Chester vacation rentals

We found 13 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of vacation rentals in Chester that are perfect for your trip. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, such as a fireplace and a washer and dryer. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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Choose a vacation rental for your Chester getaway

Experience the unique character of Chester with a stay in a vacation home rental. There's no shortage of things to see and do in the area.If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Chester

Do you want to find 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 a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Rocky Run Golf Course (10.7 mi / 17.2 km)
  • Lakes Golf Course (4.3 mi / 6.9 km)

Exploring the natural landscape of Chester

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Chester is a great place to get outside. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Brant Lake (2.1 mi / 3.4 km)
  • Lake Madison (6.4 mi / 10.3 km)
  • Lake Herman State Park (13.6 mi / 21.9 km)
  • Porter Sculpture Park (20.3 mi / 32.7 km)
  • Walkers Point Recreation Area (6.5 mi / 10.5 km)
  • Brown Memorial Park (11.8 mi / 19 km)

Transportation to and around Chester

The nearest airport is in Sioux Falls Regional Airport (FSD), located 23.8 mi (38.3 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chester?

Cabins are the most popular kind of vacation rental in Chester, according to our data. Even if you've got something different in mind, Vrbo has properties in all shapes and sizes. Take a look at our options to find your ideal match.

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

The average price for a vacation home in Chester is based on several factors, like property type, length of stay and season. Whether you're in search of a sprawling villa with space for the whole family or a quaint cottage just enough for two, just add your dates of travel to view stays with terrific value.

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

The average price for a vacation home near the beach in Chester depends on when you're traveling and the size and style of property you're looking for. Find prices easily on Vrbo by entering your travel dates and destination. Then use our filters to select the number of bedrooms and amenities that you prefer, such as WiFi, a pool and air conditioning.

What are popular rental amenities in Chester?

Some of the most popular rental amenities people look for in Chester are a firepit, a lake view and a nearby waterfront. Whether you're hitting the road with friends, family or even pets, Vrbo vacation homes feature the best amenities for ultimate relaxation with the people closest to you.

What are the top attractions for families in Chester?

Keeping the kids happy during your Chester vacation is a cinch with these leading family-friendly attractions:

  • Lake Madison
  • Walkers Point Recreation Area
  • Lakes Golf Course

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

The minimum age requirements can vary across properties on Vrbo, so look at the rules of the vacation rental in Chester you want. But usually, it's 16, 18 or 21.

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

The amount of time you can stay in a Chester vacation rental for is down to the property. Just tap in your preferred travel dates to view options offering longer term stays. They have the things you need to make your extended getaway more enjoyable and convenient, like air conditioning and laundries. Some properties might also offer weekly or monthly discounts, so you can stay even longer for less.