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House vacation rentals in Dutchess County
Find and book unique houses on Airbnb
Top-rated house rentals in Dutchess County
Guests agree: these houses 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 house rentals
House rentals with a pool
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Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
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Home in Rhinebeck
4.96 out of 5 average rating, 169 reviewsOn The Hill in Rhinebeck
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Home in Saugerties
4.81 out of 5 average rating, 124 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
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Home in Saugerties
4.93 out of 5 average rating, 106 reviewsView Top Farmhouse-comfy, cozy get togethers.
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Home in Hopewell Junction
4.95 out of 5 average rating, 21 reviewsCabin Oasis in the Woods
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Home in Stanfordville
4.98 out of 5 average rating, 40 reviewsCharming lakeside cabin with private heated pool
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Home in Pleasant Valley
4.93 out of 5 average rating, 81 reviewsHuge HV Retreat: pool/spa/home theater/gym
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Home in Hopewell Junction
5 out of 5 average rating, 9 reviewsMCM in the Hudson Valley
Weekly house rentals
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Home in Hyde Park
4.93 out of 5 average rating, 131 reviewsCozy cottage
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Home in Highland
4.95 out of 5 average rating, 151 reviewsThe Grove: beautiful two bedroom home
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Home in Beacon
4.96 out of 5 average rating, 321 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
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Home in Rhinebeck
4.83 out of 5 average rating, 242 reviewsPrivate Lakefront Bungalow
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Home in Rhinebeck
4.97 out of 5 average rating, 127 reviewsHoneybug Snug near Omega Institute!
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Home in Pawling
4.9 out of 5 average rating, 282 reviewsAppalachian Trail House! Easy access to NYC trains
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Home in Pine Plains
4.98 out of 5 average rating, 114 reviewsTwin Island Lake House • Hot Tub
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Home in Hyde Park
4.96 out of 5 average rating, 81 reviewsCozy Historic Piersaull House - Charming & Quirky!
Private house rentals
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Home in Hyde Park
4.94 out of 5 average rating, 63 reviewsHudson Valley Modernist River Home
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Home in Dover Plains
4.92 out of 5 average rating, 38 reviews5 Harts Rd - Newly built home in Dover, NY
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Home in Salt Point
4.91 out of 5 average rating, 44 reviewsSalvato Mill-designer escape w/ private waterfall
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Home in Dover Plains
5 out of 5 average rating, 15 reviewsBlue Heron - Scenic Oasis on Working Farm
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Home in Pawling
4.96 out of 5 average rating, 26 reviewsCountry Village Getaway
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Home in Beacon
4.99 out of 5 average rating, 96 reviewsNEW! Stylish Home in the Heart of Beacon
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Home in Clinton Corners
5 out of 5 average rating, 37 reviewsEnjoy the Hudson Valley at our quiet Farmhouse!
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Home in Kingston
5 out of 5 average rating, 91 reviewsLuxury Retreat with pool in historic Kingston
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