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Dover Plains Vacation Rentals

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In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Dover Plains vacation rentals

Front of property
Dog-friendly Fishkill Tiny House in Wine Country

Apartment in Fishkill

Dog-friendly Fishkill Tiny House in Wine Country
3.0 star property
10.0 out of 10, Exceptional, (3)
"Great location convenient to Cold Spring (which lacks hotel space). Would definitely use again."
United States
Katrina
Dog-friendly Fishkill Tiny House in Wine Country
Living area
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

Apartment in Poughkeepsie

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
2.0 star property
8.6 out of 10, Excellent, (10)
"Parking was easy, but the apartment was quite dirty. The location was in a reasonable driving distance from lots of activities, but the area itself did not feel safe enough to walk around with a small child. "
United States
Elena
The price is P11,366
P13,313 total
includes taxes & fees
Jan 18 - Jan 19, 2026
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"A very comfortable stay "
Willie 1-night trip
Posted 21 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

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 vacation rentals in Dover Plains?

Yes, we give you a choice of vacation rentals close to well known local attractions in Dover Plains, or you can select a more secluded option if you're looking for a relaxing stay.

How many vacation rentals are there in Dover Plains?

Choose from 4 Expedia vacation rentals in Dover Plains for a memorable vacation.

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 larger area.

What’s a vacation rental in Dover Plains like?

A vacation rental is a private property you can book for short or long periods in Dover Plains. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.