A calm lake surrounded by autumn-colored trees.

Chesterfield Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Chesterfield holiday rentals

Bedroom

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 traveller
The price is HK$510
HK$622 total
includes taxes & fees
9 Oct - 10 Oct
2 Full Beds Non-Smoking
Entrance / Reception

2. 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 traveller
The price is HK$464
HK$569 total
includes taxes & fees
8 Oct - 9 Oct
Queen Bed Non-Smoking
Entrance / Reception

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 traveller
The price is HK$503
HK$613 total
includes taxes & fees
8 Oct - 9 Oct
King Bed Non-Smoking
A kitchen with white cabinets, a granite countertop, a stainless steel oven, and two wooden bar stools.

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, (5 reviews)
"Definitely would book again."
United States
Michael Z.
The price is HK$1,491
HK$2,318 total
includes taxes & fees
29 Oct - 30 Oct
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
A cabin with a deck, outdoor seating, a fire pit, and a staircase leading to a second level.

5. Horizons Sandhills

Horizons Sandhills
3.5 star property
Patrick
The price is HK$3,239
HK$3,531 total
includes taxes & fees
8 Oct - 9 Oct
Horizons Sandhills
A living room with a brick fireplace, a sofa, a red leather chair, and a coffee table.

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$2,605 total
includes taxes & fees
17 Oct - 18 Oct
Rustic-Modern House 2bedrooms in Marshville
A modern kitchen with a herringbone tile backsplash, a black induction cooktop, and a stainless steel faucet.

7. 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$2,019 total
includes taxes & fees
19 Oct - 20 Oct
Riggins King suite WI-FI Patio Farmscape comfort
A green house with a porch and a chimney.

8. 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.
The price is HK$848
HK$1,685 total
includes taxes & fees
21 Oct - 22 Oct
In 1840 Burn Cottage
A house with a wooden deck, string lights, and a porch.

9. 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 HK$1,373
HK$2,026 total
includes taxes & fees
25 Oct - 26 Oct
Great property for contract healthcare workers!
A white metal archway surrounded by greenery, with a house in the background.

10. 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)
"Great quiet location all by itself. Exactly as pictured. We will be back as well!"
United States
Lonny K.
The price is HK$424
HK$668 total
includes taxes & fees
13 Oct - 14 Oct
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
A modern living room with a flat-screen TV, a dining area with a table and chairs, and a hallway leading to another room.

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.
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
A modern living room with a ceiling fan, a dining area with a table and chairs, and a gray sofa with a coffee table.

12. Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham

Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham
Rockingham
9.4 out of 10, Exceptional, (8 reviews)
"The stay was great, had no issues "
United States
Evan J.
The price is HK$816
HK$1,318 total
includes taxes & fees
15 Oct - 16 Oct
Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham
A bedroom with a bed, a dresser, a television, and a window with curtains.

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 HK$911
HK$1,885 total
includes taxes & fees
27 Oct - 28 Oct
The Cove #2. Lovely 2-bedroom apartment with AC in charming Rockingham.
A modern kitchen with grey cabinets, a stainless steel stove, and a built-in oven.

14. The Cove #3, Adorable 2-bedroom apartment with AC in Rockingham

The Cove #3, Adorable 2-bedroom apartment with AC in Rockingham
Rockingham
The price is HK$1,012
HK$2,017 total
includes taxes & fees
20 Oct - 21 Oct
The Cove #3, Adorable 2-bedroom apartment with AC in 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

The Mantissa Hotel

The Mantissa Hotel

10/10 Excellent
"Property has lots of character and charm. Staff were helpful and very pleasant. The room was quite large and clean. The bed was comfortable."
Marilyn 1-night trip
Posted 1 day ago
The Mantissa Hotel

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?

In 1840 Burn Cottage: This holiday home rental outside of Chesterfield offers a patio, a selection of games and a BBQ 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 that you can cook with friends or family.

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. 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 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.