
Holiday rentals in Dutchess County
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Top-rated holiday rentals in Dutchess County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Dutchess County holiday rentals
Other great holiday rentals in Dutchess County
Top guest favourite

Private room in Hopewell Junction
4.94 out of 5 average rating, 429 reviewsSmallRoom in HudsonValleyFarmhouse

Home in Pawling
5 out of 5 average rating, 4 reviewsLakefront A-Frame Hudson Valley
Guest favourite

Home in Hyde Park
5 out of 5 average rating, 10 reviewsHudson Valley Retreat I Foliage + Orchards
Top guest favourite

Private room in Beacon
4.91 out of 5 average rating, 618 reviewsBillie's Room in Beacon 1794 Home Walk 2 Train
Top guest favourite

Flat in Holmes
5 out of 5 average rating, 30 reviewsTop Side
Top guest favourite

Private room in Hyde Park
4.97 out of 5 average rating, 463 reviewsScandinavian Designed Norge Room

Home in Hopewell Junction
4.75 out of 5 average rating, 8 reviewsWabi-Sabi Zen Den | Tatami Oasis w/ Soaking Tub

Guest house in Marlboro Township
4.83 out of 5 average rating, 52 reviewsCharming 1850's Guest House in Nature
Destinations to explore
- Rentals with breakfast Dutchess County
- Rentals with outdoor seating Dutchess County
- Rentals with a patio Dutchess County
- Waterfront rentals Dutchess County
- Barn rentals Dutchess County
- Rentals with a washing machine and dryer Dutchess County
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- Family-friendly rentals Dutchess County
- Rentals with lake access Dutchess County
- Beachfront rentals Dutchess County
- Private suite rentals Dutchess County
- Rentals with beach access Dutchess County
- Rentals with a hot tub Dutchess County
- Flat rentals Dutchess County
- Cabin rentals Dutchess County
- Rentals with an EV charger Dutchess County
- Rentals with a fireplace Dutchess County
- Farm stay rentals Dutchess County
- Rentals with a kayak Dutchess County
- Rentals with a firepit Dutchess County
- Bed and breakfasts Dutchess County
- Pet-friendly rentals Dutchess County
- Rentals with pools Dutchess County
- Boutique hotel rentals Dutchess County
- Cottage rentals Dutchess County
- Tiny house rentals Dutchess County
- Guest house rentals Dutchess County
- House rentals Dutchess County
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Bash Bish Falls State Park
- Zoom Flume
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Rockland Lake State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Brotherhood, America's Oldest Winery
- Norman Rockwell Museum
- Mount Peter Ski Area
- Taconic State Park
- Windham Mountain
- Mount Southington Ski Area
- Mohawk Mountain Ski Area
- Beartown State Forest
- Sterling Forest State Park
- Hancock Shaker Village
- The Stanwich Club
- Things to do Dutchess County
- Nature and outdoors Dutchess County
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