Holiday Homes in Dover Plains

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 July - 12 July
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 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, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is AU$547
includes taxes & fees
21 May - 22 May
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 AU$460
includes taxes & fees
19 May - 20 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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, (11 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 AU$363
includes taxes & fees
18 May - 19 May
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
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 AU$834
includes taxes & fees
9 June - 10 June
"Country outside the city " 3 bedrooms 2 full bathrooms
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 AU$1,002
includes taxes & fees
24 May - 25 May
Awesome Lake Home with tons of fun!
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is AU$519
includes taxes & fees
19 May - 20 May
King Bed | Private Parking | Strong WiFi
Iron/ironing board, WiFi, bed sheets

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 AU$286
includes taxes & fees
18 May - 19 May
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Interior

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

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
10.0 out of 10, Exceptional, (2 reviews)
"Great host"
United States
Lindsey F.
The price is AU$716
includes taxes & fees
19 May - 20 May
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
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 AU$1,342
includes taxes & fees
18 May - 19 May
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
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 AU$508
includes taxes & fees
18 May - 19 May
rural, serene + sophisticated space
Exterior

Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is AU$2,195
includes taxes & fees
18 May - 19 May
Las Flores Villa
Dining

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is AU$1,225
includes taxes & fees
18 May - 19 May
Whispering Estate Guest House - A Romantic Countryside Getaway
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 AU$454
includes taxes & fees
18 May - 19 May
Cozy Escape -Strong Wi-Fi -Prime Location
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 AU$992
includes taxes & fees
18 May - 19 May
Chestnut on Willow Lake
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 AU$1,060
includes taxes & fees
19 May - 20 May
NEW: Chic Modern Barn Style Home in Fun Area
Property grounds

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is AU$1,042
includes taxes & fees
18 May - 19 May
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
9.4 out of 10, Exceptional, (6 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 AU$1,559
includes taxes & fees
19 May - 20 May
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 AU$2,009
includes taxes & fees
18 May - 19 May
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 AU$1,082
includes taxes & fees
18 May - 19 May
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"No complaints"
Samantha 1-night trip
Posted 4 hours ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Dover Plains

Dover Plains Holiday Homes information

Number of reviews
171
Accommodation
270 Holiday Homes
Lowest Price
AU$286
Highest Price
AU$2,195