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

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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, (329 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is ฿5,711
฿7,627 total
includes taxes & fees
29 Oct - 30 Oct
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, (192 reviews)
"Great stay"
United States
George
The price is ฿3,334
฿3,734 total
includes taxes & fees
2 Nov - 3 Nov
Micosta Leisure Inn
A cabin with a triangular window, wooden walls, and a bed with pillows.

3. 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 ฿9,258
฿9,999 total
includes taxes & fees
20 Nov - 21 Nov
Gather Greene
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.

4. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is ฿7,524
฿9,183 total
includes taxes & fees
2 Nov - 3 Nov
Gatherwild Ranch
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 ฿7,174
฿8,834 total
includes taxes & fees
8 Nov - 9 Nov
Historic Horse Barn Apartment in Goshen
A spacious living room with a fireplace, a ceiling fan, and a large window.

6. 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 ฿7,161
฿17,449 total
includes taxes & fees
8 Nov - 9 Nov
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A hot tub in a backyard with a house, trees, and a clear sky.

7. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is ฿91,198
฿118,388 total
includes taxes & fees
29 Oct - 30 Oct
Las Flores Villa
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

The Heartwood

The Heartwood

10/10 Excellent
"Elegant and wonderful."
Greg 1-night trip
Posted 5 hours ago
The Heartwood

Find out more about Dutchess County

Vacation Apartments in Dutchess County

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