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New Yorkers are lucky in that there are many places close to NYC with kid-friendly vacation rentals, and kid-friendly activities. From the Hudson Valley to the Poconos, the Berkshires to the Catskills and beyond, there are options—and not all of them cost a fortune. Whether you’re looking for a nearby vacation rental for a few days, or perhaps a longterm Airbnb rental for an extended stay, we found family-friendly vacation rentals worth a book! (Some are even pet-friendly!)

For a Deluxe Connecticut Getaway

Spread out at this pet-friendly vacation rental in the Hudson Valley located on one acre with a babbling brook! Deluxe but cozy furnishings, high ceilings, lots of light, wifi, and enough space to sleep eight (plus three-and-a-half bathrooms) may make you want to stay in this renovate 1900 barn for a while!

Rate: $176/night 


For a Ranch With Outdoor Luxuries

A hot tub, tank pool, outdoor movie screen and fire pit nestled in the wilderness? Yes, please! (And that's just on the outside!) Stony Hill Ranch has four bedrooms and three-and-a-half baths, as well as a "Jam Shed" where you can rock out for an additional deposit. The property is in Kerhonkson, NY near the Shawangunk Mountains, but also near a Wal-Mart if you need to stock up on things. 

Rate: $230/night


For a Berkshire Cottage at a Discount

The kind-hearted proprietors of this cozy cottage near Great Barrington, Mass, have discounted the rate for weekly and monthly rentals to help people find some respite from the city. In addition to being near area attractions like a nearby beach and hiking, this place looks primo for enjoying fall foliage, and its even got its own gazebo for taking in nature's splendor. 

Rate: $160/night


To Indulge Your Inner Design Nerd

This pet-friendly rental is cooler than you. A modern house that's small but stylish, this cabin near Rhinebeck, New York has a year-round heated pool, outdoor shower, mod fireplace, deep egg soaking tub, and a separate glass house—"a retreat from your retreat." 

Rate: $390/night


For a Cozy Bargain in the Poconos

It's cute and compact and the price is right! This little cottage in the Poconos is small but mighty, with peaceful sitting areas, a fire pit, grill, patio string lights, and it's also pet-friendly. Plus, it's near hiking, flea markets and other area attractions. 

Rate: $116/night


For a Far Out Experience in the Catskills

If you and the clan have ever dreamed of camping out in a geodome on a farm upstate (who hasn’t?), we’ve got good news! The Outlier Inn in Woodbridge New York is a 12-acre property with multiple accommodations that range from cottages and bungalows to tiny houses and a kitschy 50s trailer. But it’s the geodome that caught our eye. It’s BYO Bed for this affair—it’s a wood floor— but you and the kids will have lots of room to spread out. Amenities include outdoor hot showers, a sink, and clawfoot bathtub. There’s also an outdoor kitchen with fridge, sink and grill, and guests are welcome to explore the acreage, meet the resident animals (sheep, angora goats and rabbits, dairy goats, and chickens) and buy organic produce from the farm’s greenhouse and garden. The Inn is located in Sullivan County, close to Bethel Woods, the Catskill Park, Neversink Unique Area and Sam's Point.

Rate: $350/night


For an Affordable Cabin with Thoughtful Touches

Settle in at this New Fairfield, CT cabin across from Candlewood Lake and a two-minute drive from Squantz Pond State Park. This little house has stylish touches all around, as well as a fire pit and patio, outdoor shower and even an inflatable hot tub! 

Rate: $152/night


For a Loft Apt in a New Paltz Barn

We see a fun fall outing at this loft apartment in a renovated 19th century barn in New Paltz. Head up for a couple days for apple or pumpkin picking, enjoying the fall foliage, etc. The barn is up to date with all the conveniences of wifi, A/C, washer/dryer, and is near both the town of New Paltz and outdoor spots for hiking and enjoying nature. 

Rate: $122/night


For an Historic House in the Heart of Northampton

Embrace your farmhouse daydreams at an affordable rate in this historic, restored Northampton, Mass house. The two-bedroom, one-and-a-half bath house is located in the charming downtown, and has a authentic features like wide-plank wood floors, a (narrow) spiral staircase and farmhouse sink. There's also a grill and garden sitting area. 

Rate: $151/night


To Fulfill a Hamptons Fantasy

It's not cheap, but that's not how things are in the Hamptons. Live the Hamptons lifestyle for a spell in this lovely four-bedroom, two bath house in Sag Harbor. Close to the village shops and town beaches, this bayside charmer has rolling lawns, a deck for taking in sunsets, lots of space and even a a game room. 

Rate: $420/night



—Mimi O’Connor


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