Photo by Jason Weagle

Dover Plains Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Dover Plains holiday rentals

Property grounds
Hoppy Hill Farm House

Apartment in Dover Plains

Hoppy Hill Farm House
9.6 out of 10, Exceptional, (4)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is HK$779
HK$1,515 total
includes taxes & fees
20 Jan - 21 Jan
Hoppy Hill Farm House
1 bedroom, free WiFi, bed sheets
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

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)
"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$1,168
HK$1,499 total
includes taxes & fees
18 Jan - 19 Jan
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
1 bedroom, free WiFi, bed sheets
Creekside Retreat Tent

Camping in New Milford

Creekside Retreat Tent
10.0 out of 10, Exceptional, (4)
"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$1,168
HK$1,499 total
includes taxes & fees
14 Jan - 15 Jan
Creekside Retreat Tent
Property grounds
Mid-Century DJ’s Dream

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44)
"We had a great overnight stay at DJ’s Dream. Kevin was welcoming and we had the perfect quiet spot to refresh and regroup. Don’t miss the Roosevelt and Vanderbilt attractions in Hyde Park!"
United States
Jean B.
The price is HK$870
HK$1,530 total
includes taxes & fees
14 Jan - 15 Jan
Mid-Century DJ’s Dream
Outdoor dining
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.

Apartment in Southbury

Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$885
HK$1,487 total
includes taxes & fees
20 Jan - 21 Jan
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
Property grounds
Private Studio Close to Downtown Rhinebeck

Apartment in Rhinebeck Village

Private Studio Close to Downtown Rhinebeck
9.8 out of 10, Exceptional, (26)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
The price is HK$639
HK$1,816 total
includes taxes & fees
13 Jan - 14 Jan
Private Studio Close to Downtown Rhinebeck
Living area
The Hideaway

Apartment in Brewster

The Hideaway
10.0 out of 10, Exceptional, (6)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is HK$1,207
HK$2,464 total
includes taxes & fees
14 Jan - 15 Jan
The Hideaway
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

Holiday Home in Goshen

CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.4 out of 10, Exceptional, (8)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is HK$827
HK$4,992 total
includes taxes & fees
22 Jan - 23 Jan
CT Gate House Goshen CT, Gate House Goshen CT
Smart TV
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Apartment in Red Hook

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
9.4 out of 10, Exceptional, (11)
"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$981
HK$1,700 total
includes taxes & fees
11 Jan - 12 Jan
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Holiday Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12)
"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$1,297
HK$2,766 total
includes taxes & fees
11 Jan - 12 Jan
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Fridge, microwave, oven, stovetop
"Country outside the city " 3 bedrooms 2 full bathrooms

Holiday Home in Holmes

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,514
HK$4,416 total
includes taxes & fees
15 Jan - 16 Jan
"Country outside the city " 3 bedrooms 2 full bathrooms
Smart TV, fireplace
Private, Cozy, Clean apartment in lovely Hyde Park

Apartment in Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
2.0 star property
The price is HK$981
HK$1,506 total
includes taxes & fees
12 Jan - 13 Jan
Private, Cozy, Clean apartment in lovely Hyde Park
Property grounds
Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

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)
"Great experience, Attentive and responsive host. Recommend"
United States
Tony S.
The price is HK$1,234
HK$1,613 total
includes taxes & fees
10 Jan - 11 Jan
Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
Dining
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Holiday Home in New Fairfield

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (17)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is HK$1,372
HK$3,689 total
includes taxes & fees
14 Jan - 15 Jan
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Private kitchen
Charming 1-bedroom apartment in Carmel with WiFi, AC

Apartment in Carmel Hamlet

Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2)
"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$1,052
HK$2,170 total
includes taxes & fees
10 Jan - 11 Jan
Charming 1-bedroom apartment in Carmel with WiFi, AC
Smart TV
Cozy Escape -Strong Wi-Fi -Prime Location

Holiday Home in Poughkeepsie

Cozy Escape -Strong Wi-Fi -Prime Location
6.8 out of 10, (5)
"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$651
HK$2,397 total
includes taxes & fees
12 Jan - 13 Jan
Cozy Escape -Strong Wi-Fi -Prime Location
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Holiday Home in Hopewell Junction

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is HK$1,184
HK$2,009 total
includes taxes & fees
20 Jan - 21 Jan
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
1 bedroom, WiFi
King Bed Private Parking Fast Internet

Apartment in Poughkeepsie

King Bed Private Parking Fast Internet
The price is HK$677
HK$2,334 total
includes taxes & fees
22 Jan - 23 Jan
King Bed Private Parking Fast Internet
Property grounds
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Apartment in Highland

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.8 out of 10, Exceptional, (26)
"Perfect location and stay"
United States
kareem e.
The price is HK$1,674
HK$2,529 total
includes taxes & fees
13 Jan - 14 Jan
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Smart TV, fireplace, books
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Apartment in Kent

Mid Century Modern Studio w/ Full Kitchen - Newly Built
9.8 out of 10, Exceptional, (10)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,518
HK$1,941 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

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

10/10 Excellent
","
Charles 1-night trip
Posted 1 day ago
Hotel Zero Degrees Danbury

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.