A calm lake surrounded by autumn-colored trees.

Chesterfield Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Chesterfield vacation rentals

Interior

1. 2 Full Beds Non-Smoking

2 Full Beds Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (168 reviews)
"WiFi quality let me catch up on some work easily without any interruptions,that was crucial given our busy schedule."
United States
Anonymous traveler
$71 nightly
The price is $79
Aug 29 - Aug 30
Total with taxes and fees
2 Full Beds Non-Smoking
Interior

2. King Bed Non-Smoking

King Bed Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (117 reviews)
"Needed a quick break on our road trip. Check-in was simple and we found all essentials in our room, including a fridge and microwave."
United States
Anonymous traveler
$70 nightly
The price is $77
Aug 29 - Aug 30
Total with taxes and fees
King Bed Non-Smoking
Interior

3. Queen Bed Non-Smoking

Queen Bed Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (123 reviews)
"Really good price for what you get. The rooms are spacious and include all the necessary amenities."
United States
Anonymous traveler
$65 nightly
The price is $72
Aug 28 - Aug 29
Total with taxes and fees
Queen Bed Non-Smoking
Private kitchen

4. 12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B

12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
Chesterfield
10.0 out of 10, Exceptional, (4 reviews)
"Definitely would book again."
United States
Michael Z.
$263 nightly
The price is $287
Sep 2 - Sep 3
Total with taxes and fees
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
Property grounds

5. The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet

The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Bennettsville
9.8 out of 10, Exceptional, (34 reviews)
"Such a clean cozy stay . We feltRight at home and we will definitely be booking again ."
United States
Lauryn M.
$65 nightly
The price is $73
Aug 30 - Aug 31
Total with taxes and fees
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Exterior

6. In 1840 Burn Cottage

In 1840 Burn Cottage
Society Hill
9.6 out of 10, Exceptional, (36 reviews)
"Great place, well stocked, Melissa was a great host."
United States
David T.
$191 nightly
The price is $208
Aug 30 - Aug 31
Total with taxes and fees
In 1840 Burn Cottage
Sauna

7. Horizons Sandhills

Horizons Sandhills
3.5 star property
Patrick
$449 nightly
The price is $489
Sep 1 - Sep 2
Total with taxes and fees
Horizons Sandhills
Private kitchen

8. Riggins King suite WI-FI Patio Farmscape comfort

Riggins King suite WI-FI Patio Farmscape comfort
Marshville
10.0 out of 10, Exceptional, (2 reviews)
"I stayed in the suite, and it was great as it was just me traveling for work, but would also be a good place to stay as a couple."
United States
Zach M.
$244 nightly
The price is $260
Aug 27 - Aug 28
Total with taxes and fees
Riggins King suite WI-FI Patio Farmscape comfort
Interior

9. Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC

Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
Rockingham
10.0 out of 10, Exceptional, (1 review)
"This property was very clean and looked exactly as pictured. It was a breeze getting in and out of the house. I will definitely book again! "
United States
Breiana H.
$135 nightly
The price is $152
Aug 31 - Sep 1
Total with taxes and fees
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
Living area

10. Rustic-Modern House 2bedrooms in Marshville

Rustic-Modern House 2bedrooms in Marshville
Marshville
10.0 out of 10, Exceptional, (1 review)
"Needed a place close to family and this was perfect. Probably the nicest most well cared for home I’ve Vrbo’d. Its beautiful and peaceful."
United States
John D.
$313 nightly
The price is $334
Sep 21 - Sep 22
Total with taxes and fees
Rustic-Modern House 2bedrooms in Marshville
Exterior

11. Great property for contract healthcare workers!

Great property for contract healthcare workers!
Hamlet
10.0 out of 10, Exceptional, (54 reviews)
"Very clean, smelled great, host very quick in responding, very welcoming and homey."
United States
Kyla L.
$177 nightly
The price is $200
Sep 6 - Sep 7
Total with taxes and fees
Great property for contract healthcare workers!
Room

12. Lovely Studio Apartment in Hamlet, NC

Lovely Studio Apartment in Hamlet, NC
Hamlet
$172 nightly
The price is $194
Sep 6 - Sep 7
Total with taxes and fees
Lovely Studio Apartment in Hamlet, NC
Dining

13. Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC

Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC
Rockingham
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay. The place was clean and easy to find. We look forward to booking it again. "
United States
Christine R.
$125 nightly
The price is $141
Aug 27 - Aug 28
Total with taxes and fees
Skipper 3- Charming 1-bedroom apartment in 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

Fairfield Inn by Marriott Hartsville

Fairfield Inn by Marriott Hartsville

10/10 Excellent
"Clean room, excellent breakfast, staff were very friendly and welcoming."
Jessica 3-night trip
Posted 1 day ago
Fairfield Inn by Marriott 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 $72 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?

Walk to Coker University & Dtwn! Home w/ Game Room: This vacation home rental near Chesterfield offers a patio, a garden, 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 dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Cheraw State Park. Northeastern Technical College 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.