Discover a selection of 493 vacation rentals in Pine Plains, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $140 per night, and houses and cabins are popular options for a stay in Pine Plains. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Pine Plains
Destination guide

Choose a vacation rental for your Pine Plains getaway

Learn about the unique charm of Pine Plains with a stay in a private vacation home. There's no shortage of things to see and do in the area.Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in Pine Plains

Are you looking for top things to see and do in the city? Venture out of your cozy vacation rental and check out everything that makes Pine Plains a fun place to get away. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Lake Taghkanic State Park (8.2 mi / 13.2 km)
  • Trevor Zoo (8.8 mi / 14.2 km)
  • Red Hook Golf Club (9 mi / 14.5 km)
  • Millbrook Vineyards and Winery (9.7 mi / 15.7 km)
  • Clinton Vineyards (11 mi / 17.8 km)
  • Dutchess County Fairgrounds (13.5 mi / 21.7 km)
Natural features

Exploring the natural features in Pine Plains

Whether you're looking for adventure 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 stunning features, all within 30 miles (48.2 km) of the city center:

  • Lake Taghkanic State Park (8.2 mi / 13.2 km)
  • Taconic Trail State Park (12 mi / 19.2 km)
  • Poet's Walk Park (13.5 mi / 21.8 km)
  • Sharon Audubon Center (13.6 mi / 21.8 km)
  • Falling Waters Preserve (15.4 mi / 24.8 km)
  • Innisfree Garden (15.8 mi / 25.4 km)
How to get there

Transportation options 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 center.

How many vacation rentals are available around Pine Plains, NY?

Our 2021 property listings offer a large selection of 493 vacation rentals around Pine Plains. From 365 house rentals to 45 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Pine Plains?

Yes, of course. Vrbo has 365 Houses in Pine Plains. Our other popular types of vacation rentals in Pine Plains include:

  • Cabins: 45 rentals available
  • Condos/Apartments: 35 rentals available
  • Studios: 33 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Pine Plains?

Yes, you can select your preferred vacation rental with pool among our 106 vacation rentals with pool available in Pine Plains. Please use our search bar to access the selection of vacation rentals available.