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House holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Dutchess County
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 Lagrangeville
4.84 out of 5 average rating, 122 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
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Home in Rhinebeck
4.96 out of 5 average rating, 169 reviewsOn The Hill in Rhinebeck
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-35573926/original/0ba0f883-f893-4ec5-90b5-c2d61b5aa2f1.jpeg?im_w=720)
Home in Saugerties
4.81 out of 5 average rating, 123 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
![](https://a0.muscache.com/im/pictures/6e30220c-077f-4e81-9d23-f79db9bf7323.jpg?im_w=720)
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 Rhinebeck
5 out of 5 average rating, 46 reviewsRenovated mid/late 1800s Barn
Weekly house rentals
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Home in Pawling
5 out of 5 average rating, 194 reviewsHobbit House of Pawling
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Home in Carmel Hamlet
4.93 out of 5 average rating, 135 reviewsLux Bungalow on the Lake
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Home in Staatsburg
4.97 out of 5 average rating, 104 reviewsRestored 1850 farmhouse w light & colonial charm
![](https://a0.muscache.com/im/pictures/03fbacb8-1603-4e03-950a-a41cae77d5f1.jpg?im_w=720)
Home in Pine Plains
4.98 out of 5 average rating, 113 reviewsTwin Island Lake House • Hot Tub
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Home in Rhinebeck
4.83 out of 5 average rating, 241 reviewsPrivate Lakefront Bungalow
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Home in Kingston
4.81 out of 5 average rating, 130 reviewsGarden Studio near Waterfront
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Home in Rhinebeck
4.97 out of 5 average rating, 123 reviewsHoneybug Snug near Omega Institute!
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Home in Millerton
4.93 out of 5 average rating, 367 reviewsMountaintop Skyloft
Private house rentals
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Home in Hyde Park
4.96 out of 5 average rating, 81 reviewsCozy Historic Piersaull House - Charming & Quirky!
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Home in Hyde Park
5 out of 5 average rating, 68 reviewsThe Gatehouse in Historic Hyde Park
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Home in Dover Plains
5 out of 5 average rating, 54 reviewsMillstone Manor with East Mountain View
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Home in Dover Plains
4.92 out of 5 average rating, 37 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 Saugerties
5 out of 5 average rating, 11 reviewsGrand Opening - Private Studio / Sleeps 3
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Home in Hyde Park
5 out of 5 average rating, 24 reviewsWooded Rhinebeck-Beacon area Escape w/Outdoor Spa
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Home in Pawling
4.97 out of 5 average rating, 77 reviewsFarmhouse Oasis in the Hudson Valley, Stream Views
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