t anything we were lackingthe house is gorgeous so clean and comfy—feels like homewe were so happy with how spacious and clean the house wasanne is a great host the house was very clean and accommodatingspacious plenty of bedrooms and bathrooms clean with a large kitchen and dining areaRead more reviewsAmenities & Room:
there is a separate tv with a dvd player for children in a play areaenjoy a light show in the pool & hot tub at nightthe pool is heavenly the grill is awesome the beach is beautiful and convenientthe beds were extremely comfortablegreat running path nearby and fast wifi
3. Peaceful retreat with a fantastic pool (from USD 1080)
Located less than an hour away from the bustling New York City, this Airbnb house with a pool surrounded by nature is ideal for a romantic weekend getaway. There is an outdoor swimming pool, allowing guests to enjoy a refreshing swim whenever they want. With free parking on the premises, you need not worry about your vehicle. The property also has air conditioning, free WiFi, and a well-equipped kitchen to ensure a comfortable stay.
Stamford, Connecticut, United States
65.3 km (40.6 mi) from Brooksvale ParkAccommodates: 2
Top guest reviews
Host:
olga was a great hostolga is an awesome hostolga is a great hostolga is a great hostolga is an amazing hostLocation:
i highly recommend this locationa delightfully close out of nyc get awayit seemed to close for comfort to mestill close enough to stamford to create a convenient holidayi would highly recommend this locationCleanliness:
there were many clean towels in the bathroomeverything was so clean and neatthe place is unique clean and very relaxingthe pool was super clean and we had all to ourselvesthe space itself is very clean and stocked with everything you might need during a stayRead more reviewsAmenities & Room:
the area around it has comfortable beach chairs and lounge chairsher place is wonderfully comfortable serene and artful we felt so lucky to be therei would certainly stay with her again especially in the warmer months when her pool is opengreat facility - olga is excellenythe pool is outrageously beautiful and the space is just so perfect
4. Two-bedroom home with beautiful views (from USD 776)
Set in a peaceful location, this family-friendly house features two luxurious bedrooms, a spacious living room, and an immaculate bathroom. The property can accommodate up to four guests. There is a lovely farm where you can find some beautiful horses, donkeys, and goats. During your stay, you can enjoy amazing amenities such as an outdoor pool, a hot tub, and a fully equipped kitchen where you can easily prepare delicious gourmet meals.
Bloomfield, Connecticut, United States
44.27 km (27.6 mi) from Brooksvale ParkAccommodates: 4
Top guest reviews
Host:
the hosts were amazing and responsivefrank was kind enough to give us recommendations and there's plenty of options in hartfordthey were so kind to also give us a bottle of wine when we arrivedjulianne was a great host highly recommendedjulianne and her husband are great hosts very friendly and welcoming and offered great recommendations in the areaLocation:
location was extremely quiet and peacefuljulianne’s place is the perfect place to reset and rechargei highly recommend at stay at julianne and frank's place bloombury hill farmRead more reviewsCleanliness:
the apartment itself was super spacious and very clean and the property was so beautifulthe apartment was very clean and much larger than we expectedthe apartment above the barn is sparkling clean super spacious and very comfortablethe space was extremely cleanthe place was sparkling clean—bigger than pictured— and beautiful all around
5. Bucolic cottage with excellent amenities (from USD 737)
If total seclusion is what you are looking for, you might want to consider booking this bucolic cottage for four. Surrounded by pine trees, this rental has one cozy bedroom with a king bed to ensure a good night’s sleep. The property has an outdoor pool overlooking the lush green trees, a cedar sauna, a game barn, and a fully equipped kitchen. During your stay, you can enjoy outdoor activities such as hiking and walking. Nearby attractions include Bantam Lake and Mount Tom.
Morris, Connecticut, United States
36.64 km (22.8 mi) from Brooksvale ParkAccommodates: 4
Top guest reviews
Host:
this is an entirely beautiful place to stay & kelsey was an excellent & affable hostkelsey was very responsive to messages and helpful during the stayLocation:
we loved the house and the location was 10 minutes away from all the townsgreat getaway location — cute town and perfect for fall foliageprobably the one the most perfectly cozy place with everything you could possibly needkelsey's place was very comfortable with easy access to restaurants and activities in the areaRead more reviewsAmenities & Room:
the tv soundsystem was so so good and the beds were super comfortable
6. Stunning cottage with a pool (from USD 923)
This stunning family-friendly cottage for four is located on the secluded coast of Connecticut. What makes this property unique is its private outdoor pool as well as the winding path that leads to the private hot tub, which offers gorgeous sea views. Children can enjoy playing in the playground with a swing set. This air-conditioned property also has a kitchen, free parking on the premises, and free WiFi.
