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Dover Plains Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Dover Plains

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
9.6 out of 10, Exceptional, (45)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
United States
Lisa B.
The price is HK$2,013
HK$2,594 total
includes taxes & fees
30 Nov - 1 Dec
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining
Mid-Century DJ’s Dream

Mid-Century DJ’s Dream

Staatsburg
10.0 out of 10, Exceptional, (43)
"Great place to stay! Close to many attractions by car - most 10-15 minutes. Clean and comfortable. Kevin has lots of great suggestions on places to go and restaurants."
United States
Anonymous traveller
The price is HK$863
HK$1,521 total
includes taxes & fees
18 Nov - 19 Nov
Mid-Century DJ’s Dream
Exterior
The Farm at Hyde Park

The Farm at Hyde Park

Staatsburg
9.8 out of 10, Exceptional, (85)
"We enjoyed our stay...lots to do in the area. Glen was very friendly and accommodating. "
United States
Robert W.
The Farm at Hyde Park
Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Brookfield
9.6 out of 10, Exceptional, (4)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Exterior
Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!

Fishkill
10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
The price is HK$2,351
HK$3,514 total
includes taxes & fees
17 Nov - 18 Nov
Rustic Cabin in Fishkill!
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Carmel Hamlet
10.0 out of 10, Exceptional, (94)
"We loved our stay. It was great for a family Thanksgiving"
United States
Edmund F.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Outdoor dining
The House In Highland- Secluded Retreat

The House In Highland- Secluded Retreat

Highland
10.0 out of 10, Exceptional, (16)
"Nice secluded location. Very comfortable house. Climate control was a bit finicky, but our overall stay was outstanding. "
United States
Lee K.
The House In Highland- Secluded Retreat
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)
"House worked perfectly for our needs. Newly renovated home. Parking was plentiful behind the home. "
United States
Wayne S.
The price is HK$1,287
HK$4,521 total
includes taxes & fees
16 Nov - 17 Nov
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Children’s area
Hickory on Willow Lake

Hickory on Willow Lake

Fishkill
9.6 out of 10, Exceptional, (4)
"We stayed one night. Would loved to have stayed longer. Beautiful property. "
United States
Christine B.
The price is HK$4,062
HK$5,718 total
includes taxes & fees
24 Nov - 25 Nov
Hickory on Willow Lake
Terrace/patio
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Holmes
10.0 out of 10, Exceptional, (196)
"A sweet little cabin on a quiet lake was exactly what I was looking for. My overall experience was absolutely wonderful."
United States
Janine H.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Property grounds
Wappinger Cottage - Scandinavian retreat on a creek

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie
10.0 out of 10, Exceptional, (23)
"We had a wonderful stay. The Cabin is ideally situated in a very tranquil spot. Perfectly appointed, we couldn't have been happier with our stay."
United States
Phoebe J.
Wappinger Cottage - Scandinavian retreat on a creek
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

New Fairfield
10.0 out of 10, Exceptional, (14)
"Was a great find. Updated, spacious and clean."
United States
Paul B.
The price is HK$1,603
HK$4,059 total
includes taxes & fees
16 Nov - 17 Nov
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Property grounds
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury
10.0 out of 10, Exceptional, (24)
"Beautiful house with amazing views. Can’t wait to stay again. Great location too! Close to everything (shopping/food/activities) but located on a very quiet dead end. Owners were easy to communicate with and very friendly. "
United States
Mary M.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Living area
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2.0 star property
Poughkeepsie
8.6 out of 10, Excellent, (10)
"The owner was very friendly and helpful. The building was beautiful and the apartment perfect for our needs. Lovely historic home that's been modernized without losing its vintage charm. Would definitely stay here again."
United States
Kierin
The price is HK$1,504
HK$1,762 total
includes taxes & fees
16 Dec - 17 Dec
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
TV, fireplace
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4

1 Br Private Victorian Apt in convenient City location on half acre sleeps 4

Poughkeepsie
10.0 out of 10, Exceptional, (3)
"The host was gracious and the apartment had everything I could want to feel comfortable. The location was very convenient to the colleges and in a gorgeous neighborhood. I will definitely be coming back again. "
United States
Sarah D.
The price is HK$1,664
HK$1,797 total
includes taxes & fees
16 Nov - 17 Nov
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.

Lux APT Your home away from home.

Beacon
10.0 out of 10, Exceptional, (2)
"Omar was great at communicating and it was pet friendly. "
United States
Henry C.
The price is HK$1,244
HK$2,286 total
includes taxes & fees
16 Nov - 17 Nov
Lux APT Your home away from home.
Fridge, microwave, oven, stovetop
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

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

Carmel Hamlet
10.0 out of 10, Exceptional, (17)
"We had a great stay and had everything we needed!"
United States
Maueen Q.
The price is HK$4,191
HK$7,599 total
includes taxes & fees
17 Nov - 18 Nov
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC

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$1,049
HK$2,165 total
includes taxes & fees
18 Nov - 19 Nov
Charming 1-bedroom apartment in Carmel with WiFi, AC
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction
9.0 out of 10, Wonderful, (10)
"We had a wonderful time staying at this charming and unique getaway! The accommodations were very comfortable. The property was beautiful and felt secluded without being isolated. The chapel itself is beautiful. The bathroom was overall nicer than we anticipated; just be mindful to put the camping shower out in the sun so the water warms up! Overall, highly recommend this experience. The hosts were also very responsive and kind."
United States
Avery D.
The price is HK$1,182
HK$2,006 total
includes taxes & fees
16 Nov - 17 Nov
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Outdoor dining
Candlewood Lake Retreat; Dock, Game Room & Firepit

Candlewood Lake Retreat; Dock, Game Room & Firepit

New Milford
10.0 out of 10, Exceptional, (48)
"Everything was great! Thank you!"
United States
Ari W.
The price is HK$5,457
HK$10,562 total
includes taxes & fees
16 Nov - 17 Nov
Candlewood Lake Retreat; Dock, Game Room & Firepit
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
"It’s a beautiful environment, it’s like Christmas all year round"
Judith 1-night trip
Posted 8 hours 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 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.