Dover Plains Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Dover Plains holiday rentals

Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (5 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is HK$862
HK$1,604 total
includes taxes & fees
30 Apr - 1 May
Hoppy Hill Farm House
Outdoor dining

Glamping, family fun, pet friendly

Glamping, family fun, pet friendly
Dover Plains
10.0 out of 10, Exceptional, (4 reviews)
"Great Glamping spot. The hosts were very responsive and the place provided many activities. "
United States
Gui
The price is HK$1,234
HK$1,760 total
includes taxes & fees
8 May - 9 May
Glamping, family fun, pet friendly
Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is HK$1,234
HK$1,760 total
includes taxes & fees
8 May - 9 May
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Property grounds

Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly

Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
Dover Plains
10.0 out of 10, Exceptional, (5 reviews)
"Fun place with a variety of activities including hot tub, miniature golf, corn bag toss, etc. "
United States
Tania
The price is HK$1,234
HK$1,760 total
includes taxes & fees
8 May - 9 May
Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly
Interior

Dainty New Preston Cottage w/ Dock & Lake Views!

Dainty New Preston Cottage w/ Dock & Lake Views!
3.0 star property
New Preston
The price is HK$901
HK$3,158 total
includes taxes & fees
10 May - 11 May
Dainty New Preston Cottage w/ Dock & Lake Views!
Exterior detail

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (35 reviews)
"Stunning property!!"
United States
Samantha
The price is HK$2,155
HK$3,747 total
includes taxes & fees
28 Apr - 29 Apr
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Exterior

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
10.0 out of 10, Exceptional, (2 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is HK$2,507
HK$3,838 total
includes taxes & fees
28 Apr - 29 Apr
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
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 HK$1,869
HK$3,435 total
includes taxes & fees
10 May - 11 May
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,528
HK$1,953 total
includes taxes & fees
28 Apr - 29 Apr
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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 HK$3,879
HK$5,423 total
includes taxes & fees
4 May - 5 May
Chestnut on Willow Lake
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, (8 reviews)
"Great spot "
United States
Mike P.
The price is HK$3,173
HK$5,550 total
includes taxes & fees
3 May - 4 May
Awesome Lake Home with tons of fun!
Dining

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is HK$4,231
HK$6,907 total
includes taxes & fees
28 Apr - 29 Apr
Whispering Estate Guest House - A Romantic Countryside Getaway
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
9.4 out of 10, Exceptional, (62 reviews)
"For us it was in a great location, had a reasonable price and room for everyone."
United States
Gertrude (Gert) P.
The price is HK$1,939
HK$2,532 total
includes taxes & fees
28 Apr - 29 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is HK$2,370
HK$3,551 total
includes taxes & fees
28 Apr - 29 Apr
Rustic Cabin in Fishkill!
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, (19 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 HK$4,224
HK$7,660 total
includes taxes & fees
28 Apr - 29 Apr
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Private kitchen

Tranquil 4-bedroom house in welcoming Poughquag neighborhood

Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Poughquag
The price is HK$1,636
HK$2,826 total
includes taxes & fees
11 May - 12 May
Tranquil 4-bedroom house in welcoming Poughquag neighborhood
TV, fireplace

73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!

73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!
Bethlehem
8.8 out of 10, Excellent, (14 reviews)
"Property was great spacious enough for family and close to shops "
United States
robert h.
The price is HK$4,067
HK$7,932 total
includes taxes & fees
29 Apr - 30 Apr
73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!
Property grounds

Brand New Lakeview Suite: Hot Tub & 4 Parking Spots

Brand New Lakeview Suite: Hot Tub & 4 Parking Spots
Danbury
The price is HK$2,468
HK$4,660 total
includes taxes & fees
28 Apr - 29 Apr
Brand New Lakeview Suite: Hot Tub & 4 Parking Spots
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 HK$1,911
HK$4,919 total
includes taxes & fees
11 May - 12 May
"Country outside the city " 3 bedrooms 2 full bathrooms
Lobby

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
The price is HK$690
HK$781 total
includes taxes & fees
29 Apr - 30 Apr
1 King Bed | Non-Smoking, Kitchen, Shower
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

Spark by Hilton Fishkill

Spark by Hilton Fishkill

8/10 Good
" Real fast very limited for Vegetarian. "
Ashish 2-night trip
Posted 7 hours ago
Spark by Hilton Fishkill

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
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  • 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?

The Farm at Hyde Park: This holiday home rental outside of Dover Plains is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 5 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 Kent Falls State Park 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.