
Kid-friendly holiday rentals in Dutchess County
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Top-rated family-friendly rentals in Dutchess County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Dutchess County family-friendly rentals
Kid-friendly house rentals

Cozy ranch near FDR Historical Site

Hobbit House of Pawling

Historic 1 BR Family Home Near Buttermilk Falls

Beacon 2BR house w/ backyard, easy walk to main st

The Red Country Cottage

Stunning Views, Light and Open - The Beech House

Gorgeous country hideout with views close to all ✨

1834 Farm House
Family-friendly apartment rentals

Lovely 1 bedroom apt. with free parking in Rondout

3 Bdrm. Near Hudson Valley Colleges & Attractions

Top Floor 2BR - Just Renovated!

Ground Floor Apartment on Hudson River

Cozy 2nd floor apartment in Beacon

Renovated apartment in midtown Kingston

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Large, private apartment in scenic Hudson Valley
Family-friendly apartment rentals

Spacious and stylish entire one bedroom apartment.

Rustic Spa Retreat

Cozy & walking distance to cafés *spring avails*

Hudson Valley Hiker’s Loft-Private Room Queen Bed
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- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Taconic State Park
- The Kartrite Resort & Indoor Waterpark
- Opus 40
- Mohawk Mountain Ski Area
- Beartown State Forest
- Thaddeus Hait Farm
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Resorts World Catskills
- Hook Mountain State Park
- Tamarack Country Club
- Sterling Forest State Park
- Rockland Lake State Park
- Round Hill Golf Club
- The Stanwich Club
- Mount Peter Ski Area
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Woodway Country Club
- Things to do Dutchess County
- Nature and outdoors Dutchess County
- Things to do New York
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