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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Dover Plains holiday homes

TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is £330
includes taxes & fees
16 Jun - 17 Jun
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Outdoor dining

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, (65 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is £241
includes taxes & fees
15 Jun - 16 Jun
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Exterior detail

Upstate 3-bedroom house with hot tub and fire pit in tranquil Fishkill

Upstate 3-bedroom house with hot tub and fire pit in tranquil Fishkill
Fishkill
The price is £279
includes taxes & fees
9 Jun - 10 Jun
Upstate 3-bedroom house with hot tub and fire pit in tranquil Fishkill
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is £195
includes taxes & fees
6 Jun - 7 Jun
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is £277
includes taxes & fees
16 Jun - 17 Jun
King Bed | Private Parking | Strong WiFi
Hair dryer, towels, soap, toilet paper

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is £182
includes taxes & fees
8 Jun - 9 Jun
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Smart TV

Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location
Poughkeepsie
6.8 out of 10, (5 reviews)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is £249
includes taxes & fees
15 Jun - 16 Jun
Cozy Escape -Strong Wi-Fi -Prime Location
Fridge, microwave, oven, stovetop

"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 £421
includes taxes & fees
9 Jun - 10 Jun
"Country outside the city " 3 bedrooms 2 full bathrooms
TV, fireplace, books

NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
The price is £521
includes taxes & fees
8 Jun - 9 Jun
NEW: Chic Modern Barn Style Home in Fun Area
Interior

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, (4 reviews)
"Great host"
United States
Lindsey F.
The price is £409
includes taxes & fees
10 Jun - 11 Jun
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Interior

rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is £303
includes taxes & fees
15 Jun - 16 Jun
rural, serene + sophisticated space
Cookware/dishes/utensils

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (9 reviews)
"Great spot "
United States
Mike P.
The price is £530
includes taxes & fees
9 Jun - 10 Jun
Awesome Lake Home with tons of fun!
Dining

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is £658
includes taxes & fees
9 Jun - 10 Jun
Whispering Estate Guest House - A Romantic Countryside Getaway
Exterior

Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (4 reviews)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is £528
includes taxes & fees
11 Jun - 12 Jun
Chestnut on Willow Lake
Smart TV, fireplace, video games, DVD player

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (20 reviews)
"Place was beautifully done, it’s obvious they take care of their place. The hosts were thoughtful and attentive, will definitely visit again. "
United States
Jasmine G.
The price is £722
includes taxes & fees
5 Jun - 6 Jun
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Property grounds

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is £550
includes taxes & fees
8 Jun - 9 Jun
Red Cottage - Lakeside Property!
Dining

The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.6 out of 10, Exceptional, (7 reviews)
"This our 3rd stay at the property and once again we thoroughly enjoyed the house and the grounds. We had an opportunity to enjoy horseback riding on site and would definitely recommend that to any visitors. The hosts were very kind and hospitable. "
United States
Eric L.
The price is £831
includes taxes & fees
10 Jun - 11 Jun
The George is an elegant restored home in the Hudson Valley
Fridge, microwave, oven, stovetop

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, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is £1,085
includes taxes & fees
5 Jun - 6 Jun
A Country Lodge Straight Out of the Pages of a Great Novel
Exterior

Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (5 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is £575
includes taxes & fees
8 Jun - 9 Jun
Hickory on Willow 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 Dover Plains Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"I loved everything about this hotel EXCEPT the beds. They are WAY TOO SOFT."
Diedre 1-night trip
Posted less than an hour ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Dover Plains

Dover Plains Holiday Homes information

Number of reviews
177
Accommodation
283 Holiday Homes
Lowest Price
£182
Highest Price
£1,085