Choose from 18 vacation rentals located in Pine Plains, New York. Top filters in Pine Plains include Internet / Wifi, Parking, and Kitchen or Kitchenette. Prices range from $84 to $1,085 per night. Our most popular vacation rental types near Pine Plains are Hotel and RV.

Top vacation rentals in Pine Plains

Start earning One Key rewards
Sun loungers
9.4
Outstanding(68 Reviews)
Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
Cabin
 in Pine Plains
4 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette

Nestled in Pine Plains, this Cabin is perfect for your next vacation. Enjoy Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats''s top-rated amenities, including Fireplace, Internet / Wifi and Pets allowed, and more.

$$$$
vrbo logo
View deal
Start earning One Key rewards
Exterior
10.0
Outstanding(135 Reviews)
Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres
House
 in Pine Plains
22 guests · 9 bedrooms · 10 baths
Garden · Kitchen or Kitchenette · Air conditioner
Top rated

Nestled in Pine Plains, this House is perfect for your next vacation. Enjoy Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
Exterior
9.8
Outstanding(28 Reviews)
Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York
House
 in Pine Plains
8 guests · 4 bedrooms · 3 baths
Garden · Kitchen or Kitchenette · Air conditioner

Indulge in a peaceful retreat at Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York, our elegant House in Pine Plains. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
vrbo logo
View deal
Start earning One Key rewards
Fridge, microwave, oven, stovetop
9.9
Outstanding(23 Reviews)
Secluded and Spectacular Views
House
 in Pine Plains
12 guests · 5 bedrooms · 3 baths
Garden · Pets allowed · Kitchen or Kitchenette

Nestled in Pine Plains, this House is perfect for your next vacation. Enjoy Secluded and Spectacular Views's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal

Vacation rentals with internet & wifi in Pine Plains

Start earning One Key rewards
Interior
10.0
Outstanding(7 Reviews)
Mid-Century Home Surrounded by Meadows
House
 in Pine Plains
6 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette

The best choice in Pine Plains for House, for $606 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
Outdoor dining
10.0
Outstanding(2 Reviews)
Lakefront property at its finest. Nearby fantastic skiing slopes.
House
 in Pine Plains
6 guests · 2 bedrooms · 1 bath
Ski in / Ski out · Garden · Kitchen or Kitchenette

Indulge in a peaceful retreat at Lakefront property at its finest. Nearby fantastic skiing slopes., our elegant House in Pine Plains. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
vrbo logo
View deal
Fridge, microwave, stovetop, dishwasher
9.2
Outstanding(13 Reviews)
Stylish Pine Plains Home Near Parks & Hiking!
House
 in Pine Plains
2 guests · 2 bedrooms · 1 bath
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

House in Pine Plains, for $191 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
Miscellaneous
9.6
Outstanding(10 Reviews)
Breathtaking Lake and Mountain View 90 Miles From NYC
House
 in Pine Plains
14 guests · 6 bedrooms · 5 baths
Garden · Kitchen or Kitchenette · Air conditioner

This House for $1,085 in Pine Plains, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
city photo
Pine Plains

Pine Plains travel guide

Let us help you plan your perfect Pine Plains vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Pine Plains, and more.

Frequently asked questions

What do i need to know before visiting Pine Plains, ny?

Before visiting Pine Plains, NY, it is important to know that the town has a small population and is located in the rural area of Dutchess County. Additionally, you should consider the following:

  • Pine Plains is a small town with a population of about 2,000 people.
  • The town is located in the rural area of Dutchess County, NY.
  • The town has a variety of outdoor activities for visitors to enjoy.

It is also important to note that there are a few local attractions in the area, such as the Noxon Rapids dam and the Roeliff Jansen Park.

What are the must-visit tourist attractions in Pine Plains, ny?

