A swampy forest with a calm water body surrounded by tall trees and dense foliage.

Search Holiday Rentals in Chesterfield County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Chesterfield County Accommodation: Most Popular Cities to Stay

A calm lake surrounded by autumn-colored trees.
Holiday RentalsHoliday Rentals

Chesterfield

Chesterfield

Our top choices for Chesterfield County holiday rentals

Entrance / Reception

1. 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 £59
includes taxes & fees
3 Oct - 4 Oct
King Bed 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 £55
includes taxes & fees
3 Oct - 4 Oct
Queen Bed Non-Smoking
Bedroom

3. 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 £60
includes taxes & fees
4 Oct - 5 Oct
2 Full Beds 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, (4 reviews)
"Definitely would book again."
United States
Michael Z.
The price is £222
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 £341
includes taxes & fees
3 Oct - 4 Oct
Horizons Sandhills
A house with a wooden deck, string lights, and a porch.

6. 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 £177
includes taxes & fees
4 Oct - 5 Oct
Great property for contract healthcare workers!
A compact living space with a dining table, chairs, a sofa, a television, and a small kitchenette area.

7. Gibson Country Cottage

Gibson Country Cottage
Gibson
The price is £136
includes taxes & fees
27 Oct - 28 Oct
Gibson Country Cottage
A white metal archway surrounded by greenery, with a house in the background.

8. 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 £69
includes taxes & fees
7 Oct - 8 Oct
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
A modern living room with a ceiling fan, a dining area with a table and chairs, and a gray sofa with a coffee table.

9. 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 £118
includes taxes & fees
5 Oct - 6 Oct
Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham
A compact kitchen with white cabinets, a wooden countertop, a built-in microwave, and a refrigerator.

10. Camden Cottage

Camden Cottage
Camden
10.0 out of 10, Exceptional, (69 reviews)
"The location really is the highlight and the bed is excellent. "
United States
Paul C.
The price is £146
includes taxes & fees
13 Oct - 14 Oct
Camden Cottage
A green house with a porch and a chimney.

11. 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 £174
includes taxes & fees
21 Oct - 22 Oct
In 1840 Burn Cottage
A modern living room with a flat-screen TV, a dining area with a table and chairs, and a hallway leading to another room.

12. 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 kitchen with a herringbone tile backsplash, a black induction cooktop, and a stainless steel faucet.

13. 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 £200
includes taxes & fees
13 Oct - 14 Oct
Riggins King suite WI-FI Patio Farmscape comfort
A rustic bedroom with a large bed, a wooden chair, and a fireplace.

14. Charming pet friendly 2-bedroom cabin in lovely Monroe with WiFi, AC

Charming pet friendly 2-bedroom cabin in lovely Monroe with WiFi, AC
Monroe
9.4 out of 10, Exceptional, (15 reviews)
"Enjoyed our stay on the farm. A cute and cozy cottage with a fenced in yard for the dogs. "
United States
Lisa B.
The price is £168
includes taxes & fees
5 Oct - 6 Oct
Charming pet friendly 2-bedroom cabin in lovely Monroe with WiFi, AC
A modern kitchen with white cabinets, a wooden wall, and a dining area with a wooden table and chairs.

15. Private 1BR GuestHouse Near Charlotte Pet Friendly

Private 1BR GuestHouse Near Charlotte Pet Friendly
Indian Trail
10.0 out of 10, Exceptional, (2 reviews)
"Close to shops and restaraunts"
United States
Larry B.
The price is £302
includes taxes & fees
4 Oct - 5 Oct
Private 1BR GuestHouse Near Charlotte Pet Friendly
A living room with a brick fireplace, a sofa, a red leather chair, and a coffee table.

16. 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 £250
includes taxes & fees
3 Oct - 4 Oct
Rustic-Modern House 2bedrooms in Marshville
A modern kitchen with grey cabinets, a stainless steel stove, and a built-in oven.

17. 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 £194
includes taxes & fees
6 Oct - 7 Oct
The Cove #3, Adorable 2-bedroom apartment with AC in Rockingham
A bedroom with a bed, a ceiling fan, a window with curtains, and artwork on the walls.

18. New 2-bedroom house in peaceful setting

New 2-bedroom house in peaceful setting
Peachland
The price is £165
includes taxes & fees
2 Nov - 3 Nov
New 2-bedroom house in peaceful setting
A spacious living room with a large brown leather sofa, a dining area with a long table and chairs, and a kitchen with wooden cabinets and a marble countertop.

19. Cozy Getaway, Grill, Spacious by Zen Living

Cozy Getaway, Grill, Spacious by Zen Living
Waxhaw
9.8 out of 10, Exceptional, (17 reviews)
"Great location! Easy to check in and check out. As described. Will be back!"
United States
John V.
The price is £256
includes taxes & fees
4 Oct - 5 Oct
Cozy Getaway, Grill, Spacious by Zen Living
A backyard with a stone patio, a small pond, and a variety of plants and flowers.

20. Charming Modern Home with Koi Pond & Spacious Backyard – Sleeps 6

Charming Modern Home with Koi Pond & Spacious Backyard – Sleeps 6
Monroe
9.6 out of 10, Exceptional, (26 reviews)
"One of the nicest cleanest pet friendly stays we’ve ever had. Host was attentive and the house was well cared for and clean as a whistle."
United States
Scott S.
The price is £258
includes taxes & fees
4 Oct - 5 Oct
Charming Modern Home with Koi Pond & Spacious Backyard – Sleeps 6
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 County Hotel Reviews

Tru by Hilton Florence I-95

Tru by Hilton Florence I-95

10/10 Excellent
"Clean room, comfortable beds, great staff. I very comfortable stay."
Shauntaye 1-night trip
Posted 3 hours ago
Tru by Hilton Florence I-95

Find out more about Chesterfield County

Holiday Apartments in Chesterfield County

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

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

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

Explore a world of travel with Expedia