House holiday 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.
Holiday rentals for every style
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Popular amenities for house rentals in Dutchess County
House rentals with a pool
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Home in Lagrangeville
4.84 out of 5 average rating, 121 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in Staatsburg
4.98 out of 5 average rating, 105 reviewsHilltop Escape ~ 25 acre private retreat
Home in Rhinebeck
4.96 out of 5 average rating, 169 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 Saugerties
4.93 out of 5 average rating, 106 reviewsView Top Farmhouse-comfy, cozy get togethers.
Home in Hopewell Junction
4.95 out of 5 average rating, 21 reviewsCabin Oasis in the Woods
Home in Stanfordville
4.98 out of 5 average rating, 40 reviewsCharming lakeside cabin with private heated pool
Weekly house rentals
Home in Hyde Park
4.93 out of 5 average rating, 131 reviewsCozy hilltop cottage
Home in Staatsburg
4.97 out of 5 average rating, 104 reviewsRestored 1850 farmhouse w light & colonial charm
Home in Carmel Hamlet
4.93 out of 5 average rating, 134 reviewsLux Bungalow on the Lake
Home in Rhinebeck
4.83 out of 5 average rating, 240 reviewsPrivate Lakefront Bungalow
Home in Pine Plains
4.98 out of 5 average rating, 113 reviewsTwin Island Lake House • Hot Tub
Home in Kingston
4.81 out of 5 average rating, 130 reviewsGarden Studio near Waterfront
Home in Beacon
4.96 out of 5 average rating, 318 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Home in Millbrook
4.9 out of 5 average rating, 140 reviewsSerene Waterfront Mill House, Stroll to Village
Private house rentals
Home in Ancram
5.0 out of 5 average rating, 36 reviewsAncram / Artist run Victorian / Bohemian
Home in Hyde Park
5.0 out of 5 average rating, 68 reviewsThe Gatehouse in Historic Hyde Park
Home in Poughkeepsie
5.0 out of 5 average rating, 12 reviewsPrivate retreat on 12 acres w hot tub/pool & BBQ
Home in Dover Plains
4.92 out of 5 average rating, 37 reviews5 Harts Rd - Newly built home in Dover, NY
Home in Saugerties
5.0 out of 5 average rating, 11 reviewsGrand Opening - Private Studio / Sleeps 3
Home in Dover Plains
5.0 out of 5 average rating, 54 reviewsMillstone Manor with East Mountain View
Home in Pawling
4.96 out of 5 average rating, 25 reviewsCountry Village Getaway
Home in Staatsburg
5.0 out of 5 average rating, 91 reviewsPrivate Designer Retreat sleeps 10 near Rhinebeck
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