Chester County vacation rentals

We found 18 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Chester County that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the best amenities for spending time at your vacation home, which might include parking 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 accessible or non-smoking choices.
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Book a vacation rental for your Chester County getaway

Experience the unique character of Chester County with a stay in a vacation home rental. This city has something for everyone. 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 County

Do you want to discover top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Chester County a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Music Highway Crossroads (19.4 mi / 31.3 km)
  • Chickasaw Golf Course (9.1 mi / 14.7 km)
  • Shiloh Golf Course (22.5 mi / 36.2 km)
  • Falcon Ridge Golf Club (24.6 mi / 39.5 km)

Exploring the natural landscape of Chester County

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

  • Cypress Grove Nature Park (18 mi / 29 km)
  • Riverside City Park (26.3 mi / 42.3 km)
  • Natchez Trace State Park (28.7 mi / 46.2 km)
  • Pinson Mounds State Archeological Park (5.3 mi / 8.5 km)
  • Ramer City Park (25.6 mi / 41.2 km)
  • Savannah City Park (27.9 mi / 44.9 km)

Frequently asked questions

What is the best area to stay in Chester County when booking a vacation rental?
Henderson is one of the more in-demand areas to select a vacation property in Chester County. Looking for some awesome things to see and do in this destination? Take time to visit Chickasaw State Park and Chickasaw Golf Course.
What is the most popular type of vacation rental accommodation in Chester County?
Based on our research, villas are considered the most popular type of vacation property in Chester County. But having said that, everyone’s idea of an epic trip will differ. Vrbo has vacation homes with every shape, size and budget in mind, and we’ll help you locate your ideal fit.
How much does it cost to rent a vacation rental in Chester County?
Length of stay, property type and time of year are some of the things that can affect the price of a vacation home. Simply click on your travel dates to find your perfect match. From cozy chalets to expansive luxury villas, all Vrbo vacation rentals provide amazing value.
How much does it cost to rent a beach house in Chester County?
Prices for beach houses in Chester County may differ depending on the size and type of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and the number of guests to view vacation rental options and prices. From there you can use our filters to refine your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Chester County?
With one vacation rentals that welcome four-legged guests, your little buddy can also come along on your Chester County break. Use the filter tool to browse our pet-friendly vacation rentals and find a vacation home that’ll set tails wagging on Vrbo.
Are there large group vacation rentals in Chester County?
Take your pick of four Vrbo properties in Chester County that can accommodate a group of five or more guests. You’ll get all the space and privacy you need to hang out with your favorite people — and no one else.
Are there one-bedroom vacation rentals in Chester County?
Yes, you can choose from 3 one-bedroom rentals in Chester County. Whether you’d prefer a townhouse or a cabin, our one-bedroom rentals are great if you don’t need lots of space. One of the best things about having your own pad? You’ll never have to share your adventure with strangers.
Can I find two-bedroom vacation rentals in Chester County?
You can select from four two-bedroom vacation rentals in Chester County. Settle the kids into the second room or fill it with a couple of your best buddies. There’s space for whoever’s lucky enough to be coming along.
Are there vacation rentals with WiFi in Chester County?
You’ll have a choice of five vacation rentals with WiFi in Chester County. If you want to disconnect from the world on your vacation, but still need to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Chester County?
Decide on your travel dates and then use the filter tool to view vacation rentals with air conditioning in Chester County on Vrbo. With seven air-conditioned properties available here, you can enjoy a cool and comfortable break.
How old do you have to be to rent a vacation rental in Chester County?
We advise checking with the Chester County vacation home you’re considering on Vrbo as the age limit differs. However, normally it’s 16, 18 or 21.
How long can I rent a vacation rental in Chester County for?
The amount of time you can book a Chester County vacation rental for differs depending on the property. Just enter your travel dates to see available options offering extended stays. They have all the things you need to make your extended vacation more enjoyable such as air conditioning and kitchens. Some Vrbo vacation properties may also offer discounted weekly or monthly prices, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in Chester County?
Whether you’ve got your sights set on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some fabulous bargains and discounts on Vrbo. From mini stays to extended getaways, we’ve got the ideal place for your next Chester County escape.

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