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, 311 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Jun 19 – 26
Home in Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
Mar 17 – 24
Home in Rhinebeck
4.9 out of 5 average rating, 206 reviewsRhinebeck Modern Home with amazing outdoor space
Feb 26 – Mar 5
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Aug 2 – 9
Farm stay in Kent
4.87 out of 5 average rating, 264 reviews(°) The Wandering Peacock (°)
Sep 15 – 22
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
Mar 2 – 9
Farm stay in Rhinebeck
4.94 out of 5 average rating, 172 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
Jan 2 – 9
Villa in Hopewell Junction
4.96 out of 5 average rating, 279 reviewsThe Mission House Sanctuary
Apr 17 – 24
Family- and pet-friendly home rentals
Home in Rhinebeck
4.83 out of 5 average rating, 239 reviewsPrivate Lakefront Bungalow
Oct 18 – 25
Home in Millbrook
4.9 out of 5 average rating, 139 reviewsSerene Waterfront Mill House, Stroll to Village
Mar 5 – 12
Home in Poughquag
4.98 out of 5 average rating, 132 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
Aug 14 – 21
Home in Millerton
4.88 out of 5 average rating, 137 reviewsThe 1913 House, book 6 days get the 7th free.
Oct 30 – Nov 6
Apartment in Saugerties
4.91 out of 5 average rating, 171 reviewsEsopus Bend Getaway - 4 min to HITS
Mar 18 – 25
Camper/RV in Wappingers Falls
4.89 out of 5 average rating, 186 reviewsCamping(Pebble base camp) private campsite
Jun 4 – 11
Home in Beacon
4.97 out of 5 average rating, 211 reviewsMt hikes, city strolls river walks
Dec 4 – 11
Home in Tivoli
4.98 out of 5 average rating, 146 reviews1900's victorian farmhouse.
Mar 21 – 28
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
Oct 22 – 29
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
Apr 14 – 21
Home in Lagrangeville
5.0 out of 5 average rating, 11 reviewsA-Frame w/ 3 Bedrooms, 2 Full Baths, Swimming Pond
Oct 6 – 13
Home in Saugerties
4.91 out of 5 average rating, 94 reviewsPeaceful Hudson Valley Getaway
May 10 – 17
Home in Barrytown
4.84 out of 5 average rating, 19 reviewsGorgeous 4 BR-4BR House and Pool/ Unique Location
Oct 24 – 31
Home in Saugerties
5.0 out of 5 average rating, 92 reviewsSaugerties Luxury Rental, Close to Skiing
Aug 3 – 10
Cottage in Dover Plains
5.0 out of 5 average rating, 12 reviewsCharming Country House
Dec 16 – 23
Home in Millerton
4.98 out of 5 average rating, 52 reviewsScandinavian Modern Upstate House w/Pool & Sauna
Jul 20 – 27
Destinations to explore
- Family-friendly rentals New York
- Family-friendly rentals United States
- Family-friendly rentals Manhattan
- Family-friendly rentals Brooklyn
- Family-friendly rentals New York
- Rentals with a patio Dutchess County
- Rentals with a fire pit Dutchess County
- Cottage rentals Dutchess County
- Tiny house rentals Dutchess County
- Apartment rentals Dutchess County
- Waterfront rentals Dutchess County
- Rentals with a washer and dryer Dutchess County
- Kid-friendly rentals Dutchess County
- Bed and breakfasts Dutchess County
- Rentals with pools Dutchess County
- Rentals with a hot tub Dutchess County
- Pet-friendly rentals Dutchess County
- Rentals with beach access Dutchess County
- House rentals Dutchess County
- Beachfront rentals Dutchess County
- Farmstay rentals Dutchess County
- Guesthouse rentals Dutchess County
- Rentals with lake access Dutchess County
- Rentals with outdoor seating Dutchess County
- Rentals with a fireplace Dutchess County
- Rentals with breakfast Dutchess County
- Rentals with a kayak Dutchess County
- Private suite rentals Dutchess County
- Monthly Rentals Dutchess County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom