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
Get the amount of space that is right for you
Popular amenities for Dutchess County house rentals
House rentals with a pool
Home in Staatsburg
4.98 out of 5 average rating, 105 reviewsHilltop Escape ~ 25 acre private retreat
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Home in Rhinebeck
4.96 out of 5 average rating, 167 reviewsOn The Hill in Rhinebeck
Home in Saugerties
4.81 out of 5 average rating, 123 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
Home in Lagrangeville
4.84 out of 5 average rating, 121 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in Saugerties
4.93 out of 5 average rating, 106 reviewsView Top Farmhouse-comfy, cozy get togethers.
Home in Rhinebeck
5.0 out of 5 average rating, 28 reviewsChic Modern Farmhouse in Rhinebeck
Home in Rhinebeck
5.0 out of 5 average rating, 46 reviewsRenovated mid/late 1800s Barn
Weekly house rentals
Home in Staatsburg
4.97 out of 5 average rating, 103 reviewsRestored 1850 farmhouse w light & colonial charm
Home in Poughkeepsie
4.97 out of 5 average rating, 168 reviews3 BR|CIA|Marist|King Beds|Pets|Cable| Wifi
Home in Pawling
4.9 out of 5 average rating, 277 reviewsAppalachian Trail House! Easy access to NYC trains
Home in Kingston
4.8 out of 5 average rating, 127 reviewsGarden Studio near Waterfront
Home in Rhinebeck
4.83 out of 5 average rating, 239 reviewsPrivate Lakefront Bungalow
Home in Beacon
4.96 out of 5 average rating, 315 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Home in Marlboro
4.99 out of 5 average rating, 172 reviewsHistoric 1873 Farmhouse Near Vineyards & Orchards
Home in Saugerties
4.97 out of 5 average rating, 270 reviewsCreekside Cottage
Private house rentals
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Home in Poughkeepsie
5.0 out of 5 average rating, 11 reviewsNewly Renovated Studio - In Heart of Poughkeepsie
Home in Dover Plains
4.91 out of 5 average rating, 35 reviews5 Harts Rd - Newly built home in Dover, NY
Home in Pleasant Valley
4.95 out of 5 average rating, 76 reviewsCozy Cape, Centrally Located
Home in Hyde Park
4.94 out of 5 average rating, 77 reviewsHyde Parks Hideaway
Home in Pleasant Valley
4.97 out of 5 average rating, 38 reviewsCosmic Hollow
Home in Kingston
5.0 out of 5 average rating, 21 reviewsHoward Hamilton House
Home in Clinton Corners
5.0 out of 5 average rating, 28 reviewsStylish Farmhouse in the heart of Clinton Corners
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