A calm lake surrounded by autumn-colored trees.

Chesterfield Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Chesterfield holiday rentals

Interior

Queen Bed Non-Smoking

Queen Bed Non-Smoking
Chesterfield, SC
The price is HK$813
HK$961 total
includes taxes & fees
29 Jun - 30 Jun
Queen Bed Non-Smoking
Private kitchen

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$1,412
HK$2,222 total
includes taxes & fees
13 Jul - 14 Jul
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
Interior

2 Full Beds Non-Smoking

2 Full Beds Non-Smoking
Chesterfield, SC
The price is HK$889
HK$1,047 total
includes taxes & fees
1 Jul - 2 Jul
2 Full Beds Non-Smoking
Interior

King Bed Non-Smoking

King Bed Non-Smoking
Chesterfield, SC
The price is HK$867
HK$1,021 total
includes taxes & fees
29 Jun - 30 Jun
King Bed Non-Smoking
Property grounds

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, (30 reviews)
"Far from the Madding Crowd, this farm property is hidden in a field surrounded by trees. Very quiet."
United States
Anand
The price is HK$381
HK$620 total
includes taxes & fees
29 Jun - 30 Jun
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Exterior

In 1840 Burn Cottage

In 1840 Burn Cottage
Society Hill
9.6 out of 10, Exceptional, (35 reviews)
"Nice historic house provided authentic late-1800s three night stay. Enjoyed our stay."
United States
Ansel C.
The price is HK$847
HK$1,607 total
includes taxes & fees
1 Jul - 2 Jul
In 1840 Burn Cottage
2 bedrooms, WiFi, bed sheets

Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi

Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi
Hartsville
8.0 out of 10, Very good, (1 review)
"The stay was fine , with no problems."
United States
Mark H.
The price is HK$588
HK$1,239 total
includes taxes & fees
12 Jul - 13 Jul
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi
Living area

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$627
HK$1,105 total
includes taxes & fees
29 Jun - 30 Jun
Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham
Exterior

Great property for contract healthcare workers!

Great property for contract healthcare workers!
Hamlet
10.0 out of 10, Exceptional, (49 reviews)
"Was perfect for our stay while in town for a dance competition, allowing our family extra space over a hotel room!"
United States
Randy W.
The price is HK$1,059
HK$1,574 total
includes taxes & fees
1 Jul - 2 Jul
Great property for contract healthcare workers!
Sauna

Horizons Sandhills

Horizons Sandhills
3.5 star property
Patrick
The price is HK$3,237
HK$3,528 total
includes taxes & fees
30 Jun - 1 Jul
Horizons Sandhills
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 Rockingham

Hampton Inn & Suites Rockingham

10/10 Excellent
"We had an outstanding stay at Hampton Inn & Suites Rockingham in Rockingham, North Carolina! From the moment our large, multi-bus group arrived, we were welcomed with exceptional hospitality and genuine kindness. Evelyn, Erica, Jamie, and the entire hotel staff went above and beyond to make us feel at home. Their professionalism, friendliness, and attention to detail truly reflected the highest standard of customer service. Despite our large group and the number of rooms we reserved, the check-in process was smooth and well organized. Our rooms were spotless, comfortable, and well-maintained, making our stay even more enjoyable. The staff also took the time to recommend local restaurants and stores, which was greatly appreciated and made our visit even more convenient. It's clear that everyone at this hotel takes pride in providing an outstanding guest experience. We sincerely thank Evelyn, Erica, Jamie, and the entire team for making our stay such a memorable one. If you're looking for a clean, comfortable hotel with exceptional customer service, we highly recommend Hampton Inn & Suites Rockingham. We would gladly stay here again! ⭐⭐⭐⭐⭐"
Lefenus 1-night trip
Posted 2 days ago
Hampton Inn & Suites Rockingham

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 Caston Park. Cheraw State Park 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.