Vacation rentals with a pool in Stamford

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Stamford

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

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Guest favourite

Guesthouse in Southbury

4.93 out of 5 average rating, 313 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 favourite

Home in West Milford

4.98 out of 5 average rating, 135 reviews

On The Rocks In The Hot Tub

Unique home featuring a large deck with an enclosed hot tub, indoor/outdoor bars, game room and seasonal pool (pool is not heated) Fall-Winter:Minutes away from the town of Warwick. Pennings, Heaven Hill Farm for apple-pumpkin picking, Peter Mountain, Mountain Creek for skiing. Many vineyards/cideries Summer: Boating on Greenwood Lake, kayak rentals, hiking (Appalachian Trail), drive-in theater, family activities at Wawanique State Park, Crystal Springs Golf and ice cream at Bellvale Creamery

Superhost

Home in Litchfield

4.91 out of 5 average rating, 47 reviews

Woodland Country Retreat: FirePit & NearWineries

Leave your worries at the front door of this New England gateway. An open, airy interior may make you feel like staying at home reading all day long, but there's so much to explore nearby. Head out to Black Rock State Park for a scenic hike through lush forests, followed by a leisurely afternoon sampling wines at local vineyards. Gather at this stylish home by the firepit w/loved ones! 11/9/24: Accepting inquiries on block dates. Pool deck area in rear of house is closed under maintenance work.

Guest favourite

Home in East Quogue

5 out of 5 average rating, 33 reviews

Estate-Indoor & Outdoor Pools- 5k SF + Amenities

Welcome to this modern luxurious new home boasting over 5,000 sf w/ 5 BRs and 4.5 BA, situated at the end of a private cul-de-sac. This spacious home was masterfully finished and boasts an open concept with gorgeous interiors, featuring year-round heated indoor pool & hot tub, outdoor pool, chef’s kitchen, two ground floor en-suite primary bedrooms, private en suite studio apt. Basketball, ping pong, fire tables, outdoor heaters, outdoor kitchen, private fenced in yard, high end furniture

Guest favourite

Home in Mastic Beach

4.93 out of 5 average rating, 119 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

Guest favourite

Home in Hampton Bays

4.94 out of 5 average rating, 118 reviews

Beautiful Hampton’s Home Pool/Tennis/HotTub/Sauna

Beautiful Hampton home down a long secluded driveway on 1.3 acres of land. Our one level luxurious home offers a heated inground pool, hot tub, full size tennis court and sauna. Our modern open floor concept contains six bedrooms and four baths all newly renovated with an enclosed sunroom. Close to Tiana Bays and 10 minute drive to Ponquogue Beach. Hampton Bays is the closest of the Hamptons which makes it the easiest to get to - less than 2 hours from Manhattan; escape to serenity.

Guest favourite

Condo in Vernon Township

4.95 out of 5 average rating, 131 reviews

Ski-In/Ski-Out @ Mountain Creek-Pool/Hot Tub/Sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

Guest favourite

Home in Westhampton Beach

4.92 out of 5 average rating, 143 reviews

Hampton's Haven

5 bedroom, 3.5 bath contemporary ranch style home, with custom shaped heated pool and meticulously maintained 7 seater hot tub. Expansive patio w/outdoor dining for 10 - close to beach, town and more! Our home has comfortable office space with gigabit wifi throughout! Fabulous game room with ping pong, 4 person air hockey, smart tv and board game lounge. Everything you'll need for a memorable gathering of friends or the perfect family vacation!

Guest favourite

Home in North Fork

4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

Enjoy spectacular wine country sunset views from the living room that extend to the gorgeous saltwater gunite pool and spa. (Please note THE POOL AND SPA (attached hot tub) are OPEN FROM MAY 1 - OCTOBER 15 only). Beautifully decorated, comfortable home with an updated chef's kitchen and fireplace. Fabulous restaurants, wineries, farms, beaches and exquisite small towns all nearby. Simply put, a magical, peaceful paradise for you and your group.

Guest favourite

Home in Goshen

4.89 out of 5 average rating, 9 reviews

Beautiful home with heated pool

Escape to this spacious 4,700 sq. ft. retreat on 3 private acres, perfect for family gatherings or group getaways. With 5 bedrooms and 3.5 bathrooms, this home offers ample space and natural light from expansive windows. Enjoy the walkout basement complete with a billiard room, wet bar, and direct access to a heated pool for ultimate relaxation. Experience the best of comfort and privacy in this serene setting – your ideal escape awaits!

Guest favourite

Home in Litchfield

4.99 out of 5 average rating, 80 reviews

Hilltop House w/POOL/SPA- 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.

Guest favourite

Apartment in Kearny

4.94 out of 5 average rating, 18 reviews

Vibrant Luxury Apt. w/ Pool+Deck

Enjoy a family friendly experience at this centrally-located apartment. This apartment includes an outdoor pool and deck perfect for a sunny summer day. Situated for a 20 min drive to NYC, 15 min drive to American Dream, Red Bull Arena, prudential center, and a 10 min drive to the nearby train station. A key location to direct access to major highways, restaurants, malls and entertainment centers.