Chester vacation rentals

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your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 5 homes and other vacation rentals in Chester that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for spending time at your vacation home, which might include WiFi and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

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Head to the friendly city of Chester

Learn about the unique charm of Chester with a stay in a private vacation home. This welcoming city is known for its soccer games, university setting and restaurants. Wells Fargo Center and Lincoln Financial Field are just a couple of the must-sees in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in and around Chester

Are you hoping to find attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Chester a fun place to get away. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Harrah's Casino and Racetrack (0.3 mi / 0.5 km)
  • Bridgeport Speedway (3 mi / 4.8 km)
  • Ice Works Skating Complex (3.6 mi / 5.8 km)
  • Gloucester County Dream Park (3.8 mi / 6.1 km)
  • South Philadelphia Sports Complex (10.6 mi / 17.1 km)
  • Philadelphia Zoo (12 mi / 19.2 km)

Exploring the natural landscape of Chester

Whether you're an outdoor enthusiast or just want to take in the scenery, Chester is a great place to spend some time outside. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Rittenhouse Square (11.9 mi / 19.2 km)
  • Brandywine Valley (9.6 mi / 15.4 km)
  • Nemours Mansion and Gardens (11.8 mi / 18.9 km)
  • Schuylkill River Trail (11.9 mi / 19.1 km)
  • Brandywine Creek State Park (12 mi / 19.3 km)
  • Love Park (12.4 mi / 20 km)

Transportation to and around Chester

Fly into Philadelphia Intl. Airport (PHL), the closest airport, located 6.4 mi (10.3 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Blue Bell, PA (BBX-Wings Field), which is 20.3 mi (32.6 km) away.

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

Frequently asked questions

How much does it cost to rent a vacation rental in Chester?

Property type, length of stay and season are among the factors that can affect the price of a vacation home. Simply enter your travel dates to find your perfect match. From quaint country cottages to sprawling villas, all Vrbo vacation rentals offer unbeatable value.

How much does it cost to rent a beach house in Chester?

When you travel and the size and style of the property will influence the cost of your beachside stay. Type in your Chester travel dates to see your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to select the features and amenities you want in your vacation home.

What are the top attractions for families in Chester?

There are tons of fun things to do and see with the family in Chester, such as:

  • John Heinz National Wildlife Refuge at Tinicum
  • Simeone Foundation Museum
  • Ice Works Skating Complex

How old do you have to be to rent a vacation rental in Chester?

The minimum age permitted can vary across properties on Vrbo, so be sure to check the rules of the vacation home in Chester you're considering. But in general, it's 16, 18 or 21.

How long can I rent a vacation rental in Chester for?

It's down to the Chester property. To view all available options offering extended stays, simply enter your dates and number of people into the Vrbo search page. Enjoy having the place to yourself, along with amenities such as a full kitchen, air conditioning and outdoor spaces where the kids can burn off energy. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.

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