Guilford, Connecticut, United States
28.89 km (18.0 mi) from Brooksvale ParkAccommodates: 4
Top guest reviews
Host:
mary was also really responsive with any questions we hadmary was so responsive to my many questionsmary was very responsive and hospitablemary was attentive to my questions and made sure we had everything we neededmary was an awesome host she answered all my questions promptly and helped me patientlyLocation:
there is a great restaurant close by in townmy family also enjoyed the park close to the housethis house was the perfect getaway place from my busy lifethis cozy cottage detached from the main house is a perfect quiet getawaywe had a wonderful time at mary’s cottage the location is stunningCleanliness:
quiet clean and stylishthe space was clean bright and obviously freshly renovatedher place was very clean well-decorated and cozythe cleanliness of the house is a 5-star i have never slept so peacefully in an airbnbthe place was sparkling clean and sooo stylish loved the decorRead more reviewsAmenities & Room:
the interior is equally as impressive --modern and cozy aestheticselsewhere on the inside there’s an ac in every room and an *extremely* comfortable mattress in the bedroomthe pullout couch was easy to use and very comfortablethe bedroom is gorgeous with a view of the water and very comfortable beddingsuper size pool and awesome hottub with a beutiful view
7. Deluxe one-bedroom house for four (from USD 140)
Like the other cabins in the area, this deluxe one-bedroom is situated amidst luscious green trees. It can ensure guests a comfortable stay. Thanks to its fast and reliable WiFi, guests can work online without any worries. The home also features other amazing amenities such as a lovely swimming pool and a large patio where you can relax. With a fully equipped kitchen, you can prepare delicious meals with ease.
Cheshire, Connecticut, United States
1.55 km (1.0 mi) from Brooksvale ParkAccommodates: 2
Top guest reviews
Host:
i recommend this host 100%sue was a very welcoming hostsue is a fabulous host and her home was wonderfulsue was a wonderful host and we really couldn't have asked for anything moresue is an excellent host easy to talk to so friendly and quick to respond to any needLocation:
the location is beautiful and in proximity of a fantastic amusement parkpretty close to highway accessvery comfortable and great locationit was a wonderful location and great place to stayquiet safe and perfectly comfortableCleanliness:
the space was clean cozy & very invitingquite clean and safe neighborhoodbeautiful clean and cozy homesue’s place is amazing it’s clean quiet and comfortableeverything was just super clean and it felt like going homeRead more reviewsAmenities & Room:
we had use of the pool and patio where we spent a good amount of timewe really enjoyed the fact that the pool house was a separate standing building with full amenitiesbeautifully and thoughtfully decorated with a fully equipped kitchenthe yard is gorgeous and the pool was delightfulthe bedroom was large and bright with a nice comfortable bed
8. One-bedroom guest suite with a kitchen (from USD 361)
This posh pad in Connecticut suite is ideal for a small family of four. Located close to nature, this place can promise total privacy and tranquility. The key highlight is the outdoor pool, which offers breathtaking nature views. The property has a spacious living room fitted with a Smart TV, and there is a well-equipped kitchen that consists of a fridge, a microwave, and a dishwasher for easy meal preparation. Some additional amenities include a hammock, hot tub, and fire pit.
Shelton, Connecticut, United States
25.57 km (15.9 mi) from Brooksvale ParkAccommodates: 4
Top guest reviews
Host:
the host was very polite and helpfulthe hosts are easy and quick communicatorsshe also had tons of helpful recommendationsthe host was great at giving advice on where to go and quick and respondingamazing hosts were accommodating and helpfulLocation:
great location the house is just stunningit’s a great location and lovely neighborhood to walk aroundamazing place beautiful location and close to the town and local farms definitely recommenddefinitely felt very safe at the locationgreat location for downtown and local breweriesCleanliness:
very clean and quietthe bathroom was clean and the shower was greatlovely place clean and enjoyablethe apartment is really beautiful clean and stress freethe hot tub is clean and kept super hotRead more reviewsAmenities & Room:
the pool and view were so appreciatedgreat place to stay stylish and comfortable with all the amenities you could need for a relaxing staywe made good use of the beautiful pool and the beautiful viewsthe bed is very comfortable the ac was great they kept it cool and i loved thatwe wanted to explore the town more but decided instead to enjoy the resort quality pool/hot tub area
9. Inviting condo with a hot tub (from USD 90)
This studio rental is ideal for solo travelers or romantic couples looking for some privacy. The property is located at The Spa at Norwich Inn, easily accommodating up to three people. After a long day, you can take a refreshing dip in the pool. It is fully air-conditioned, allowing guests to enjoy a comfortable stay. With free parking on the premises, guests who will be driving need not worry about looking for parking spaces. There is a TV to keep guests occupied indoors. The property also has a hot tub, so you can relax with your loved ones.
Norwich, Connecticut, United States
68.82 km (42.8 mi) from Brooksvale ParkTop guest reviews
Host:
sarah was very responsive when i had questionsthe host is incredibly responsive and attentivesarah was very hospitable great host and also provided great customer servicehost was very present and appreciatedsarah was a great host and the unit is just as promisedLocation:
great location especially with the pool steps awaygreat location; near casino restaurants and beachvery close to restaurants and local attractionsexcellent location plan on returning againvery cute small cozy placeCleanliness:
very clean and good communicationvery clean and cozynice and clean quite areafantastic stay super clean and quietclean quiet condo that is very comfortableRead more reviewsAmenities & Room:
it was cozy the view was amazingquiet loved the porch for morning coffee pool and hot tubcomfortable space to enjoy vacationvery nice calm apartment for the sizea beautiful and peaceful place nice pool and hot tub
10. Well-lit rental for three (from USD 126)
This minimalist rental can easily accommodate up to three people. Tucked away from the city, this place is perfect for artists looking to find some inspiration. The accommodation is above a yoga studio, where you can consider joining yoga classes at an extra fee. This beautiful accommodation a fully equipped kitchen outfitted with a mini fridge, a microwave, a panini grill, and a toaster. Art amenities consist of easels, a drafting table, and a sink especially made for art projects. The property also has a lovely pool where you can relax after a long day.
