Destination guide

Travel to captivating Poughkeepsie

Enjoy the area's entertainment, theatre scene and history with a rental holiday home in Poughkeepsie. Renowned for its sporting events, university setting and riverfront, this city welcomes all visitors. 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 and around Poughkeepsie

Do you want to discover top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Poughkeepsie a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • McCann Ice Arena (0.1 mi / 0.2 km)
  • McCann Golf Course (2.2 mi / 3.5 km)
  • Vassar Golf Course (2.3 mi / 3.7 km)
  • Casperkill Golf Club (3.9 mi / 6.3 km)
  • Apple Greens Golf Course (6.3 mi / 10.2 km)
  • West Park Winery (6.9 mi / 11.1 km)
Natural features

Exploring the natural features in Poughkeepsie

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Poughkeepsie is a great place to get out in nature. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Walkway Over the Hudson State Historic Park (1.5 mi / 2.4 km)
  • Richard L. Skimin Memorial Baseball Field (2.2 mi / 3.6 km)
  • Vanderbilt Mansion National Historic Site (6.5 mi / 10.4 km)
  • Bowdoin Park (7 mi / 11.3 km)
  • James Baird State Park (7.1 mi / 11.4 km)
  • Innisfree Garden (10 mi / 16.1 km)
How to get there

Transport to and around Poughkeepsie

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 16.3 mi (26.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 32.3 mi (52 km) away.

If you're travelling by train, the main station serving the city is Poughkeepsie Station.

How many holiday rentals are available around Poughkeepsie?

Our 2020 accommodation listings offer a large selection of 768 holiday lettings around Poughkeepsie. From 52 flats & apartments to 90 cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular points of interest and landmarks to stay near when travelling to Poughkeepsie? offers a large selection of holiday accommodations near great places in Poughkeepsie. From travellers, the most popular points of interest to stay near are:

  • Bardavon 1869 Opera House: 342 holiday lettings
  • Frances Lehman Loeb Art Center: 337 holiday lettings
  • Clinton House State Historic Site: 345 holiday lettings
  • Poughkeepsie Station: 347 holiday lettings
  • Mid-Hudson Heritage Center: 342 holiday lettings

But there are many other points of interest around Poughkeepsie listed on where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Flats in Poughkeepsie?

Yes, of course. offers 52 Flats in Poughkeepsie. Our other popular types of Poughkeepsie holiday rentals include:

  • Cabins: 90 self catering accommodations
  • Houses: 485 self catering accommodations
  • Studios: 79 self catering accommodations

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

Can I find a holiday accommodation with pool in Poughkeepsie?

Yes, you can select your preferred holiday accommodation with pool among our 173 holiday homes with pool available in Poughkeepsie. Please use our search bar to access the selection of holiday rentals available.