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

Discover a selection of 28 homes and other holiday rentals in Pine Plains that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as parking and a TV. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Find the best place to stay - Pine Plains

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

Sleeps 22 · 9 bedrooms · 9+ bathrooms

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 Pine Plains getaway

Learn about the unique charm of Pine 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.

Activities and attractions in Pine Plains

Are you searching for top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Pine Plains a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Lake Taghkanic State Park (8.2 mi / 13.1 km)
Millbrook Vineyards and Winery (9.7 mi / 15.7 km)
Catamount Ski Area (15.8 mi / 25.4 km)
Mohawk Mountain Ski Area (20.4 mi / 32.8 km)
Hornets Nest Paintball (5.4 mi / 8.7 km)
Trevor Zoo (8.8 mi / 14.1 km)

Exploring the natural landscape of Pine Plains

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Pine Plains is a great place to spend some time outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

Harlem Valley Rail Trail (7.5 mi / 12.1 km)
Lake Taghkanic State Park (8.2 mi / 13.1 km)
Taconic State Park (9.7 mi / 15.7 km)
Mount Frissell (12 mi / 19.3 km)
Bash Bish Falls State Park (12.3 mi / 19.8 km)
Kingston Point Beach (16.2 mi / 26.1 km)

How to get to and around Pine Plains

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 21.9 mi (35.3 km) from the city centre.

Frequently asked questions

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

Length of stay, property type and season are among the factors that can determine the price of a holiday home. Simply enter your travel dates to find your perfect match. From cosy country cottages to sprawling luxury villas, all Stayz holiday homes offer incredible value.

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

The average price for a holiday home close to the beach in Pine Plains depends on when you'll be there and the size and type of property you're searching for. You can find prices quickly and easily on Stayz by entering your preferred travel dates and destination. Then make use of the filter tool to pick the number of bedrooms and amenities important to you, like a pool, WiFi and air conditioning.

What are the top attractions for families in Pine Plains?

Keep the kids amused at these top family-friendly attractions in Pine Plains:

Trevor Zoo
Harlem Valley Rail Trail
Northern Dutchess Botanical Gardens

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

The minimum required age is usually 16, 18 or 21. It can vary from one property to another on Stayz, so look at the rules of your preferred Pine Plains holiday home before booking your stay.

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

It all depends on the Pine Plains property. To browse available options offering extended stays, just type your dates and number of people into the Stayz search page. Look forward to having the entire place to yourself, as well as comforts such as a fully-equipped kitchen, air conditioning and outdoor spaces to run around in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.