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

Search Holiday Rentals in Dutchess County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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, (335 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is ₹14,433
₹19,690 total
includes taxes & fees
2 Dec - 3 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, (194 reviews)
"Great stay"
United States
George
The price is ₹9,368
₹10,492 total
includes taxes & fees
4 Nov - 5 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 ₹25,197
₹27,213 total
includes taxes & fees
4 Dec - 5 Dec
Gather Greene
A two-story house with a porch, a table, and chairs outside.

4. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is ₹18,947
₹23,329 total
includes taxes & fees
8 Nov - 9 Nov
Historic Horse Barn Apartment in Goshen
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.

5. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is ₹21,139
₹25,801 total
includes taxes & fees
5 Nov - 6 Nov
Gatherwild Ranch
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 ₹20,119
₹49,025 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 ₹84,983
₹135,689 total
includes taxes & fees
4 Nov - 5 Nov
Las Flores Villa
A cozy living room with green sofas, a wooden ceiling, and a large window.

8. Maya's Garden House

Maya's Garden House
2.0 star property
Great Barrington
The price is ₹84,110
₹118,862 total
includes taxes & fees
5 Nov - 6 Nov
Maya's Garden House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dutchess County Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

8/10 Good
"Good job"
Salah 2-night trip
Posted 6 hours ago
Studio 6 Extended Stay Fishkill Westage Center NY

Find out more about Dutchess County

Holiday Apartments in Dutchess County

Search for holiday rentals in Dutchess County on Expedia.co.in! You can easily find your home rentals, villas, holiday apartments in Dutchess County using one of the methods below:

  • View our selection of featured holiday rentals in Dutchess County
  • Use the map to find apartments and other holiday homes in the Dutchess County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dutchess County while they last

Look no further and take a look at our great range of rental properties in Dutchess County!