Vacation rentals with a pool in Hartford County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hartford County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.
Home in Columbia
4.91 out of 5 average rating, 125 reviews

Breathtaking home with unforgettable views & pool!

This spacious peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or stargazing at night. Far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. Please let us know before booking more than 4 people whether it is just for the day or night or both. No loud music no parties.

Guest favorite
A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.
Home in Hamden
4.9 out of 5 average rating, 126 reviews

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Looking for privacy, seclusion, and direct access to Sleeping Giant State Park right from your back yard? Then look no further! Entire Mid Century home centrally located to many great attractions and colleges. Featuring an open floor plan characterized by large glass windows and open space featuring simplicity and an integration with nature. Access to I-91 or Rt15 are both about 1 mile away, with Yale University and Downtown New Haven about a 20 minute drive. Farmington Canal bike trail-.5 miles

Top guest favorite
Guest suite in Farmington
5 out of 5 average rating, 59 reviews

The Cottage at Apple Hill

The Cottage is a newly renovated, bright, two-story, comfortable one-bedroom space conveniently located in the Farmington Valley. Designed in a farmhouse style and situated on our five-acre estate, Apple Hill, the apartment includes access to our beautiful gardens and gorgeous pool. The space is ideal for everyone from leaf peepers and travel nurses, to visiting clinicians working at UConn Health and Hartford HealthCare, to parents visiting students at Miss Porter’s, Avon Old Farms and Wesleyan.

Top guest favorite
The large two-tiered deck is illuminated with soft lighting, creating a cozy atmosphere. A staircase leads to the upper level, where seating and decor are visible. An above-ground pool is situated beside the deck, surrounded by greenery and evening skies.
Home in Montville
4.92 out of 5 average rating, 322 reviews

Casino Wine Down House w/Pool, Game Room, Big Deck

Stay at the end of a quiet, cozy, cul-de-sac while minutes from local attractions. Our house is conveniently located near casinos, Mystic, vineyards, Nature's Art Village, Naval Submarine Base, CT College, USCG Academy and several beaches. Enjoy the fire pit on our large deck under the gazebo year round. In the summer cool off in the pool. In the winter relax and enjoy some cozy time under the stars in the heated igloo. Lot of fun and games! Dogs are family and always welcome at no charge.

Top guest favorite
The exterior of a two-story waterfront home is shown, featuring a modern design with blue siding. A spacious deck is visible above a landscaped area with carefully arranged plants and gravel, while a driveway leads to the front of the house, surrounded by greenery.
Home in Rocky Hill
4.98 out of 5 average rating, 83 reviews

Cozy Waterfront Home w/Hot Tub ~ Connecticut River

Relax with the whole family at this quaint waterfront home. This peaceful place to stay will provide the perfect escape for you and your family. Fully renovated and overlooking the CT River, the yard includes an expansive deck with a hot tub and direct river access. The cozy interior features an island kitchen with stainless-steel appliances and quartz countertops. A living room, and dining area overlooking the river, 1st flr bedroom with a full bath, 2 bedrooms and 2 full baths on the 2nd flr.

Top guest favorite
A light-filled living area features a cozy sofa and elegant chairs arranged around a delicate coffee table. A decorative fireplace serves as a focal point, complemented by soft curtains and a tasteful chandelier. An ornate mirror reflects the natural light streaming through the large windows.
Guest suite in Enfield
5 out of 5 average rating, 177 reviews

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Oversized 1800sf apartment is a 2-story unit, front half of a 200-year-old former schoolhouse in Enfield's historic district. The antique colonial is set up as a side-by-side duplex with private apartment occupying the front 1/2 of house & the owner's unit in the back with a separate driveway entrance & door. EXTRAS: ❋ PRIVATE USE OF POOL & PATIO ❋ KEYCODE CHECK-IN ANYTIME ❋ COFFEE/TEA BAR WITH EVERYTHING NEEDED ❋ POPCORN MACHINE, SNACKS & DRINKS ❋ 4 TVs: YOUTUBE TV, MAX, NETFLIX, WIFI

Top guest favorite
Home in West Hartford
5 out of 5 average rating, 6 reviews

The Downtown Oasis – West Hartford

With over 500 five star guest reviews, Mark Chu Rentals is known for exceptional hospitality and unforgettable stays. Enjoy this luxury home featuring a heated pool, private gym, stylish indoor outdoor lounge, spacious accommodations, and a finished third floor loft, just a one minute walk to West Hartford Center's award winning restaurants, shopping, and nightlife. Perfect for families, business travelers, wedding guests, and groups seeking comfort, convenience, and a prime location.

