Chesterfield vacation rentals

We found 13 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of vacation rentals in Chesterfield that are perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the amenities you need and want for your stay, which might include WiFi and a fireplace. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find the perfect vacation rental for your Chesterfield getaway

Learn about the unique charm of Chesterfield with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Chesterfield

Are you looking for attractions to visit during your stay? Venture out of your vacation home and experience everything that makes Chesterfield a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Cheraw State Park Golf Course (12.3 mi / 19.7 km)
  • Granny Hollow Pottery and Fancy Crafts (15.8 mi / 25.4 km)

Exploring the natural features in Chesterfield

Whether you're looking for adventure or just want to take in the scenery, Chesterfield is a great place to get out in nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Cheraw State Park (11.7 mi / 18.8 km)
  • H Cooper Black Jr. Memorial Field Trial & Recreation Area (15 mi / 24.2 km)

Frequently asked questions

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

The average price for a vacation rental in Chesterfield can vary depending on factors like length of stay, property type and season. Whether you're thinking about a sprawling villa with lots of bedrooms or a quaint cabin for you and your other half, just enter your dates of travel to view stays with unbeatable value.

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

Prices for beach houses in Chesterfield vary depending on the style and size of the property and time of year you're traveling. Just enter your travel dates into Vrbo and how many guests to view your options and prices. From there you can use our filter tool to tailor your search by ratings, amenities and more.

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

It's advisable to check with the Chesterfield vacation home you're considering on Vrbo as age restrictions vary. However, it's generally 16, 18 or 21.

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

The amount of time you can rent a Chesterfield vacation rental for is up to the property. Just enter your dates of travel to browse available options offering longer term stays. They include all you need to make your extended vacation more enjoyable and convenient, like kitchens and air conditioning. Some vacation rentals may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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