Chester County holiday homes

We found 18 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 7 homes and other holiday rentals in Chester County that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Chester County getaway

Learn about the unique charm of Chester County with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Chester County

Do you want to find things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Chester County has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Casey Jones Village (19.5 mi / 31.3 km)
  • Chickasaw Golf Course (9.1 mi / 14.7 km)
  • Music Highway Crossroads (19.4 mi / 31.3 km)
  • Falcon Ridge Golf Club (24.6 mi / 39.5 km)

Exploring the natural landscape of Chester County

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Chester County. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Natchez Trace State Park (28.7 mi / 46.2 km)
  • Chickasaw State Park (8.1 mi / 13 km)
  • Riverside City Park (26.3 mi / 42.3 km)
  • Pinson Mounds State Archeological Park (5.3 mi / 8.5 km)
  • Cypress Grove Nature Park (18 mi / 29 km)
  • Ramer City Park (25.6 mi / 41.2 km)

Frequently asked questions

What is the best area to stay in Chester County when booking a holiday home?

One of the most sought-after areas to choose your holiday home in Chester County is Henderson. Spend your trip here and discover its leading attractions, including Freed-Hardeman University and Chickasaw State Park.

What is the most popular type of holiday home accommodation in Chester County?

The most popular types of holiday homes in Chester County are houses. Prefer something different? Bookabach has plenty of options to match our guests' diverse needs, so you'll see holiday properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — find yours today.

How much does it cost to rent a holiday home in Chester County?

Different factors can determine the price of a holiday home in Chester County, such as the length of stay, season and type of property. But, all Bookabach homes have something in common — unbeatable value. Just enter your travel dates to find your ideal fit.

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

When you travel and the style and size of the property will influence the cost of your beachside holiday home. Click on your Chester County travel dates to view your options on Bookabach. Can't live without a hot tub, or maybe a private pool? Use our filters to select the features and amenities you want in your beach house.

What are popular home amenities in Chester County?

A stovetop, a microwave oven and a fridge are the most popular home amenities in Chester County. Whether you're travelling solo, with your other half or a group of family members, Bookabach can help you find a holiday home that matches your tastes with all the extras you're looking for.

Are there large group holiday homes in Chester County?

With two Chester County holiday homes that can accommodate a group of five or more people, you can bring a few extra family members or buddies along. Whether you're planning a casual gathering or a celebratory event, we'll help you book the ideal space to match the occasion.

Can I find two-bedroom holiday homes in Chester County?

Chester County has four two-bedroom holiday homes to choose from. Discover a holiday home with all the privacy and comfort you're looking for at a price that won't break the bank on Bookabach.

Are there holiday homes with WiFi in Chester County?

Choose from five holiday homes with WiFi in Chester County. If you want to disconnect from daily life on your holiday, but still want to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Bookabach.

How old do you have to be to rent a holiday home in Chester County?

The age limit can differ across properties on Bookabach, so be sure to look at the rules of the holiday home in Chester County you want to book. But typically, it's 16, 18 or 21.

How long can I rent a holiday home in Chester County for?

The amount of time you can rent a Chester County holiday home for depends on the property. Simply enter your preferred travel dates to see available options offering longer term stays. They have all you need to make your extended trip more enjoyable such as kitchens and yards. Some holiday homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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