Pine Plains, NY is a great place to visit with plenty of attractions to explore. Here are the top four must-visit tourist attractions in Pine Plains, NY:

  • Stissing Mountain
  • The Pine Plains Community Center
  • The Pine Plains Library
  • The Pine Plains Platter
Visitors can enjoy a scenic hike on Stissing Mountain, explore the local community center, take advantage of the library's resources, and sample the delicious cuisine at the Pine Plains Platter. Whether you're looking for outdoor adventure or a cultural experience, there's something for everyone in Pine Plains.

How can i get around in Pine Plains, ny?

You can get around in Pine Plains, NY in the following ways:

  • By car
  • By bus
  • By bike

The Pine Plains Bus Service runs daily and offers a convenient way to get around the town. Biking is also a popular option, and many of the roads have bike lanes.

Where can i find affordable accommodation in Pine Plains, ny?

For affordable accommodation in Pine Plains, NY, consider staying at the Pine Plains Motel. It offers:

  • Clean, comfortable rooms
  • Free Wi-Fi
  • Cable TV
  • Close proximity to popular attractions

The Pine Plains Motel is a great option for those looking for a budget-friendly stay in the area. With its convenient location and friendly staff, you'll be sure to have a comfortable and enjoyable stay.

What is the culture like in Pine Plains, ny?

Pine Plains, NY is a small rural town situated in the Hudson Valley in Dutchess County. With a population of just over 2,000 people, the town is steeped in rural culture and values.

  • Friendly and helpful neighbors
  • Strong sense of community
  • Locally owned shops and small businesses
  • Outdoor activities like hiking, swimming, fishing, and skiing
  • Local festivals and community events

Is Pine Plains, ny safe to travel to?

Pine Plains, NY is generally considered a safe place to travel to. Here are a few key points to keep in mind:

  • Crime rates are low.
  • The town is small and the people are friendly.
  • It is important to be aware of your surroundings and take the necessary safety precautions.

What are the popular shopping destinations in Pine Plains, ny?

Popular shopping destinations in Pine Plains, NY include:

  • The Local Farm Stand
  • Vintage Boutique
  • Grocery Store

What are the best neighborhoods to visit in Pine Plains, ny?

The best neighborhoods to visit in Pine Plains, NY are:

  • Main Street
  • Taconic Parkway
  • Route 199

Each of these neighborhoods offer something unique to explore, from historic sites to outdoor recreational activities.

Where is Pine Plains, ny?

Pine Plains, NY is a small town located in Dutchess County, New York, about 2 hours north of New York City. It is home to about 2,500 people and is known for its rural charm, historic sites, and outdoor activities. There are a variety of parks, shops, restaurants, and galleries throughout the town, making it a popular destination for visitors and locals alike.

What are the most popular vacation rental amenities in Pine Plains, ny?

The most popular vacation rental amenities in Pine Plains, NY include:

  • On-site pool and spa
  • Fitness center
  • Complimentary breakfast
  • Free Wi-Fi
  • Air-conditioning

These amenities provide guests with the ultimate vacation experience, allowing them to stay in luxury and comfort. From the on-site pool and spa to the complimentary breakfast and free Wi-Fi, guests have access to everything they need to make their stay enjoyable and memorable.

What are the top things to do in Pine Plains, ny?

Pine Plains, NY is a great destination for outdoor enthusiasts, with plenty of activities to choose from. Here are some of the top activities to enjoy in Pine Plains:

  • Go hiking at Stissing Mountain State Park
  • Visit the local wineries
  • Take a dip at the Stewart House Pool
  • Explore the historic sites and museums
Pine Plains is a beautiful area of New York, and there's always something to do for the whole family. Whether you're looking for outdoor adventure or a leisurely day of sightseeing, Pine Plains has something for everyone.

What is the price range for rentals in Pine Plains?

Vacation rentals in Pine Plains have a price range between $84-$1,085. The average price for rentals in Pine Plains is $287 per night.

What are the most popular vacation rental amenities in Pine Plains?

  • Internet / Wifi
  • Parking
  • Kitchen or Kitchenette

Explore near Pine Plains

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration

Keep exploring