Home Family Travel Dive In! 8 Airbnbs with Epic Pools Near NYC by Mimi O'ConnorJuly 8, 2022 Airbnb Search more like this vacation rentalsfamily friendlyfamily vacationgame roomping pongthings to doairbnbnature preservepoolshelterbarngrillbookbeach Advertisement Trending Now News Disney+’s Prices Are Increasing—Unless You Want to Watch Ads Food & Drink General Mills Is Bringing Back 4 Classic Sugar Cereals That Your Mom Never Let You Eat Viral & Trending Cat Sneaks into Family Car & Joins Their Road Trip, Becomes Instant Celebrity Viral & Trending Weatherman Discovers His Map Is a Touchscreen and His Reaction Is So Pure Celeb & Entertainment Serena Williams Announces Retirement: ‘If I Were a Guy, I Wouldn’t Be Writing This’ Advertisement Still figuring out what to do this summer? A family vacation is almost guaranteed to be a success if you stay at a place with a pool. We scoured the listings of Airbnbs near NYC for vacation rentals with their own place to cool off. From the Hamptons to Woodstock, the Berkshires to Philly to upstate New York, these are Airbnb rentals we think will make a big splash with the kids. Like what you see? Book now! These places are getting booked faster than you can say “Everybody into the pool!” Magical Chalet | Woodstock, NY This deluxe Catskills getaway, tucked away on nine private acres offers incredible views. The solar-heated pool is surrounded by plenty of seating options and a gas grill. Inside, you’ll find two working fireplaces, a game room and cathedral ceiling. The charming town of Woodstock is just three minutes away when you’re ready to shop or eat out. Sleeps: 8Cost: $550/nightOnline: airbnb.com Airbnb French Country Estate | Great Barrington, MA Live the refined lifestyle at “Manor Lane”, a private estate in the Berkshires. In addition to the pool, you’ll find tennis courts, a Nancy Meyers-worthy kitchen and even a “Guaguin bar.” Sleeps: 12Cost: $1750/nightOnline: airbnb.com Airbnb Antique Stone House | Kingston, NY This house, just 90 minutes from NYC is on the National Register of Historic places! Guests stay in an attached guest house with a patio and have access to the lovely gardens, pool and a hot tub. Sleeps: 4Cost: $175/nightOnline: airbnb.com Airbnb Family-friendly Gem with Rooftop | Philadelphia This spot in Philadelphia is the perfect home base for your adventures. It features a roof deck for when you just want to relax and washer/dryer for when your toddler dumps grape juice on himself. Find all our favorite things to do in Philadelphia here. Sleeps: 6Cost: $368/nightOnline: airbnb.com Airbnb Restored Milk Barn | Bethel, CT Escape to Fairfield County and stay in this lovely cottage with pool. You’ll love having the ping pong table in the basement for the kids, and local attractions such as state parks and the Quassy Amusement and Waterpark will keep you busy. Sleeps: 6Cost: $460/nightOnline: airbnb.com Airbnb Secluded Retreat | Shelter Island Escape pretty much everything at this quiet two-acre property on an Shelter Island. In addition to a private pool and hot tub, this place has a grill and patio, expansive lawns and a screened-in porch. It’s also near beaches and a nature preserve. Sleeps: 6Cost: $700/nightOnline: airbnb.com Airbnb Bayside Home | Cape May, NJ This is a brand new house steps from Delaware Bay and a private beach. The pool, which is shared, is a few blocks away, but there are only so many places left to book in Cape May, so hop to it!Sleeps: 9Cost: $798/nightOnline: airbnb.com RELATED STORIESFresh Air Fun: The Best Day Trips from NYC for KidsNational & State Parks Near NYC That Kids Love (& Amazing Places to Stay Nearby)Get Outta Town: Our Favorite NYC Area Airbnbs for Families If you buy something from the links in this article, we may earn affiliate commission or compensation. Click to share on Facebook (Opens in new window)Click to share on Twitter (Opens in new window)Click to share on Pinterest (Opens in new window)Click to email a link to a friend (Opens in new window)Click to share on Copy (Opens in new window) Search more like this vacation rentalsfamily friendlyfamily vacationgame roomping pongthings to doairbnbnature preservepoolshelterbarngrillbookbeach Welcome to our Tinybeans family! 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Celeb & Entertainment Serena Williams Announces Retirement: ‘If I Were a Guy, I Wouldn’t Be Writing This’