A calm lake surrounded by autumn-colored trees.

Chesterfield Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chesterfield holiday rentals

Coffee/tea maker, fridge, microwave, oven

1. 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 HK$1,413
HK$2,250 total
includes taxes & fees
24 Aug - 25 Aug
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
Interior

2. King Bed Non-Smoking

King Bed Non-Smoking
Chesterfield, SC
The price is HK$530
HK$644 total
includes taxes & fees
26 Aug - 27 Aug
King Bed Non-Smoking
Interior

3. Queen Bed Non-Smoking

Queen Bed Non-Smoking
Chesterfield, SC
The price is HK$497
HK$607 total
includes taxes & fees
12 Sept - 13 Sept
Queen Bed Non-Smoking
Interior

4. 2 Full Beds Non-Smoking

2 Full Beds Non-Smoking
Chesterfield, SC
The price is HK$543
HK$660 total
includes taxes & fees
26 Aug - 27 Aug
2 Full Beds Non-Smoking
Sauna

5. Horizons Sandhills

Horizons Sandhills
3.5 star property
Patrick
The price is HK$3,239
HK$3,531 total
includes taxes & fees
12 Sept - 13 Sept
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 HK$1,483
HK$2,622 total
includes taxes & fees
27 Aug - 28 Aug
Rustic-Modern House 2bedrooms in Marshville
Exterior

7. In 1840 Burn Cottage

In 1840 Burn Cottage
Society Hill
9.6 out of 10, Exceptional, (35 reviews)
"Great place, well stocked, Melissa was a great host."
United States
David T.
The price is HK$848
HK$1,642 total
includes taxes & fees
23 Aug - 24 Aug
In 1840 Burn Cottage
Exterior

8. Great property for contract healthcare workers!

Great property for contract healthcare workers!
Hamlet
10.0 out of 10, Exceptional, (53 reviews)
"Very clean, smelled great, host very quick in responding, very welcoming and homey."
United States
Kyla L.
The price is HK$1,177
HK$1,699 total
includes taxes & fees
6 Sept - 7 Sept
Great property for contract healthcare workers!
Property grounds

9. 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, (32 reviews)
"Great little getaway. Spacious for my family and us to get away for the night together. Tucked away from eveything but close enough to get things if needed. Host was nice and responsive, if we are in the area next year I’d be happy to come back! "
United States
Jeremy L.
The price is HK$381
HK$620 total
includes taxes & fees
28 Aug - 29 Aug
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Private kitchen

10. 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 HK$1,044
HK$2,044 total
includes taxes & fees
27 Aug - 28 Aug
Riggins King suite WI-FI Patio Farmscape comfort
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 HK$706
HK$1,194 total
includes taxes & fees
16 Aug - 17 Aug
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
Dining

12. 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.
The price is HK$628
HK$1,106 total
includes taxes & fees
16 Aug - 17 Aug
Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC
Living area

13. Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham

Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham
Rockingham
8.0 out of 10, Very good, (3 reviews)
"Always spotless, upon walking in. Just an convenient place to stay, for the price when I'm visiting home."
United States
Sandra
The price is HK$706
HK$1,194 total
includes taxes & fees
16 Aug - 17 Aug
Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham
1 bedroom, desk, iron/ironing board, free WiFi

14. Lovely Studio Apartment in Hamlet, NC

Lovely Studio Apartment in Hamlet, NC
Hamlet
The price is HK$589
HK$1,504 total
includes taxes & fees
6 Sept - 7 Sept
Lovely Studio Apartment in Hamlet, NC
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

Fairfield Inn by Marriott Hartsville

Fairfield Inn by Marriott Hartsville

8/10 Good
"Nice place to stay."
Robert 3-night trip
Posted 3 days ago
Fairfield Inn by Marriott Hartsville

Find out more about Chesterfield

Search for holiday rentals in Chesterfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Chesterfield using one of the methods below:

  • View our selection of featured holiday rentals in Chesterfield
  • Use the map to find apartments and other holiday homes in the Chesterfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chesterfield while they last

Look no further and take a look at our great range of rental properties in Chesterfield!

Frequently asked questions

Can I find a holiday rental in Chesterfield?

Yes, there are holiday rentals close to the most popular sights in Chesterfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chesterfield has to offer?

Walk to Coker University & Dtwn! Home w/ Game Room: This holiday home rental outside of Chesterfield offers a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Chesterfield?

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

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 wider area.

What are holiday rentals like in Chesterfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesterfield. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.