Family-friendly vacation rentals in Dutchess County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dutchess County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dutchess County family-friendly rentals
Family-friendly home rentals with a hot tub
Villa in Hopewell Junction
4.96 out of 5 average rating, 289 reviewsThe Mission House Sanctuary
Home in Rhinebeck
4.91 out of 5 average rating, 224 reviewsRhinebeck Modern Home with amazing outdoor space
Home in Ancramdale
4.93 out of 5 average rating, 135 reviewsUnwind in the country, stargaze in hot tub
Home in Cold Spring
4.91 out of 5 average rating, 253 reviews1834 Farm House
Home in Hopewell Junction
4.95 out of 5 average rating, 145 reviewsMy cozy home in nature on a pond!
Home in Red Hook
4.88 out of 5 average rating, 225 reviewsWooded Retreat w/ Hot Tub and Trout River
Home in Beacon
4.8 out of 5 average rating, 5 reviewsHouse in Beacon, Just Off Main Street
Home in Rhinebeck
4.86 out of 5 average rating, 91 reviewsLuxury Upstate NY Home w/ Hot Tub, Private 5 Acres
Family- and pet-friendly home rentals
Home in Millerton
4.89 out of 5 average rating, 149 reviewsThe 1913 House, book 6 days get the 7th free.
Home in Saugerties
4.89 out of 5 average rating, 115 reviewsThe Esopus Creek Charmer | a waterfront home
Home in Beacon
4.97 out of 5 average rating, 235 reviewsMt hikes, city strolls river walks
Home in Lake Katrine
4.95 out of 5 average rating, 110 reviewsMagical Waterfront Escape on the Esopus Creek
Rental unit in Saugerties
4.86 out of 5 average rating, 147 reviewsSaugerties Marina Peaceful Setting On the Water
Cottage in Pine Plains
5 out of 5 average rating, 140 reviewsPatchin Mills Quaint Country Cottage
Home in Verbank
4.98 out of 5 average rating, 179 reviewsThe Waterfall House
Guest suite in Millerton
4.95 out of 5 average rating, 359 reviewsNature Lover's Mountaintop Retreat
Family-friendly home rentals with a pool
Home in Saugerties
5 out of 5 average rating, 94 reviewsSaugerties Luxury Rental Close to hikes, festivals
Home in Stormville
4.94 out of 5 average rating, 176 reviewsPrivate Hudson Valley Country Retreat
Home in Stormville
5 out of 5 average rating, 11 reviews2 MasterSuites Heated SaltWater Pool+HotTub&More
Home in Saugerties
4.93 out of 5 average rating, 120 reviewsBluestone Escape - Where everyone is at home.
Farm stay in Rhinebeck
4.94 out of 5 average rating, 180 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
Cottage in Dover Plains
5 out of 5 average rating, 15 reviewsCharming Country House
Home in Saugerties
4.8 out of 5 average rating, 130 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
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