Discover a selection of 66 vacation rentals in 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 $129 per night, and houses and condos are popular options for a stay in Chester. Either way, you'll find a rental for everyone's needs.
Destination guide

Friendly Chester will entice you

Learn about the unique charm of Chester with a stay in a private vacation home. Travelers to this welcoming city praise the soccer games, university setting and restaurants. Liberty Bell Center and Independence Hall are just a couple of the must-sees in the area. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.


Activities and attractions in and around Chester

Do you want to discover things to do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Chester a fun place to get away. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Philadelphia Zoo (12.7 mi / 20.4 km)
  • Ice Works Skating Complex (2.8 mi / 4.5 km)
  • Bridgeport Speedway (3.6 mi / 5.8 km)
  • Gloucester County Dream Park (3.7 mi / 5.9 km)
  • Golf Course at Glen Mills (8.5 mi / 13.7 km)
  • Brandywine Zoo (11.4 mi / 18.4 km)
Natural features

Exploring the natural features in Chester

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

  • Longwood Gardens (16.4 mi / 26.3 km)
  • Betchtel Park (5.8 mi / 9.3 km)
  • John Heinz National Wildlife Refuge at Tinicum (6.9 mi / 11.2 km)
  • John J. Tyler Arboretum (7 mi / 11.3 km)
  • Bellevue State Park (8 mi / 12.8 km)
  • Ridley Creek State Park (8.2 mi / 13.2 km)
How to get there

How to get to and around Chester

The nearest airport is in Philadelphia, PA (PHL-Philadelphia Intl.), located 7.2 mi (11.6 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Blue Bell, PA (BBX-Wings Field), which is 20.6 mi (33.1 km) away.

If you prefer train travel, make your way to Chester Station or Chester Highland Avenue Station and explore the city from there.

How many vacation rentals are available around Chester?

Our 2020 property listings offer a large selection of 66 vacation rentals around Chester. From 30 house rentals to 26 condo and apartment 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 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 Chester:

  • Center City: 856 vacation rentals
  • North Philadelphia: 790 vacation rentals
  • South Philadelphia: 902 vacation rentals
  • Rittenhouse Square: 217 vacation rentals
  • West Philadelphia: 237 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 Chester?

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

  • PPL Park: 1,285 vacation rentals
  • Widener University: 1,302 vacation rentals
  • Harrah's Casino and Racetrack: 1,296 vacation rentals
  • Chester Highland Avenue Station: 1,278 vacation rentals
  • Chester Station: 1,298 vacation rentals

But there are many other points of interest around 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 Houses in Chester?

Yes, of course. Vrbo has 30 Houses in Chester. Our other popular types of vacation rentals in Chester include:

  • Condos/Apartments: 26 rentals available
  • Cabins: 2 rentals available
  • Cottages: 2 rentals available

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

Can I find a vacation rental with pool in Chester?

Yes, you can select your preferred vacation rental with pool among our 14 vacation rentals with pool available in Chester. Please use our search bar to access the selection of vacation rentals available.

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