Dutchess County vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Dutchess County
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dutchess County vacation rentals
Other great vacation rentals in Dutchess County
Apartment in Wappingers Falls
4.84 out of 5 average rating, 217 reviewsPrivate Spacious Strawberry Hill Loft Home
Sep 17 – 24
Guesthouse in Hyde Park
4.99 out of 5 average rating, 625 reviewsModern cottage with Hudson River view
Mar 6 – 13
Condo in Poughkeepsie
4.97 out of 5 average rating, 223 reviewsSpacious and stylish entire one bedroom apartment.
Jul 7 – 14
Home in Hyde Park
4.9 out of 5 average rating, 470 reviewsCozy ranch near FDR Historical Site
Sep 24 – Oct 1
Guest suite in Rhinebeck
4.93 out of 5 average rating, 152 reviewsCozy Private Suite in Rhinebeck
Jun 9 – 16
Guest suite in Marlboro
4.96 out of 5 average rating, 391 reviewsSpacious & Private Hudson Valley Getaway
Jul 26 – Aug 2
Farm stay in Red Hook
4.78 out of 5 average rating, 252 reviewsFarmland Tranquility at The Greig Farm Schoolhouse
Sep 10 – 17
Apartment in Millerton
4.8 out of 5 average rating, 230 reviewsGardens Galore and Village Whimsy Retreat
Jan 18 – 25
Other great vacation rentals in Dutchess County
Cottage in Pine Plains
4.98 out of 5 average rating, 118 reviewsPine Plains Cottage
May 23 – 30
Cottage in Clinton Corners
4.94 out of 5 average rating, 159 reviewsbrand new (Hudson Valley) Laughing Duck Cottage
Jan 1 – 8
Home in Millerton
4.96 out of 5 average rating, 112 reviewsVacation Home In Millerton
Sep 5 – 12
Apartment in Amenia
5.0 out of 5 average rating, 22 reviewsAmenia Main St Cozy Studio
Aug 21 – 28
Apartment in Hopewell Junction
4.81 out of 5 average rating, 16 reviewsCozy Gem in Hopewell
Feb 16 – 23
Apartment in Arlington
4.91 out of 5 average rating, 47 reviewsArlingtons Finest
Mar 16 – 23
Home in Poughkeepsie
5.0 out of 5 average rating, 9 reviewsNewly Renovated Studio - In Heart of Poughkeepsie
Aug 3 – 10
Tiny home in Highland
4.96 out of 5 average rating, 48 reviewsA delightful and cozy studio retreat.
Jun 27 – Jul 4
Destinations to explore
- Rentals with a kayak Dutchess County
- Cottage rentals Dutchess County
- Family-friendly rentals Dutchess County
- Waterfront rentals Dutchess County
- Rentals with a fireplace Dutchess County
- Rentals with lake access Dutchess County
- Tiny house rentals Dutchess County
- House rentals Dutchess County
- Rentals with breakfast Dutchess County
- Rentals with outdoor seating Dutchess County
- Rentals with a patio Dutchess County
- Kid-friendly rentals Dutchess County
- Monthly Rentals Dutchess County
- Private suite rentals Dutchess County
- Rentals with pools Dutchess County
- Rentals with a washer and dryer Dutchess County
- Bed and breakfasts Dutchess County
- Apartment rentals Dutchess County
- Rentals with beach access Dutchess County
- Guesthouse rentals Dutchess County
- Rentals with a hot tub Dutchess County
- Pet-friendly rentals Dutchess County
- Rentals with a fire pit Dutchess County
- Beachfront rentals Dutchess County
- Farmstay rentals 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