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

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Dutchess County Accommodation: Most Popular Cities to Stay

A calm river with mountains on either side and a sunset sky.
Holiday RentalsHoliday Rentals

Fishkill

Fishkill
A large brick building with a central dome and a smaller dome on the right.
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Hyde Park

Hyde Park

Our top choices for Dutchess County holiday rentals

A brick building with a sign reading 'Lobby' in front.

1. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.2 out of 10, Wonderful, (21 reviews)
"great place tostay"
United States
Anonymous traveller
The price is £83
includes taxes & fees
1 Nov - 2 Nov
2 Full Beds | Non-Smoking, Kitchen
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

2. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is £219
includes taxes & fees
3 Nov - 4 Nov
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A modern kitchen with white cabinets, a central island, and a view to the outside.

3. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.4 out of 10, Exceptional, (10 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is £162
includes taxes & fees
19 Oct - 20 Oct
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

4. Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is £150
includes taxes & fees
12 Oct - 13 Oct
Private, Cozy, Clean apartment in lovely Hyde Park
A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

5. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Red Hook
9.2 out of 10, Wonderful, (15 reviews)
"Very sweet little spot that took care of all our needs. Very grateful to have found it and enjoyed our stay."
United States
Jason D.
The price is £171
includes taxes & fees
7 Oct - 8 Oct
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A compact kitchenette with a microwave, stove, sink, and a small dining area with a chair and a TV.

6. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Fishkill
10.0 out of 10, Exceptional, (2 reviews)
"Checked out local spots nearby, easy parking available."
United States
Anonymous traveller
The price is £81
includes taxes & fees
13 Oct - 14 Oct
2 Full Beds | Non-Smoking, Micfridge
A farm sign for Clover Brooke Farm in Hyde Park, NY, with a barn and a building in the background.

7. Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (8 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
The price is £174
includes taxes & fees
7 Oct - 8 Oct
Hudson Valley Farm Getaway- West/Llama Lover Lane
A deck with a red umbrella, wooden chairs, and a table with potted plants.

8. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (60 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is £236
includes taxes & fees
28 Oct - 29 Oct
Mid-Century DJ’s Dream
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

9. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is £217
includes taxes & fees
8 Oct - 9 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

10. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is £316
includes taxes & fees
7 Oct - 8 Oct
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A white house with a steeply pitched roof and a small tower-like structure.

11. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
9.8 out of 10, Exceptional, (8 reviews)
"Lovely home in the heart of Millbrook."
United States
Marianne A S.
The price is £370
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

12. Chic Barn Style * Fireplace * Near Stissing House

Chic Barn Style * Fireplace * Near Stissing House
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is £548
includes taxes & fees
28 Oct - 29 Oct
Chic Barn Style * Fireplace * Near Stissing House
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

13. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (5 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is £296
includes taxes & fees
6 Nov - 7 Nov
Rustic Cabin in Fishkill!
An outdoor patio area with a covered seating area, a pool, and potted plants.

14. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (78 reviews)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
The price is £262
includes taxes & fees
8 Oct - 9 Oct
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

15. The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.8 out of 10, Exceptional, (11 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
The price is £849
includes taxes & fees
7 Oct - 8 Oct
The George is an elegant restored home in the Hudson Valley
A kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

16. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is £445
includes taxes & fees
13 Oct - 14 Oct
"Country outside the city " 3 bedrooms 2 full bathrooms
A spacious living room with a large wooden dining table, a comfortable sofa, and a bookshelf filled with books and decorative items.

17. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (6 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is £638
includes taxes & fees
11 Oct - 12 Oct
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
A living room with a television, a cabinet, a glass coffee table, and a framed picture on the wall.

18. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is £519
includes taxes & fees
11 Oct - 12 Oct
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

19. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is £418
includes taxes & fees
2 Nov - 3 Nov
Hickory on Willow Lake
A modern kitchen with white cabinets, a large island, and a skylight.

20. A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (15 reviews)
"We loved the house and it really added to our upstate experience!!"
United States
stephen r.
The price is £1,007
includes taxes & fees
16 Oct - 17 Oct
A Country Lodge Straight Out of the Pages of a Great Novel
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

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Keep up the great work"
Eric 3-night trip
Posted 2 hours ago
Ethan Allen Hotel

Find out more about Dutchess County

Holiday Apartments in Dutchess County

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