Dover Plains Holiday Homes from £107: Search Holiday Homes in Dover Plains

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Our top choices for Dover Plains holiday homes

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

1. Cozy private room in a shared home with a Full-size bed and private bathroom.

New Milford

Jim B.

includes taxes & fees

17 Nov - 18 Nov

A spacious living room with a large wooden dining table, a comfortable sofa, and a bookshelf filled with books and decorative items.

2. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Millbrook

Beth E.

includes taxes & fees

1 Nov - 2 Nov

A covered outdoor deck with wicker furniture, a grill, and a view of a lake.

3. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Stanfordville

includes taxes & fees

26 Oct - 27 Oct

A kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

4. "Country outside the city " 3 bedrooms 2 full bathrooms

Holmes

pamela w.

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

5. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Poughkeepsie

Nicole Y.

includes taxes & fees

26 Oct - 27 Oct

A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

6. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction

Peter W.

includes taxes & fees

26 Oct - 27 Oct

A living room with a white sectional sofa, a dining area with a wooden table and chairs, and a staircase leading to an upper level.

7. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

New Milford

Jeni O.

includes taxes & fees

26 Oct - 27 Oct

A large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

8. The George is an elegant restored home in the Hudson Valley

Stanfordville

Polly J.

includes taxes & fees

26 Oct - 27 Oct

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Top Dover Plains Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"Comfortable bed. Helpful staff. Good location."

Rocky River Inn

10/10 Excellent

"I booked a junior suite and it was huge. It had a 70 inch TV with multiple paid apps that were free (Amazon, Paramount+, Netflix) and the bathroom was quite large with a very nice stall shower and jacuzzi tub. The toilet was a separate small room with a door you could close. Bed was comfortable but pillows were a bit too firm."