Discover a selection of 109 vacation rentals in Port Chester 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 kitchens. Prices start at $120 per night, and condos and houses are popular options for a stay in Port Chester. Either way, you'll find a rental for everyone's needs.
Destination guide

Explore the waterfront setting in Port Chester

Take a vacation to Port Chester and enjoy the area's live music, theater scene and art galleries. This city's local tours, baseball games and opera houses draw many visitors. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Sightseeing in and around Port Chester

Do you want to find top things to see and do while you're in the area? Venture out of your vacation home and check out everything that makes Port Chester a one-of-a-kind vacation spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Bronx Zoo (15.5 mi / 24.9 km)
  • Rye Playland (2.4 mi / 3.9 km)
  • Griffith E. Harris Golf Course (5.8 mi / 9.3 km)
  • E. Gaynor Brennan Golf Course (6.8 mi / 11 km)
  • Bayville Adventure Park (7.8 mi / 12.5 km)
  • Glen Cove Municipal Golf Course (7.9 mi / 12.7 km)
Natural features

Exploring the natural landscape of Port Chester

Whether you're looking for fun outdoor activities or just want to take in the scenery, Port Chester is a great place to get outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Marshlands Conservancy (3.6 mi / 5.8 km)
  • Greenwich Point Park (5 mi / 8 km)
  • Harbor Island Park (5.1 mi / 8.1 km)
  • Silver Lake Park (5.2 mi / 8.3 km)
  • Manor Park (7.1 mi / 11.4 km)
  • Greenburgh Nature Center (7.3 mi / 11.8 km)
How to get there

Transportation options to and around Port Chester

Fly into White Plains, NY (HPN-Westchester County), the closest airport, located 5 mi (8.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to New York, NY (LGA-LaGuardia), which is 19 mi (30.6 km) away.

How many vacation rentals are available around Port Chester?

Our 2020 property listings offer a large selection of 109 vacation rentals around Port Chester. From 20 condo and apartment rentals to 76 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Port Chester?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Port Chester:

  • Manhattan: 3,125 vacation rentals
  • Brooklyn: 1,021 vacation rentals
  • Bronx: 2,056 vacation rentals
  • Queens: 5,294 vacation rentals
  • Harlem: 521 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Port Chester?

Vrbo offers a large selection of vacation rentals near lovely places in Port Chester. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Capitol Theatre: 500 vacation rentals
  • Clay Art Center Gallery: 540 vacation rentals
  • Queens: 5,294 vacation rentals
  • Flushing Meadows-Corona Park: 5,739 vacation rentals
  • Gracie Mansion: 5,791 vacation rentals

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

Can I rent Condos/Apartments in Port Chester?

Yes, of course. Vrbo has 20 Condos/Apartments in Port Chester. Our other popular types of vacation rentals in Port Chester include:

  • Houses: 76 rentals available
  • Studios: 19 rentals available
  • Townhouses: 5 rentals available

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

Can I find a vacation rental with pool in Port Chester?

Yes, you can select your preferred vacation rental with pool among our 19 vacation rentals with pool available in Port Chester. Please use our search bar to access the selection of vacation rentals available.

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