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
Cottage in Ulster Park
4.94 out of 5 average rating, 187 reviewsHidden Gem Cottage β cozy escape to play or WFH
Guest favorite
Home in Hyde Park
4.85 out of 5 average rating, 186 reviewsVillage Cape Getaway
Guest favorite
Guest suite in Dover Plains
4.91 out of 5 average rating, 262 reviewsHoppy Hill Farm House
Guest favorite
Apartment in Rhinebeck
4.95 out of 5 average rating, 445 reviewsCozy private apartment in Rhinebeck Village
Guest favorite
Apartment in Millbrook
4.98 out of 5 average rating, 282 reviewsBlue Cottage Apartment in Village of Millbrook
Guest favorite
Cabin in Red Hook
4.96 out of 5 average rating, 308 reviewsModern Upstate Cabin, near Rhinebeck NY
Guest favorite
Apartment in Rhinebeck
4.99 out of 5 average rating, 162 reviewsRhinebeck Ridge - A Woodland Studio Retreat
Guest favorite
Guest suite in Marlboro
4.97 out of 5 average rating, 403 reviewsSpacious & Private Hudson Valley Getaway
Other great vacation rentals in Dutchess County
Guest favorite
Cottage in Red Hook
4.98 out of 5 average rating, 601 reviewsbright serene + spacious barn
Guest favorite
Guest suite in Beacon
4.97 out of 5 average rating, 293 reviewsHiker's nest
Guest favorite
Guest suite in Beacon
4.93 out of 5 average rating, 244 reviewsQuiet apartment with garden access, mountain views
Guest favorite
Guest suite in Esopus
4.92 out of 5 average rating, 192 reviewsHudson River Views near Kingston Rondout Harbor
Guest favorite
Guesthouse in Stanfordville
4.92 out of 5 average rating, 165 reviewsEco Cottage in the Woods
Guest favorite
Home in Hyde Park
4.89 out of 5 average rating, 473 reviewsCozy ranch near FDR Historical Site
Guest favorite
Guesthouse in Rhinebeck
4.94 out of 5 average rating, 129 reviewsRhinebeck Guest Cottage
Guest favorite
Apartment in Amenia
5.0 out of 5 average rating, 30 reviewsAmenia Main St Cozy Studio
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- Family travel hubΒ Tips and inspiration
- Family budget travelΒ Get there for less
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- Travel Europe on a budgetΒ How to take the kids to Europe for less
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