Dutchess County vacation rentals
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Top-rated vacation rentals in Dutchess County
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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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
Guest favorite
Guesthouse in Hyde Park
4.99 out of 5 average rating, 635 reviewsModern cottage with Hudson River view
Superhost
Apartment in Wappingers Falls
4.84 out of 5 average rating, 222 reviewsPrivate Spacious Strawberry Hill Loft Home
Guest favorite
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Guest favorite
Condo in Poughkeepsie
4.97 out of 5 average rating, 226 reviewsSpacious and stylish entire one bedroom apartment.
Guest favorite
Cabin in Rhinebeck
4.91 out of 5 average rating, 300 reviewsSunset Bungalow-Mt views on 130acre forest & falls
Guest favorite
Apartment in Lagrangeville
5.0 out of 5 average rating, 132 reviewsCountry Oasis | Centrally Located | Strong WiFi
Superhost
Farm stay in Red Hook
4.78 out of 5 average rating, 260 reviewsFarmland Tranquility at The Greig Farm Schoolhouse
Guest favorite
Guest suite in Beacon
4.97 out of 5 average rating, 293 reviewsHiker's nest
Other great vacation rentals in Dutchess County
Guest favorite
Home in Rhinebeck
5.0 out of 5 average rating, 165 reviewsEagle Rock House
Guest favorite
Cottage in Ulster Park
4.94 out of 5 average rating, 186 reviewsHidden Gem Cottage — cozy escape to play or WFH
Guest favorite
Apartment in Kent
4.93 out of 5 average rating, 128 reviewsLoft 22
Guest favorite
Cottage in Red Hook
4.98 out of 5 average rating, 601 reviewsbright serene + spacious barn
Guest favorite
Guest suite in Rhinebeck
4.91 out of 5 average rating, 387 reviewsContemporary Rhinebeck Private Village Retreat
Guest favorite
Apartment in Amenia
5.0 out of 5 average rating, 28 reviewsAmenia Main St Cozy Studio
Superhost
Apartment in Port Ewen
4.89 out of 5 average rating, 45 reviewsNear-Kingston Staycation Home
Guest favorite
Loft in Pleasant Valley
5.0 out of 5 average rating, 16 reviewsBe our guest at The Nest!
Destinations to explore
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