A calm lake surrounded by autumn-colored trees.

Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Chesterfield vacation rentals

1. 2 Full Beds Non-Smoking

2 Full Beds Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (168 reviews)
"Two nights spent here, all went well. Free parking made it easy to come and go, plus the air conditioning worked perfectly in my room. Strong WiFi allowed me to finish some work without issues."
United States
Anonymous traveler
The price is ￥10,184
￥12,469 total
includes taxes & fees
Aug 31 - Sep 1
2 Full Beds Non-Smoking

2. King Bed Non-Smoking

King Bed Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (117 reviews)
"We enjoyed having tea available whenever we wanted it in our room."
United States
Anonymous traveler
The price is ￥10,050
￥12,292 total
includes taxes & fees
Aug 31 - Sep 1
King Bed Non-Smoking

3. Queen Bed Non-Smoking

Queen Bed Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (123 reviews)
"Microwave came in handy for late-night snacks we brought back."
United States
Anonymous traveler
The price is ￥9,234
￥11,378 total
includes taxes & fees
Aug 31 - Sep 1
Queen 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, (4 reviews)
"Definitely would book again."
United States
Michael Z.
The price is ￥28,816
￥45,893 total
includes taxes & fees
Sep 8 - Sep 9
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
A white metal archway surrounded by greenery, with a house in the background.

5. 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 ￥7,780
￥12,658 total
includes taxes & fees
Aug 31 - Sep 1
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
A green house with a porch and a chimney.

6. 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 ￥17,290
￥33,329 total
includes taxes & fees
Sep 8 - Sep 9
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.

7. 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 ￥12,807
￥22,563 total
includes taxes & fees
Aug 31 - Sep 1
Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC
A modern kitchen with a herringbone tile backsplash, a black induction cooktop, and a stainless steel faucet.

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 ￥21,292
￥41,529 total
includes taxes & fees
Aug 31 - Sep 1
Riggins King suite WI-FI Patio Farmscape comfort
A modern living room with a flat-screen TV, a dining area with a table and chairs, and a hallway leading to another room.

9. 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 ￥14,408
￥24,367 total
includes taxes & fees
Sep 7 - Sep 8
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
A house with a wooden deck, string lights, and a porch.

10. Great property for contract healthcare workers!

Great property for contract healthcare workers!
Hamlet
10.0 out of 10, Exceptional, (54 reviews)
"Very clean, smelled great, host very quick in responding, very welcoming and homey."
United States
Kyla L.
The price is ￥21,612
￥31,949 total
includes taxes & fees
Sep 6 - Sep 7
Great property for contract healthcare workers!
A bedroom with a bed, a fireplace, a mounted TV, and a wall-mounted picture.

11. Lovely Studio Apartment in Hamlet, NC

Lovely Studio Apartment in Hamlet, NC
Hamlet
The price is ￥12,007
￥30,867 total
includes taxes & fees
Sep 6 - Sep 7
Lovely Studio Apartment in Hamlet, NC
A living room with a brick fireplace, a sofa, a red leather chair, and a coffee table.

12. 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 ￥30,257
￥53,491 total
includes taxes & fees
Sep 24 - Sep 25
Rustic-Modern House 2bedrooms in Marshville
A wooden sauna with a view of a lake.

13. Horizons Sandhills

Horizons Sandhills
3.5 star property
Patrick
The price is ￥66,082
￥72,030 total
includes taxes & fees
Aug 31 - Sep 1
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 Hartsville

Hampton Inn & Suites Hartsville

10/10 Excellent
"The room was sizable with king size bed, long office table and love seat. My name was on the tv screen when I entered the room so that was a nice touch. Hotel is located pretty close to a bunch of eateries which is nice. Bathroom is kinda small (toilet and shower) but the vanity is just outside of it, Fridge and microwave small too but adequate for warming up a plate and storing some drinks. Little nitpicking but really no qualms with this place, Wife and I slept like babies, nuff said"
Bronte 1-night trip
Posted 2 days ago
Hampton Inn & Suites 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 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?

Walk to Coker University & Dtwn! Home w/ Game Room: This vacation home rental near Chesterfield offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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. Northeastern Technical College and Cheraw State Park Golf Course 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.