
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

1834 Farm House

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

River & Mtn Views - Jacuzzi - near Metro North
Family- and pet-friendly home rentals

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

Ground Floor Apartment on Hudson River

Historic 1 BR Family Home Near Buttermilk Falls

Mt hikes, city strolls river walks

Magical Waterfront Escape on the Esopus Creek

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
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- Hunter Mountain
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- The Kartrite Resort & Indoor Waterpark
- Thunder Ridge Ski Area
- Resorts World Catskills
- Taconic State Park
- Zoom Flume
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Sterling Forest State Park
- Rockland Lake State Park
- Windham Mountain
- The Stanwich Club
- Mohawk Mountain Ski Area
- Talcott Mountain State Park
- Opus 40
- Beartown State Forest
- Mount Southington Ski Area
- Things to do Dutchess County
- Nature and outdoors Dutchess County
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