Vacation rentals with a pool in Norwalk

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Norwalk

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

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Guest favorite

Cottage in Guilford

4.95 out of 5 average rating, 173 reviews

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 306 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Guest favorite

Barn in Katonah

4.97 out of 5 average rating, 115 reviews

Red Barn, heated pool near NY apple farms .

Experience fall magic just one hour from NYC! Our heated saltwater pool offers a perfect retreat, surrounded by farmers' markets, Muscoot Farm, and scenic apple orchards. Stay in a renovated 1,000 sq ft luxury loft on the second floor of a private barn that includes: 1 king , 2 queen , and 1 toddler beds, a full kitchen (half-size fridge, mini freezer), microwave, and full-size oven. Ideal for guests who need to « escape ». Enjoy privacy—no other guests. Good Wi-Fi and full-house generator.

Guest favorite

Home in Monroe

4.96 out of 5 average rating, 199 reviews

Garden Level Suite with Beautiful Pool

Enjoy complete privacy and 900+ square feet of living space in the ground floor suite/apartment of our home. Complete with its own private entrance and personal garage - our ground floor suite is your own private domain. There is one king bed, one queen bed, and a comfy sectional couch. Enjoy a small kitchenette for simple cooking inside, and an alfresco BBQ for bigger cooking. There is plenty of living space inside and out! A new washer/dryer unit will take care of all the pool towels used!

Guest favorite

Rental unit in Wappingers Falls

5 out of 5 average rating, 198 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

PLEASE READ ALL HOUSE RULES PRIOR TO INQUIRIES AND BOOKINGS! 1 night/longer stays can be accommodated upon request and calendar availability. “Home Is Where The Heart Is”. If you love tranquility and coziness combined with sophistication and traditional rural charm, this is the place for your stay (only 4 miles from Beacon). The ground floor apartment with a private entrance (located around the back in a private house) includes a living room, full kitchen, full bathroom and Queen bedroom.

Guest favorite

Place to stay in Saint James

5 out of 5 average rating, 19 reviews

1 bedroom exquisite getaway w/ private indoor pool

Exclusive private use of entire indoor pool, private driveway, 1 bedroom, 1 private bathroom 12’ ceilings. 2 minute walk to a picnic beach area. Bikes included upon request although the area is very hilly so having a car is best. Your space includes a mini fridge, microwave, bar, keurig coffee pot, chaise lounges for chilling in all seasons. The pool is not heated in the summer and makes for a refreshing swim experience. Side yard with Adirondack chairs, string lights and fire pit available

Guest favorite

Guesthouse in Easton

4.84 out of 5 average rating, 101 reviews

Entire Guest House at Fox Pond Farm.

Recently renovated private guest house with access to swimming pool offers sleeping for eleven in four bedrooms. Tastefully decorated with all amenities. Close to Merritt Parkway and train to Manhattan. This is a natural refuge on eleven very private acres. Large private terrace faces westerly for amazing sunsets and offers a "Plein Air" environment for alfresco meals, cocktails and relaxation. An attached vegetable and flower garden with fountain offer a quiet space to relax and reflect.

Guest favorite

Home in Manorville

4.98 out of 5 average rating, 241 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

Guest favorite

Home in Cold Spring

4.94 out of 5 average rating, 160 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

Newly renovated with modern style and amenities yet retaining all of its rustic warmth and charm, our home is perfect for your next get away. Outdoors, enjoy the salt water pool, patio, grill and fire pit in our secluded setting. Indoors we offer a sauna, steam shower, central heat and air, a woodburning fire place, ping pong table, washer and dryer, and a fully loaded kitchen. Located 7 minutes drive from charming Cold Spring and just across the river from West Point.

Guest favorite

Home in Fairfield

5 out of 5 average rating, 36 reviews

Fairfield! 5 bedroom, 3.5 bath on cul-de-sac

Spacious, renovated & furnished, contemporary home w/fenced in yard. Relax by the heated Gunite Pool, or 1 of the 5 nearby beaches. Pool is opened mid-May to mid-Sept (weather permitted). 5 bedrooms (8 beds), sleeps 10/12, 3.5 baths, walk out basement, outdoor deck. Near town, universities so prebook for tours, parent & Alumni weekends. Near many kid friendly activities, Fairchild Wheeler Public golf course and transportation into NYC Grand Central!

Guest favorite

Guest suite in Northport

4.94 out of 5 average rating, 103 reviews

Relaxing Oasis Getaway

Northport 1st floor cozy one bedroom suite/apartment in a high ranch home located on a quiet cul-de-sac. Private rear entrance leading to pool and hot tub. Close to beaches, Northport harbor and Huntington village with many close by conveniences. The unit has a kitchenette. Come for a peaceful, relaxing stay while visiting the area. The pool is available Memorial Day through September. The hot tub is usually available year round.

Guest favorite

Home in Englewood

4.94 out of 5 average rating, 143 reviews

Englewood NJ Country Carriage House (15 min NYC)

Spacious eclectic luxurious renovated carriage house on 1 acre with a pool & hot tub, & a separate private 6 seat 60 jet hot tub, sauna, steam room, gas & wood burning fire pits, pool/ping pong table, trampoline & basketball court in a gorgeous quiet suburb of NYC. In 20 minutes you can be enjoying all that NYC has to offer & then come back for a sauna & steam. Great small reunion/intimate party space!