
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

Rhinebeck Home with an amazing outdoor space+H/tub

Bluestone Escape - Where everyone is at home.

Unwind in the country, stargaze in hot tub

Cozy Mountainside Suite - Minutes from Beacon

8 Hampton Court, Clinton Corners

Private Country Home near Rhinebeck

1834 Farm House

Hudson Valley 3 bdrm. 4 acres, pool
Family- and pet-friendly home rentals

The 1913 House, book 6 days get the 7th free.

Ground Floor Apartment on Hudson River

Mt hikes, city strolls river walks

Magical Waterfront Escape on the Esopus Creek

Cabin with a View

Rhinebeck Village Apartment

Country Cottage: Hudson Valley - Millbrook Area

Private space, with yard
Family-friendly home rentals with a pool

Saugerties Luxury Close to HITS, festivals, hikes

Private Hudson Valley Country Retreat

Charming Country House

Hudson Valley Colonial with Inground Pool

Peaceful Hudson Valley Getaway House

Gorgeous Hudson Valley Farmhouse pool & sauna
Destinations to explore
- Beachfront rentals Dutchess County
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- Rentals with pools Dutchess County
- House rentals Dutchess County
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- Family-friendly rentals Dutchess County
- Rentals with a hot tub Dutchess County
- Rentals with a washing machine and dryer Dutchess County
- Guest house rentals Dutchess County
- Tiny house rentals Dutchess County
- Rentals with beach access Dutchess County
- Rentals with a firepit Dutchess County
- Rentals with a fireplace Dutchess County
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- Hunter Mountain
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Thunder Ridge Ski Area
- Zoom Flume
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Rockland Lake State Park
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Sterling Forest State Park
- Windham Mountain
- The Stanwich Club
- Mohawk Mountain Ski Area
- Beartown State Forest
- Talcott Mountain State Park
- Opus 40
- Mount Southington Ski Area
- Things to do Dutchess County
- Nature and outdoors Dutchess County
- Things to do New York
- Art and culture New York
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- Sightseeing New York
- Sports activities New York
- Food and drink New York
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States
- Wellness United States
- Sports activities United States
- Entertainment United States
- Nature and outdoors United States