House vacation rentals in Dutchess County
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Top-rated house rentals in Dutchess County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Dutchess County house rentals
House rentals with a pool
Home in Poughkeepsie
4.97 out of 5 average rating, 30 reviewsPrivate retreat on 12 acres w hot tub/pool & BBQ
Home in Rhinebeck
4.94 out of 5 average rating, 49 reviewsChic Modern Farmhouse in Rhinebeck
Home in Stormville
4.94 out of 5 average rating, 176 reviewsPrivate Hudson Valley Country Retreat
Home in Lagrangeville
4.84 out of 5 average rating, 133 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in Hyde Park
5 out of 5 average rating, 35 reviewsHyde Park Luxury A-Frame - Pool/Spa/Chef Kitchen
Home in Beacon
4.92 out of 5 average rating, 111 reviewsBeacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Home in Kingston
5 out of 5 average rating, 103 reviewsLuxury Retreat with pool in historic Kingston
Home in Rhinebeck
4.96 out of 5 average rating, 179 reviewsOn The Hill in Rhinebeck
Weekly house rentals
Home in Rhinebeck
5 out of 5 average rating, 49 reviewsSlate Cabin - Stylish Country Escape x Rhinebeck
Home in Hyde Park
5 out of 5 average rating, 81 reviewsThe Gatehouse in Historic Hyde Park
Home in Staatsburg
4.98 out of 5 average rating, 96 reviews3BR/3BA Renovated Retreat w/ Firepit By Rhinebeck
Home in Wingdale
4.93 out of 5 average rating, 15 reviewsYour own private lake + beach, boats & game room!
Home in Millerton
4.98 out of 5 average rating, 49 reviews1800s Schoolhouse with Modern Amenities
Home in Dover Plains
4.93 out of 5 average rating, 42 reviews5 Harts Rd - Newly built home in Dover, NY
Home in Hyde Park
4.93 out of 5 average rating, 95 reviewsThe Cozy Cape In Historic Hyde Park
Home in Salt Point
4.92 out of 5 average rating, 49 reviewsSalvato Mill-designer escape w/ private waterfall
Private house rentals
Home in Stanfordville
4.89 out of 5 average rating, 57 reviewsTwin Cedar Pond: Farmhouse w/ Pool House + Hot Tub
Home in Rhinebeck
5 out of 5 average rating, 15 reviewsRainbow Oasis Rhinebeck
Home in Pine Plains
4.87 out of 5 average rating, 23 reviewsHistoric Cottage w Brand New Hot Tub and Game Room
Home in Newburgh
5 out of 5 average rating, 25 reviewsThe Philip Johnson Wolfhouse
Home in Millerton
5 out of 5 average rating, 19 reviewsGorgeous Modern New Ranch near Rail Trail!
Home in Poughkeepsie
5 out of 5 average rating, 15 reviewsHudson holiday house
Home in Sherman
5 out of 5 average rating, 60 reviewsSlice of Paradise in the Country
Home in Dover Plains
5 out of 5 average rating, 64 reviewsMillstone Manor with East Mountain View
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