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 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 Saugerties
4.81 out of 5 average rating, 123 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
Home in Rhinebeck
4.96 out of 5 average rating, 168 reviewsOn The Hill in Rhinebeck
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, 20 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 Rhinebeck
4.92 out of 5 average rating, 176 reviews3Br Creekside Cottage on 130 acre forest w/ trails
Home in Pawling
4.9 out of 5 average rating, 278 reviewsAppalachian Trail House! Easy access to NYC trains
Home in Poughkeepsie
4.96 out of 5 average rating, 170 reviews3 BR|CIA|Marist|King Beds|Pets|Cable| Wifi
Home in Rhinebeck
4.83 out of 5 average rating, 239 reviewsPrivate Lakefront Bungalow
Home in Rhinebeck
4.97 out of 5 average rating, 122 reviewsHoneybug Snug near Omega Institute!
Home in Amenia
4.89 out of 5 average rating, 110 reviewsThe Wheelhaus—Restored Home in Hamlet of Amenia
Home in Beacon
4.96 out of 5 average rating, 316 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Home in Pleasant Valley
4.95 out of 5 average rating, 76 reviewsCozy Cape, Centrally Located
Private house rentals
Home in Lagrangeville
4.95 out of 5 average rating, 20 reviewsHuge Pool, Elevated Hot Tub, Lounge Cabanas & Gym
Home in Dover Plains
5.0 out of 5 average rating, 15 reviewsBlue Heron - Scenic Oasis on Working Farm
Home in Stanfordville
5.0 out of 5 average rating, 12 reviewsA Modern Retreat
Home in Dover Plains
4.92 out of 5 average rating, 37 reviews5 Harts Rd - Newly built home in Dover, NY
Home in Pine Plains
5.0 out of 5 average rating, 22 reviewsStunningly Designed Luxury Home w/ Pool & Hot Tub
Home in West Park
4.94 out of 5 average rating, 47 reviewsRustic Hudson R. home with firepit/bar/billiard
Home in Beacon
4.99 out of 5 average rating, 93 reviewsNEW! Stylish Home in the Heart of Beacon
Home in Staatsburg
4.97 out of 5 average rating, 74 reviews3BR/3BA Renovated Retreat w/ Firepit By Rhinebeck
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