Dover Plains, New York holiday accommodation: short-term house rentals & properties

Discover a selection of 5 homes and other holiday rentals in Dover Plains that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, such as air conditioning and Wi-Fi. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find the best place to stay - Dover Plains

Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres

Sleeps 22 · 9 bedrooms · 9+ bathrooms

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Condo/Apartment

Top rated rentals - Dover Plains

Charming and perfect location.

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Dover Plains getaway

Learn about the unique charm of Dover Plains with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Dover Plains

Do you want to discover things to do during your stay? Venture out of your cosy holiday rental and experience everything that makes Dover Plains a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Millbrook Vineyards and Winery (8.9 mi / 14.4 km)
Mohawk Mountain Ski Area (15.1 mi / 24.4 km)
Thunder Ridge Ski Resort (16.1 mi / 25.9 km)
Hopkins Vineyard (11.7 mi / 18.9 km)
Beekman Golf Course (14.5 mi / 23.4 km)
Centennial Golf Club (21.8 mi / 35.1 km)

Exploring the natural landscape of Dover Plains

Whether you're an outdoor enthusiast or just want to take in the scenery, Dover Plains is a great place to get out in nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

Kent Falls State Park (8.5 mi / 13.7 km)
Lake Waramaug (11.5 mi / 18.5 km)
Squantz Pond State Park (16.7 mi / 26.9 km)
Candlewood Lake (18.2 mi / 29.4 km)
Vanderbilt Mansion National Historic Site (19.2 mi / 30.9 km)
Walkway Over the Hudson State Historic Park (19.4 mi / 31.2 km)

Travelling to and around Dover Plains

The nearest airport is in Danbury, CT (DXR-Danbury Municipal), located 25.9 mi (41.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Oxford, CT (OXC-Waterbury - Oxford), which is 29 mi (46.7 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Dover Plains?

The most sought-after types of holiday homes in Dover Plains are houses. After something a little different? Stayz has many options to match our guests' unique requirements, so you'll see holiday properties in all sizes, and for all budgets. The perfect fit is waiting for you — book yours today.

How much does it cost to rent a holiday home in Dover Plains?

Season, length of stay and property type are some of the conditions that can influence the price of a holiday home. Simply enter your travel dates to find the ultimate escape. From comfy cabins to expansive villas, all Stayz holiday homes offer unbeatable value.

How much does it cost to rent a beach house in Dover Plains?

When you travel and the size and style of the property will determine the cost of your beachside holiday home. Enter your Dover Plains travel dates to see your options on Stayz. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to choose the amenities and features you want.

What are popular home amenities in Dover Plains?

The most preferred home amenity that people look for in Dover Plains is a swimming pool. The best part of choosing a Stayz holiday home? Knowing you'll always get the entire property to enjoy and never have to share your holiday with strangers.

How old do you have to be to rent a holiday home in Dover Plains?

You'll have to check with the Dover Plains holiday home you're considering on Stayz as age restrictions differ. However, generally it's 16, 18 or 21.

How long can I rent a holiday home in Dover Plains for?

The amount of time you can rent a Dover Plains holiday home for is down to each property. Just enter your travel dates to browse options offering longer term stays. They come with everything you need to make your extended break more enjoyable and comfortable, like kitchens and yards. Some holiday homes might also offer weekly or monthly discounted prices, so you can stick around for longer for less.