Guest favorite
An open living space showcases a wooden table with candles, surrounded by wooden chairs. A white sofa with decorative cushions is positioned next to a reddish armchair. A coffee table sits central, with a small plant atop a patterned rug. Light illuminates the cozy atmosphere.
Apartment in Glastonbury
4.89 out of 5 average rating, 457 reviews

Quiet 2 bed room apt w/ private entrance.

NOTE WELL: This light, spacious basement apartment is located in a residential neighborhood in South Glastonbury near the Connecticut River and many good hiking areas, shops, and restaurants. We are working professionals who rise and retire early. We have a large exuberant dog who is fenced (electric) away from the apartment and house entrances and driveway. The space is not appropriate for parties. Do not inquire or book if your life situation is not amenable to this description.

Top guest favorite
Home in New Hartford
4.88 out of 5 average rating, 78 reviews

Mountaintop Nirvana: Lake, Hot Tub, Pool Table

3 minutes to Ski Sundown. Unwind above tranquil waters, marinate in the pool, bundle beneath the blanket as the crackling fire radiates warmth, savor freshly roasted coffee perched on the mountain, unify with nature or imbibe libations with friends, this property affords serenity for all. After hitting the slopes at Ski Sundown, you can soak in the hot tub and enjoy billiards. The summer affords fishing, hiking, golfing, tubing or boating, leaving you rested and restored.

Top guest favorite
A large farmhouse is depicted in the background, featuring a broad balcony and distinctive architectural details. Sunflowers are prominently featured in the foreground, with bright yellow petals and green leaves, surrounded by lush grass and trees providing a serene atmosphere.
Barn in Bloomfield
4.97 out of 5 average rating, 137 reviews

Farm Stay with Horses & Pool | Mountaintop Views

Come sleep above the horses at Bloombury Hill Farm. With stunning mountaintop views, this immaculate 2 BR apartment is spacious and boasts over 2000 square feet. Bask in the sunshine at the pool (open Memorial Day through Labor Day from 11a-5pm.) Close to thriving West Hartford Center with loads of restaurants and shopping. Hiking trails, local breweries and wineries, and farm stands are all located close by. All the ingredients for a magical weekend getaway.

Top guest favorite
Apartment in Sandisfield
4.95 out of 5 average rating, 63 reviews

Sweet Dreams Retreat

Romantic weekend getaway, featuring fireplaces, hot tub, swimmingpool, and outdoor decks . The Berkshire's, a popular vacation location. This is the perfect spot to unwind and recharge. Sweet Dreams Retreat is kept spotlessly clean and generiously stocked with everything you might need, including a full kitchen, washer and dryer, luggage racks and much more. Enjoy hiking, skiing, and a great selection of resturaunts and unique shops and more.

Top guest favorite
A spacious living area features large windows that provide natural light and views of the surrounding trees. Comfortable leather furniture includes a sofa and an armchair, arranged around a rustic coffee table on a textured area rug. A potted plant adds a touch of greenery.
Home in Litchfield
4.98 out of 5 average rating, 110 reviews

Hilltop House - HOST & Co.

Nestled just outside the center of Bantam, this immaculate 3 bedroom 2.5 bath home with a pool is the ultimate retreat. The home is perfectly located for enjoying the area's top attractions, like lake activities, skiing at Mohawk, hiking the trails of White Memorial, Litchfield's Village Green where you can enjoy fine dinning, shopping and visit historic sites. Pool is open and heated May 15th to Sept 15th.

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