Family-friendly holiday 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.
Holiday 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, 318 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Home in Red Hook
4.88 out of 5 average rating, 213 reviewsWooded Retreat w/ Hot Tub and Trout River
Farm stay in Kent
4.87 out of 5 average rating, 268 reviews(°) The Wandering Peacock (°)
Home in Ancramdale
4.93 out of 5 average rating, 129 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
Home in Rhinebeck
4.9 out of 5 average rating, 208 reviewsRhinebeck Modern Home with amazing outdoor space
Guest house in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
Farm stay in Rhinebeck
4.94 out of 5 average rating, 174 reviewsMajestic Oasis in Rhinebeck w/ Hot Tub & Pool
Family- and pet-friendly home rentals
Flat in Carmel
4.87 out of 5 average rating, 279 reviewsPrivate space, with yard
Home in Rhinebeck
4.83 out of 5 average rating, 240 reviewsPrivate Lakefront Bungalow
Home in Millbrook
4.9 out of 5 average rating, 140 reviewsSerene Waterfront Mill House, Stroll to Village
Flat in Saugerties
4.91 out of 5 average rating, 173 reviewsEsopus Bend Getaway - 4 min to HITS
Campervan/Motorhome in Wappingers Falls
4.89 out of 5 average rating, 187 reviewsCamping(Pebble base camp) private campsite
Home in Poughquag
4.98 out of 5 average rating, 133 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
Home in Millerton
4.88 out of 5 average rating, 139 reviewsThe 1913 House, book 6 days get the 7th free.
Home in Beacon
4.97 out of 5 average rating, 213 reviewsMt hikes, city strolls river walks
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, 23 reviewsHudson Valley Colonial with Inground Pool
Home in Saugerties
4.92 out of 5 average rating, 95 reviewsPeaceful Hudson Valley Getaway
Home in Saugerties
5.0 out of 5 average rating, 92 reviewsSaugerties Luxury Rental, Close to HITS
Home in Lagrangeville
5.0 out of 5 average rating, 11 reviewsA-Frame w/ 3 Bedrooms, 2 Full Baths, Swimming Pond
Home in Barrytown
4.85 out of 5 average rating, 20 reviewsGorgeous 4 BR-4BR House and Pool/ Unique Location
Home in Clinton Corners
4.89 out of 5 average rating, 19 reviewsGorgeous Hudson Valley Farmhouse pool & sauna
Home in Millerton
4.98 out of 5 average rating, 52 reviewsScandinavian Modern Upstate House w/Pool & Sauna
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
- House rentals Dutchess County
- Rentals with a fireplace Dutchess County
- Flat rentals Dutchess County
- Pet-friendly rentals Dutchess County
- Bed and breakfasts Dutchess County
- Rentals with breakfast Dutchess County
- Rentals with outdoor seating Dutchess County
- Rentals with beach access Dutchess County
- Monthly Rentals Dutchess County
- Private suite rentals Dutchess County
- Rentals with pools Dutchess County
- Farm stay rentals Dutchess County
- Tiny house rentals Dutchess County
- Rentals with a patio Dutchess County
- Beachfront rentals Dutchess County
- Waterfront rentals Dutchess County
- Rentals with lake access Dutchess County
- Rentals with a washing machine and dryer Dutchess County
- Cabin rentals Dutchess County
- Guest house rentals Dutchess County
- Family-friendly rentals Dutchess County
- Rentals with a firepit Dutchess County
- Cottage rentals Dutchess County
- Rentals with a kayak Dutchess County
- Rentals with a hot tub 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