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

Dutchess County Holiday Rentals

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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, (320 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is HK$1,263
HK$1,704 total
includes taxes & fees
9 Nov - 10 Nov
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, (185 reviews)
"Great little place."
United States
Kim
The price is HK$784
HK$878 total
includes taxes & fees
13 Oct - 14 Oct
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 HK$2,045
HK$2,209 total
includes taxes & fees
1 Nov - 2 Nov
Gather Greene
A spacious loft with a high ceiling, exposed beams, a kitchen with modern appliances, a dining area, and a living room with a large sofa.

4. Hay Loft Apartment in Barn - Goshen

Hay Loft Apartment in Barn - Goshen
2.0 star property
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"This location was perfect for our yearly fall gathering. It is 15 minutes from Pure Terror Scream Park and nestled in a historic town. The unit was clean, spacious, and perfect for a group of 7-8 people. The hosts were very helpful and prompt with instructions. I would recommend this stay if you are looking to stay in Goshen, NY."
United States
Tammy
The price is HK$1,897
HK$2,336 total
includes taxes & fees
12 Oct - 13 Oct
Hay Loft Apartment in Barn - Goshen
A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.

5. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,992
HK$2,452 total
includes taxes & fees
12 Oct - 13 Oct
Carriage House Apartment Goshen NY
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.

6. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is HK$1,748
HK$2,134 total
includes taxes & fees
13 Oct - 14 Oct
Gatherwild Ranch
A two-story house with a porch, a table, and chairs outside.

7. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is HK$1,829
HK$2,252 total
includes taxes & fees
13 Oct - 14 Oct
Historic Horse Barn Apartment in Goshen
A hot tub in a backyard with a house, trees, and a clear sky.

8. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is HK$21,189
HK$27,506 total
includes taxes & fees
11 Oct - 12 Oct
Las Flores Villa
A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

9. Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
The price is HK$2,912
HK$5,481 total
includes taxes & fees
22 Oct - 23 Oct
Bright Cornwall-on-hudson Vacation Rental!
A house with a covered porch, stone foundation, and a front door with a wreath.

10. West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is HK$6,882
HK$12,504 total
includes taxes & fees
15 Oct - 16 Oct
West Point Summer Pool Jacuzzi Events Pets OK
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Guest room was designed well. Very clean. Comfortable bed. Great shower, strong pressure, like a massage. Breakfast was excellent , fresh and hot. Will be back"
Norman 1-night trip
Posted 15 hours ago
Hyatt Place Poughkeepsie / Hudson Valley