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
Home in Beacon
4.96 out of 5 average rating, 310 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Nov 6 – 13
Farm stay in Kent
4.87 out of 5 average rating, 263 reviews(°) The Wandering Peacock (°)
Jan 8 – 15
Home in Rhinebeck
4.9 out of 5 average rating, 206 reviewsRhinebeck Modern Home with amazing outdoor space
Feb 24 – Mar 3
Home in Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
Nov 4 – 11
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Sep 21 – 28
Home in Saugerties
4.81 out of 5 average rating, 123 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
Mar 23 – 30
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
Apr 28 – May 5
Farm stay in Rhinebeck
4.94 out of 5 average rating, 172 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
Jan 2 – 9
Family- and pet-friendly home rentals
Home in Rhinebeck
4.83 out of 5 average rating, 239 reviewsPrivate Lakefront Bungalow
Sep 22 – 29
Home in Millbrook
4.9 out of 5 average rating, 139 reviewsSerene Waterfront Mill House, Stroll to Village
Mar 3 – 10
Home in Poughquag
4.98 out of 5 average rating, 132 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
Oct 17 – 24
Apartment in Saugerties
4.91 out of 5 average rating, 171 reviewsEsopus Bend Getaway - 4 min to HITS
Jun 23 – 30
Home in Millerton
4.88 out of 5 average rating, 137 reviewsThe 1913 House, book 6 days get the 7th free.
Oct 28 – Nov 4
Camper/RV in Wappingers Falls
4.89 out of 5 average rating, 186 reviewsCamping(Pebble base camp) private campsite
Jun 2 – 9
Home in Beacon
4.97 out of 5 average rating, 211 reviewsMt hikes, city strolls river walks
Aug 4 – 11
Home in Tivoli
4.98 out of 5 average rating, 146 reviews1900's victorian farmhouse.
Mar 9 – 16
Family-friendly home rentals with a pool
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Sep 27 – Oct 4
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
Apr 15 – 22
Home in Lagrangeville
5.0 out of 5 average rating, 11 reviewsA-Frame w/ 3 Bedrooms, 2 Full Baths, Swimming Pond
Nov 16 – 23
Home in Saugerties
4.91 out of 5 average rating, 94 reviewsPeaceful Hudson Valley Getaway
May 8 – 15
Home in Barrytown
4.84 out of 5 average rating, 19 reviewsGorgeous 4 BR-4BR House and Pool/ Unique Location
Oct 23 – 30
Home in Saugerties
5.0 out of 5 average rating, 92 reviewsSaugerties Luxury Rental, Close to Skiing
Sep 12 – 19
Cottage in Dover Plains
5.0 out of 5 average rating, 12 reviewsCharming Country House
Nov 20 – 27
Home in Millerton
4.98 out of 5 average rating, 52 reviewsScandinavian Modern Upstate House w/Pool & Sauna
Jul 24 – 31
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