Chesterfield Vacation Rentals

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Check prices for these dates

Tonight
Jan 7 - Jan 8
Tomorrow
Jan 8 - Jan 9
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Chesterfield vacation rentals

Property grounds
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet

Apartment in Bennettsville

The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
9.8 out of 10, Exceptional, (19)
"This was a perfect spot for us for the night. The drive there was pleasant, the location quiet. We would return."
United States
Kirsten K.
$76 nightly
The price is $85
Jan 9 - Jan 10
Total with taxes and fees
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Living area
Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham

Apartment in Rockingham

Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham
10.0 out of 10, Exceptional, (1)
"Always spotless, upon walking in. Just an convenient place to stay, for the price when I'm visiting home."
United States
Sandra
$125 nightly
The price is $141
Feb 1 - Feb 2
Total with taxes and fees
Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham
2 bedrooms, WiFi, bed sheets
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi

Mobile Home in Hartsville

Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi
8.0 out of 10, Very Good, (1)
"The stay was fine , with no problems."
United States
Mark H.
$138 nightly
The price is $150
Jan 11 - Jan 12
Total with taxes and fees
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi
Exterior
Great property for contract healthcare workers!

Mobile Home in Hamlet

Great property for contract healthcare workers!
10.0 out of 10, Exceptional, (37)
"Very clean and comfortable place to stay "
United States
Matt C.
$194 nightly
The price is $219
Jan 22 - Jan 23
Total with taxes and fees
Great property for contract healthcare workers!
Exterior
In 1840 Burn Cottage

Vacation Home in Society Hill

In 1840 Burn Cottage
9.6 out of 10, Exceptional, (34)
"Nice historic house provided authentic late-1800s three night stay. Enjoyed our stay."
United States
Ansel C.
$203 nightly
The price is $221
Jan 22 - Jan 23
Total with taxes and fees
In 1840 Burn Cottage
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Remodeled historic house, near Pageland, with WI-FI and parking FREE

Vacation Home in Pageland

Remodeled historic house, near Pageland, with WI-FI and parking FREE
9.6 out of 10, Exceptional, (7)
"Very comfortable and homey feel. The house was spotless and owners were very responsive. "
United States
Nicolle E.
$253 nightly
The price is $276
Jan 8 - Jan 9
Total with taxes and fees
Remodeled historic house, near Pageland, with WI-FI and parking FREE
Living area
Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham

Apartment in Rockingham

Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham
9.0 out of 10, Wonderful, (2)
"The apartment was very clean and comfortable. We had to check in very late and the AC was off so it took a bit to get the bedroom cooled enough to sleep. That was only an issue the first night. When we tried to get in the apartment, the code did not work. We had to call the host and they answered and set the code so we could get in. Overall the stay was good."
United States
Leigh M.
$125 nightly
The price is $141
Jan 8 - Jan 9
Total with taxes and fees
Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham
Interior
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC

Apartment in Rockingham

Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
$130 nightly
The price is $147
Jan 11 - Jan 12
Total with taxes and fees
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterfield Hotel Reviews

Hampton Inn & Suites Hartsville

Hampton Inn & Suites Hartsville

10/10 Excellent
"The staff are always friendly and the room is always fresh and clean"
Pamela 1-night trip
Posted 4 days ago
Hampton Inn & Suites Hartsville

Find out more about Chesterfield

Everything you need to know about Chesterfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesterfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Chesterfield?

Yes, we have vacation rentals near the most popular sights in Chesterfield, or you can select a more secluded option if you want a relaxing place to stay.

What's the top vacation rental that Chesterfield has to offer?

In 1840 Burn Cottage: You might like this vacation home rental near Chesterfield. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Chesterfield?

Choose from 3 Expedia vacation rentals in Chesterfield for a memorable vacation.

What can I see and do in Chesterfield?

Explore the area and family-friendly sights such as Granny Hollow Pottery and Fancy Crafts, or get out into nature at a spot like Caston Park. Cheraw State Park and Cheraw State Park Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Chesterfield?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Chesterfield. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.