Book Holiday Homes in Dover Plains

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Featured Holiday Homes in Dover Plains

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
The price is AU$531 per night from 6 Apr to 7 Apr
AU$531
includes taxes & fees
6 Apr - 7 Apr
When you stay at this vacation home in Fishkill, you'll be within a 10-minute drive of Northeast Regional Epilepsy Group and SplashDown Beach.
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Spacious New Luxurious holiday house in lovely Hudson Valley

Spacious New Luxurious holiday house in lovely Hudson Valley

Poughkeepsie
The price is AU$1,483 per night from 1 May to 2 May
AU$1,483
includes taxes & fees
1 May - 2 May
With a stay at this vacation home in Poughkeepsie, you'll be within a 15-minute drive of Vassar College and Marist College.
Spacious New Luxurious holiday house in lovely Hudson Valley
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Hopewell Junction
Located in Hopewell Junction, this vacation home is in the mountains, within a 10-minute drive of Clarence Fahnestock State Park and Hudson Valley Research ...
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
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Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Danbury
Located in Danbury, this vacation home is on the waterfront, a 1-minute drive from Candlewood Lake and 7 minutes from Candlewood Plaza Shopping Center.
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Hidden Charm in Hudson Valley In Dutchess County

Hidden Charm in Hudson Valley In Dutchess County

2 out of 5
Salt Point
Located in Salt Point, this vacation home is in the mountains, within a 15-minute drive of Clinton Vineyards and Institute of Ecosystem Studies.
Hidden Charm in Hudson Valley In Dutchess County
Mountain View Getaway

Mountain View Getaway

West Cornwall
Located in Cornwall, this vacation home is on a lake, within a 15-minute drive of Music Mountain and West Cornwall Covered Bridge.
Mountain View Getaway
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

New Fairfield
Located in New Fairfield, this vacation home is on the waterfront, a 1-minute drive from Candlewood Lake and 7 minutes from Squantz Pond State Park.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Lagrangeville
With a stay at this vacation home in Lagrangeville, you'll be within a 10-minute drive of Beekman Golf Course and East Fishkill Community Library.
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

Rhinebeck
With a stay at this vacation home in Rhinebeck, you'll be within a 10-minute drive of Bard College and Museum of Rhinebeck History.
NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
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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.

Dover Plains Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Dover Plains vacation homes are the perfect way for you to wing it.

Holiday houses in Dover Plains let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Dover Plains in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Dover Plains adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Dover Plains with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Dover Plains vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Dover Plains Holiday Homes essential information

Accommodation
330 Holiday Homes
Lowest Price
AU$187
Highest Price
AU$1,483
Popular accommodation
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo, Spacious New Luxurious holiday house in lovely Hudson Valley, 1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views, Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake, Hidden Charm in Hudson Valley In Dutchess County, Mountain View Getaway, Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger, Pet-Friendly Beacon Area Vacation Rental: 6 Acres, NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

Top trending hotels in Dover Plains

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 9 Apr to 10 Apr
AU$197
includes taxes & fees
9 Apr - 10 Apr
Located in Fishkill, HYATT house Fishkill/Poughkeepsie is a 4-minute drive from SplashDown Beach and 10 minutes from Dia Beacon.
HYATT house Fishkill/Poughkeepsie
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$285 per night from 20 Apr to 21 Apr
AU$285
includes taxes & fees
20 Apr - 21 Apr
Located in Danbury, Hotel Zero Degrees Danbury is within a 5-minute drive of Matrix Conference and Banquet Center and Thrillz High Flying Adventure Park.
Hotel Zero Degrees Danbury
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 13 Apr to 14 Apr
AU$187
includes taxes & fees
13 Apr - 14 Apr
A stay at Hyatt Place Poughkeepsie / Hudson Valley places you in the heart of Poughkeepsie, within a 10-minute drive of Marist College and Poughkeepsie ...
Hyatt Place Poughkeepsie / Hudson Valley
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DoubleTree by Hilton Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 20 Apr to 21 Apr
AU$221
includes taxes & fees
20 Apr - 21 Apr
With a stay at DoubleTree by Hilton Poughkeepsie, you'll be centrally located in Poughkeepsie, within a 5-minute drive of Marist College and Vassar College.
DoubleTree by Hilton Poughkeepsie
Don't see what you're looking for?
See all available properties in Dover Plains
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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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^Subject to availability and chosen travel dates.