Dover Plains Holiday Rentals

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Check prices for these dates

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Dover Plains

Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

Apartment in Poughkeepsie

2.0 star property
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is HK$1,808
HK$2,118 total
includes taxes & fees
8 Dec - 9 Dec
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
TV, fireplace, books
The Little Lake Cabin with hot tub

Cabin in New Fairfield

10.0 out of 10, Exceptional, (1)
"Great location and lots to do despite it raining for half our stay! My dog enjoyed the yard and walks around the neighborhood. My son loved kayaking and having his first ever s’more. Honestly I wished we had booked a longer trip! "
United States
Lyndsey F.
The price is HK$2,082
HK$3,656 total
includes taxes & fees
3 Dec - 4 Dec
The Little Lake Cabin with hot tub
TV, fireplace
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Cabin in Cornwall

10.0 out of 10, Exceptional, (5)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
The price is HK$2,312
HK$3,951 total
includes taxes & fees
11 Dec - 12 Dec
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

Holiday Home in Goshen

2.5 star property
9.8 out of 10, Exceptional, (7)
"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$5,009 total
includes taxes & fees
7 Dec - 8 Dec
CT Gate House Goshen CT, Gate House Goshen CT
Fridge, microwave, oven, stovetop
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Apartment in Kent

9.8 out of 10, Exceptional, (9)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,518
HK$1,956 total
includes taxes & fees
11 Dec - 12 Dec
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Exterior
Rustic Cabin in Fishkill!

Cabin in Fishkill

10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
The price is HK$2,355
HK$3,519 total
includes taxes & fees
4 Dec - 5 Dec
Rustic Cabin in Fishkill!
Property grounds
Hudson Valley Farm Getaway- West/Llama Lover Lane

Apartment in Hyde Park

2.0 star property
9.6 out of 10, Exceptional, (5)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is HK$1,242
HK$1,638 total
includes taxes & fees
10 Dec - 11 Dec
Hudson Valley Farm Getaway- West/Llama Lover Lane
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Holiday Home in New Fairfield

10.0 out of 10, Exceptional, (16)
"The house worked very well for our family holiday. Very clean, had everything we needed "
United States
Audrey P.
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Property grounds
Charming 2-bedroom cabin on 25 acres with loft space and full basement

Cabin in Hyde Park

10.0 out of 10, Exceptional, (1)
"Great communication with the host. They thought of every detail down to a bone for our dog. Property is gorgeous with plenty of room to relax, enjoy a fire, and have hours of fun in the game room. We felt super relaxed when we walked in - like being home. "
United States
Darlene D.
The price is HK$1,946
HK$3,021 total
includes taxes & fees
4 Dec - 5 Dec
Charming 2-bedroom cabin on 25 acres with loft space and full basement
3 bedrooms, iron/ironing board, travel cot, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms

Holiday Home in Holmes

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$1,345
HK$4,261 total
includes taxes & fees
15 Dec - 16 Dec
"Country outside the city " 3 bedrooms 2 full bathrooms
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC

Apartment in Carmel Hamlet

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$1,051
HK$2,168 total
includes taxes & fees
3 Dec - 4 Dec
Charming 1-bedroom apartment in Carmel with WiFi, AC
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Holiday Home in Carmel Hamlet

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$1,296
HK$2,763 total
includes taxes & fees
3 Dec - 4 Dec
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Outdoor dining
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Apartment in New Fairfield

10.0 out of 10, Exceptional, (34)
"Beautiful apartment in a beautiful setting. "
United States
Lisa
The price is HK$1,927
HK$3,462 total
includes taxes & fees
3 Dec - 4 Dec
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Property grounds
Private Studio Close to Downtown Rhinebeck

Apartment in RHINEBECK

10.0 out of 10, Exceptional, (25)
"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$554
HK$1,701 total
includes taxes & fees
4 Dec - 5 Dec
Private Studio Close to Downtown Rhinebeck
Exterior
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Apartment in Millbrook

10.0 out of 10, Exceptional, (2)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is HK$2,491
HK$3,822 total
includes taxes & fees
3 Dec - 4 Dec
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Property grounds
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

Cabin in New Milford

10.0 out of 10, Exceptional, (2)
"My husband and I stayed here to relax, rejuvenate, and celebrate his birthday. We had a wonderful time! He really enjoyed relaxing in the hot tub while listening to the sound of the creek. Our dog, Gambit, loved laying near the pellet stove to warm up on those cold nights. The hosts were/are wonderful and are very attentive and responsive! They have small touches here and there that really make the stay special (like the dog bowls and treats). We are already looking forward to our next stay...
United States
Emily M.
The price is HK$2,081
HK$3,678 total
includes taxes & fees
11 Dec - 12 Dec
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
Interior
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Holiday Home in Poughkeepsie

10.0 out of 10, Exceptional, (2)
"Great host"
United States
Lindsey F.
The price is HK$1,283
HK$4,521 total
includes taxes & fees
7 Dec - 8 Dec
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Holiday Home in Fishkill

9.6 out of 10, Exceptional, (48)
"Nice place"
United States
mary B.
The price is HK$2,141
HK$2,730 total
includes taxes & fees
18 Dec - 19 Dec
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fridge, microwave, oven, stovetop
Sunkissed Escape Bright Sunroom + Hammock Fun

Holiday Home in Poughkeepsie

2.0 star property
The price is HK$1,830
HK$2,902 total
includes taxes & fees
21 Dec - 22 Dec
Sunkissed Escape Bright Sunroom + Hammock Fun
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

Beekman Arms Hotel

Beekman Arms Hotel

10/10 Excellent
"The general manager was warm and welcoming, our room was cozy and comfortable, and the inn was centrally located. We will definitely be back!"
Nancy 2-night trip
Posted 2 days ago
Beekman Arms Hotel

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 a coffee maker, 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.