A calm lake surrounded by autumn-colored trees.

Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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)
"A reliable option with essential comforts that satisfied our requirements without stressing over little details too much."
United States
Anonymous traveler
The price is AED 244
AED 297 total
includes taxes & fees
25 Sep - 26 Sep
2 Full Beds Non-Smoking
Coffee/tea maker, fridge, microwave, oven

2. 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.
The price is AED 661
AED 1,041 total
includes taxes & fees
29 Sep - 30 Sep
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
Interior

3. King Bed Non-Smoking

King Bed Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (117 reviews)
"Quick weekend getaway turned out fine, solid facilities made settling down simple here despite being busy nearby over summer season!"
United States
Anonymous traveler
The price is AED 240
AED 293 total
includes taxes & fees
24 Sep - 25 Sep
King Bed Non-Smoking
Interior

4. Queen Bed Non-Smoking

Queen Bed Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (123 reviews)
"Felt at home right away!"
United States
Anonymous traveler
The price is AED 221
AED 271 total
includes taxes & fees
24 Sep - 25 Sep
Queen Bed Non-Smoking
Quadruple Room, Courtyard View | Bathroom | Shower, free toiletries, hair dryer, bathrobes

5. Horizons Sandhills

Horizons Sandhills
3.5 star property
Patrick
The price is AED 1,516
AED 1,653 total
includes taxes & fees
24 Sep - 25 Sep
Horizons Sandhills
Living area

6. 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.
The price is AED 694
AED 1,212 total
includes taxes & fees
3 Oct - 4 Oct
Rustic-Modern House 2bedrooms in Marshville
Property grounds

7. 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.
The price is AED 215
AED 331 total
includes taxes & fees
28 Sep - 29 Sep
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
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.
The price is AED 489
AED 953 total
includes taxes & fees
4 Oct - 5 Oct
Riggins King suite WI-FI Patio Farmscape comfort
Iron/ironing board, WiFi (free), bed sheets

9. The Cove #4. Rare find. Comfy 2Bedroom apartment in soothing Rockingham with AC.

The Cove #4. Rare find. Comfy 2Bedroom apartment in soothing Rockingham with AC.
Rockingham
The price is AED 584
AED 754 total
includes taxes & fees
25 Sep - 26 Sep
The Cove #4. Rare find. Comfy 2Bedroom apartment in soothing Rockingham with AC.
Exterior

10. Great property for contract healthcare workers!

Great property for contract healthcare workers!
Hamlet
10.0 out of 10, Exceptional, (56 reviews)
"Great as always! We were repeat guests and love everything about the location!"
United States
Kristen T.
The price is AED 579
AED 863 total
includes taxes & fees
4 Oct - 5 Oct
Great property for contract healthcare workers!
Interior

11. 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.
The price is AED 331
AED 559 total
includes taxes & fees
28 Sep - 29 Sep
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
Property grounds

12. 3BR Home Near Hospitals & Speedway

3BR Home Near Hospitals & Speedway
Rockingham
The price is AED 545
AED 942 total
includes taxes & fees
27 Sep - 28 Sep
3BR Home Near Hospitals & Speedway
Coffee/tea maker, fridge, microwave, oven

13. The Cove #2. Lovely 2-bedroom apartment with AC in charming Rockingham.

The Cove #2. Lovely 2-bedroom apartment with AC in charming Rockingham.
Rockingham
The price is AED 426
AED 883 total
includes taxes & fees
29 Sep - 30 Sep
The Cove #2. Lovely 2-bedroom apartment with AC in charming Rockingham.
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
"Always love staying here when visiting my daughter at Coker. Such kind staff. They were booked full and seemed under staffed for cleaning so all staff was pitching in to help out."
susan 1-night trip
Posted 10 hours ago
Hampton Inn & Suites Hartsville

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?

Sarah's House Rare-Gem! Charming 3-bedroom house in Central Rockingham with AC: Located near Chesterfield, this vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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. Cheraw State Park Golf Course and H Cooper Black Jr. Memorial Field Trial & Recreation Area 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.