A calm lake surrounded by autumn-colored trees.

Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Chesterfield vacation rentals

Interior

1. Queen Bed Non-Smoking

Queen Bed Non-Smoking
Chesterfield, SC
The price is AED 382
AED 452 total
includes taxes & fees
14 Aug - 15 Aug
Queen Bed Non-Smoking
Interior

2. King Bed Non-Smoking

King Bed Non-Smoking
Chesterfield, SC
The price is AED 408
AED 481 total
includes taxes & fees
14 Aug - 15 Aug
King Bed Non-Smoking
Interior

3. 2 Full Beds Non-Smoking

2 Full Beds Non-Smoking
Chesterfield, SC
The price is AED 418
AED 493 total
includes taxes & fees
14 Aug - 15 Aug
2 Full Beds Non-Smoking
Coffee/tea maker, fridge, microwave, oven

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 AED 661
AED 1,041 total
includes taxes & fees
20 Aug - 21 Aug
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
Property grounds

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, (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 AED 188
AED 302 total
includes taxes & fees
15 Aug - 16 Aug
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Exterior

6. 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 AED 397
AED 761 total
includes taxes & fees
9 Aug - 10 Aug
In 1840 Burn Cottage
Sauna

7. Horizons Sandhills

Horizons Sandhills
3.5 star property
Patrick
The price is AED 1,516
AED 1,653 total
includes taxes & fees
8 Aug - 9 Aug
Horizons Sandhills
Private kitchen

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 AED 489
AED 941 total
includes taxes & fees
9 Aug - 10 Aug
Riggins King suite WI-FI Patio Farmscape comfort
Living area

9. 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 AED 694
AED 1,212 total
includes taxes & fees
8 Aug - 9 Aug
Rustic-Modern House 2bedrooms in Marshville
Living area

10. 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 AED 331
AED 559 total
includes taxes & fees
16 Aug - 17 Aug
Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham
Dining

11. 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 AED 294
AED 518 total
includes taxes & fees
16 Aug - 17 Aug
Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC
Interior

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.
The price is AED 331
AED 559 total
includes taxes & fees
16 Aug - 17 Aug
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
1 bedroom, desk, iron/ironing board, WiFi (free)

13. Lovely Studio Apartment in Hamlet, NC

Lovely Studio Apartment in Hamlet, NC
Hamlet
The price is AED 275
AED 712 total
includes taxes & fees
26 Aug - 27 Aug
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

The Mantissa Hotel

The Mantissa Hotel

10/10 Excellent
"The staff and the place was amazing. Although it’s a small town , there was plenty to do. Everyone I met there made my family and I feel like there family. We will definitely stay here again."
David 3-night trip
Posted 3 days ago
The Mantissa Hotel

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.