A lake surrounded by hills with autumn foliage, a small island with a historic building, and a cloudy sky.

Holiday Rentals in Dutchess County

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Top Cities in Dutchess County

A calm lake with trees and a clear sky.
Holiday RentalsHoliday Rentals

Beacon

Beacon
A pumpkin field with numerous pumpkins scattered across the dry, harvested land.
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Wappingers Falls

Wappingers Falls

Our top choices for Dutchess County holiday rentals

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

1. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (340 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is €186
includes taxes & fees
7 Dec - 8 Dec
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

2. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (195 reviews)
"Great stay"
United States
George
The price is €99
includes taxes & fees
9 Nov - 10 Nov
Micosta Leisure Inn
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

3. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
10.0 out of 10, Exceptional, (1 review)
"Amazing sauna session"
United States
AYANO
The price is €244
includes taxes & fees
8 Nov - 9 Nov
Gatherwild Ranch
A cabin with a triangular window, wooden walls, and a bed with pillows.

4. Gather Greene

Gather Greene
3.0 star property
Coxsackie
10.0 out of 10, Exceptional, (5 reviews)
"The room was spotless and very cozy! Everything was perfect, the scenery the smell, the atmosphere…EVRYTHING! The staff on the property were extremely friendly and generously helpful! Would 100% recommend for a couple’s getaway! Parking wasn’t a problem at all as well! Short walking distance to the cabins and back."
United States
Jabari
The price is €268
includes taxes & fees
4 Dec - 5 Dec
Gather Greene
A two-story house with a porch, a table, and chairs outside.

5. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is €189
includes taxes & fees
8 Nov - 9 Nov
Historic Horse Barn Apartment in Goshen
A hot tub in a backyard with a house, trees, and a clear sky.

6. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is €1,283
includes taxes & fees
8 Nov - 9 Nov
Las Flores Villa
A spacious living room with a fireplace, a ceiling fan, and a large window.

7. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
United States
Scott
The price is €484
includes taxes & fees
8 Nov - 9 Nov
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dutchess County Hotel Reviews

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"great place to stay"
Julia 1-night trip
Posted 3 hours ago
Beekman Arms and Delamater Inn

Find out more about Dutchess County

Holiday Homes in Dutchess County

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