Dover Plains Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Dover Plains holiday rentals

Property grounds

Apartment in Dover Plains

Hoppy Hill Farm House
9.6 out of 10, Exceptional, (4 reviews)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is HK$780
HK$1,499 total
includes taxes & fees
25 Jan - 26 Jan
Hoppy Hill Farm House
1 bedroom, free WiFi, bed sheets

Camping in New Milford

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
1.0 star property
8.0 out of 10, Very good, (1 review)
"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...
United States
Eric
The price is HK$1,170
HK$1,501 total
includes taxes & fees
21 Jan - 22 Jan
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
Exterior detail

Holiday Home in Goshen

CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.4 out of 10, Exceptional, (9 reviews)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is HK$828
HK$5,014 total
includes taxes & fees
22 Jan - 23 Jan
CT Gate House Goshen CT, Gate House Goshen CT
TV, fireplace

Holiday Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is HK$1,298
HK$2,767 total
includes taxes & fees
21 Jan - 22 Jan
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Property grounds

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$871
HK$1,533 total
includes taxes & fees
22 Jan - 23 Jan
Mid-Century DJ’s Dream
Outdoor dining

Apartment in Southbury

The Perch in the Purchase -- Cozy, unique, and private
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$985
HK$1,610 total
includes taxes & fees
2 Feb - 3 Feb
The Perch in the Purchase -- Cozy, unique, and private
Property grounds

Apartment in Rhinebeck Village

Private Studio Close to Downtown Rhinebeck
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is HK$639
HK$1,826 total
includes taxes & fees
21 Jan - 22 Jan
Private Studio Close to Downtown Rhinebeck
Interior

Cabin in Bethlehem

Cozy & Serene Cabin with Fireplace, Ski Nearby!
10.0 out of 10, Exceptional, (37 reviews)
"Very comfortable property. The host had thought of everything!"
United States
Jennifer Y.
The price is HK$1,403
HK$3,091 total
includes taxes & fees
26 Jan - 27 Jan
Cozy & Serene Cabin with Fireplace, Ski Nearby!
Property grounds

Apartment in Hyde Park

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
2.0 star property
8.0 out of 10, Very good, (2 reviews)
"Great experience, Attentive and responsive host. Recommend"
United States
Tony S.
The price is HK$1,119
HK$1,471 total
includes taxes & fees
21 Jan - 22 Jan
Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
Fridge, microwave, oven, stovetop

Holiday Home in Holmes

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
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 HK$1,572
HK$4,495 total
includes taxes & fees
26 Jan - 27 Jan
"Country outside the city " 3 bedrooms 2 full bathrooms
Smart TV

Holiday Home in Poughkeepsie

Cozy Escape -Strong Wi-Fi -Prime Location
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 HK$540
HK$2,258 total
includes taxes & fees
21 Jan - 22 Jan
Cozy Escape -Strong Wi-Fi -Prime Location
Interior

Apartment in Beacon

Lux APT Your home away from home.
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is HK$1,053
HK$2,046 total
includes taxes & fees
10 Feb - 11 Feb
Lux APT Your home away from home.
1 bedroom, WiFi

Apartment in Poughkeepsie

King Bed Private Parking Fast Internet
The price is HK$497
HK$2,098 total
includes taxes & fees
21 Jan - 22 Jan
King Bed Private Parking Fast Internet
Living area

Apartment in Brewster

The Hideaway
10.0 out of 10, Exceptional, (6 reviews)
"I will definitely stay there when I come up north again. The accommodations were very comfortable and well supplied. As an added bonus with a wonderful cats that came around for loving"
United States
Cindy S.
The price is HK$1,208
HK$2,467 total
includes taxes & fees
21 Jan - 22 Jan
The Hideaway
Private kitchen

Apartment in Carmel Hamlet

Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is HK$1,053
HK$2,172 total
includes taxes & fees
21 Jan - 22 Jan
Charming 1-bedroom apartment in Carmel with WiFi, AC
Smart TV, fireplace

Apartment in Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
2.0 star property
The price is HK$982
HK$1,508 total
includes taxes & fees
21 Jan - 22 Jan
Private, Cozy, Clean apartment in lovely Hyde Park
Private kitchen

Holiday Home in Poughquag

Tranquil 4-bedroom house in welcoming Poughquag neighborhood
2.0 star property
The price is HK$1,335
HK$2,366 total
includes taxes & fees
21 Jan - 22 Jan
Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Smart TV

Apartment in Red Hook

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
9.2 out of 10, Wonderful, (14 reviews)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
United States
Nancy K.
The price is HK$982
HK$1,720 total
includes taxes & fees
21 Jan - 22 Jan
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
1 bedroom, free WiFi, bed sheets

Camping in New Milford

Creekside Retreat Tent
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."
United States
yarelis t.
The price is HK$1,170
HK$1,501 total
includes taxes & fees
22 Jan - 23 Jan
Creekside Retreat Tent
Smart TV, fireplace, books

Apartment in Kent

Mid Century Modern Studio w/ Full Kitchen - Newly Built
9.8 out of 10, Exceptional, (10 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,520
HK$1,943 total
includes taxes & fees
21 Jan - 22 Jan
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"The room was very clean great service. Some of the breakfast wasn't properly"
Jaime 1-night trip
Posted 21 hours ago
Hampton Inn & Suites Poughkeepsie

Find out more about Dover Plains

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

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

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

Frequently asked questions

Are there holiday rentals in Dover Plains?

Yes, there are holiday rentals close to the most popular sights in Dover Plains, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Dover Plains has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Dover Plains offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and an electric kettle, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Dover Plains?

Choose from 4 Expedia holiday rentals in Dover Plains for a memorable holiday.

What’s there to see and do in Dover Plains?

While exploring the area, visit family-friendly sights like Mid-Hudson Civic Center, or get outside and enjoy nature at Dover Plains Stone Church. Dover Town Hall and Bull's Bridge are a couple of places you'll find in the wider area.

What’s a holiday rental in Dover Plains like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dover Plains. Holiday rentals feature amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips.