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
Farm stay in Kent
4.87 out of 5 average rating, 264 reviews(°) The Wandering Peacock (°)
Home in Rhinebeck
4.9 out of 5 average rating, 206 reviewsRhinebeck Modern Home with amazing outdoor space
Home in Beacon
4.96 out of 5 average rating, 311 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Home in Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Home in Saugerties
4.81 out of 5 average rating, 123 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
Farm stay in Rhinebeck
4.94 out of 5 average rating, 172 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
Family- and pet-friendly home rentals
Home in Millbrook
4.9 out of 5 average rating, 139 reviewsSerene Waterfront Mill House, Stroll to Village
Home in Rhinebeck
4.83 out of 5 average rating, 239 reviewsPrivate Lakefront Bungalow
Home in Poughquag
4.98 out of 5 average rating, 132 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
Apartment in Saugerties
4.91 out of 5 average rating, 171 reviewsEsopus Bend Getaway - 4 min to HITS
Home in Millerton
4.88 out of 5 average rating, 137 reviewsThe 1913 House, book 6 days get the 7th free.
Camper/RV in Wappingers Falls
4.89 out of 5 average rating, 186 reviewsCamping(Pebble base camp) private campsite
Home in Beacon
4.97 out of 5 average rating, 211 reviewsMt hikes, city strolls river walks
Home in Tivoli
4.98 out of 5 average rating, 146 reviews1900's victorian farmhouse.
Family-friendly home rentals with a pool
Home in Lagrangeville
4.84 out of 5 average rating, 121 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
Home in Lagrangeville
5.0 out of 5 average rating, 11 reviewsA-Frame w/ 3 Bedrooms, 2 Full Baths, Swimming Pond
Home in Saugerties
4.91 out of 5 average rating, 94 reviewsPeaceful Hudson Valley Getaway
Home in Barrytown
4.84 out of 5 average rating, 19 reviewsGorgeous 4 BR-4BR House and Pool/ Unique Location
Home in Saugerties
5.0 out of 5 average rating, 92 reviewsSaugerties Luxury Rental, Close to HITS
Cottage in Dover Plains
5.0 out of 5 average rating, 12 reviewsCharming Country House
Home in Millerton
4.98 out of 5 average rating, 52 reviewsScandinavian Modern Upstate House w/Pool & Sauna
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