Newtown, Connecticut, United States
35.87 km (22.3 mi) from Brooksvale ParkAccommodates: 3
Top guest reviews
Host:
they were wonderful hostsjojo and phil are delightful hostssuper friendly hosts and a relaxing spacethey were very accommodating and had great local recommendationshosts were friendly and full of informationLocation:
very nice place great locationgreat location and very spacious for a couplepretty location and cozy atmosphere family was very sweetthis place is a gem great location to newtown bethel and danbury as well as 84jojo and phil’s place is a very cute lofted spaceCleanliness:
very clean and comfortable equitably pricedsuch a beautiful and clean place to stay inwelcoming place clean sheets quietsuch a peaceful super clean placethe loft is very spacious clean and feels cozyRead more reviewsAmenities & Room:
loved my stay at this artsy abode the pool coffee shower head and comfy beds were all so lovelybeautiful pool and outdoor settingthis space is so beautiful such a comfy bed and a well decorated space
11. Two-bedroom guesthouse with a lovely garden (from USD 1541)
If you are looking to take a break from your busy city life, you might want to consider this comfortable guesthouse with two cozy bedrooms. This Airbnb rental is located in the historic town of Litchfield, boasting a small vegetable garden, a saltwater pool, and a barn with chickens, donkeys, and goats. It features a fully equipped kitchen, a large living area, and a private patio where you can unwind while you enjoy a hot cup of coffee.
Litchfield, Connecticut, United States
38.24 km (23.8 mi) from Brooksvale ParkAccommodates: 5
Top guest reviews
Host:
gracious hosts surprised us with fresh eggs and just picked vegetablesfarm animals were super friendlythank you so much to the hostsleigh and her husband are also wonderful hosts and i’m sure you’ll enjoy your stayleigh and richard's farm is enchanting not only is it gorgeous they are wonderful hostsLocation:
a beautifully furnished space in a pretty and convenient locationgreat location exceptionally comfortable home with great amenitiesthis place is so beautiful - we could have spent days herethis place is an utter delight - a true paradiseit was a lovely place to catch up before we headed out to a concert in torringtonCleanliness:
the house itself is bright clean & pleasingly decoratedthe pool was warm peaceful and cleanthe cottage is super clean comfortable and well-appointedthis cottage is a flawlessly decorated spotless comfortable and inviting space on a magnificent propertyRead more reviewsAmenities & Room:
the living room sofa & chairs are comfortablethe cottage was adorable and comfortablethe pool the animals and of course leigh and richard were so warm and invitingthe beds were comfortable and the layout of the cottage was perfect for a family with kidsthe cottage was so comfortable with every amenity thought of
12. Bright home with WiFi (from USD 225)
Situated in a spectacular location, this affordable Airbnb with a private pool can easily accommodate a group of ten people. Built in the 19th century, the property has undergone several refurbishments. The best feature of this rental is its outdoor pool that is surrounded by lush trees. This vacation home has six comfortable beds, two-and-a-half modern baths, and a front porch where you can relax. It also has a granite kitchen, a dining room, and a large living area.
Granby, Connecticut, United States
53.82 km (33.5 mi) from Brooksvale ParkAccommodates: 10
Top guest reviews
Host:
ken was very responsive to the few questions we hadour hosts were friendly and very accommodatingken was responsive to our needsken was an amazing host i’d definitely come back againken and the other co-host are great and super responsiveLocation:
wonderful location incredibly beautiful and relaxingspacious home and great locationthe location is picture perfect for back country new englandgreat place for a family vacationthe property is stunning and we loved having a hiking trail literally right across the streetCleanliness:
our daughters especially loved the sparkling clean poolthe house was sparkling clean and so comfortablethe beds were all super comfy and the bathrooms clean and modernplace is quiet clean spacious and has a very peaceful calming backyardRead more reviewsAmenities & Room:
the views and pool was incredible beds were super comfythe pool was the cherry on top of our relaxing vacationall the beds were extremely comfortablewe enjoyed playing nightly games of pool and had plenty of room to space outthe space inside works well for a large group and it’s warm and comfortable
Connect with nature in Connecticut
With its rolling hills, stunning beaches, staycation spots, and outdoor opportunities, Connecticut can provide tourists a relaxing vacation experience. Here, you can explore plenty of places to visit such as nature trails, indulge in some local dishes, and try water activities such as swimming, canoeing, and kayaking. If you are looking to relax after your adventurous activities, you can consider booking an Airbnb party house with a pool.
Frequently asked questions about best Airbnb vacation rentals with pool in Connecticut, USA
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