A calm lake surrounded by autumn-colored trees.

Chesterfield Vacation Rentals

Check prices for these dates

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

Our top choices for Chesterfield vacation rentals

Bedroom

1. 2 Full Beds Non-Smoking

2 Full Beds Non-Smoking
Chesterfield, SC
10.0 out of 10, Exceptional, (168 reviews)
"Such a comfy little place with everything in reach! Coffee on demand was clutch when we woke up early each morning."
United States
Anonymous traveler
$71 nightly
The price is $79
Oct 11 - Oct 12
Total with taxes and fees
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 traveler
$65 nightly
The price is $72
Oct 11 - Oct 12
Total with taxes and fees
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 traveler
$70 nightly
The price is $78
Oct 11 - Oct 12
Total with taxes and fees
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.
$271 nightly
The price is $295
Oct 29 - Oct 30
Total with taxes and fees
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
$459 nightly
The price is $500
Oct 11 - Oct 12
Total with taxes and fees
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.
$311 nightly
The price is $332
Oct 12 - Oct 13
Total with taxes and fees
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.
$243 nightly
The price is $259
Oct 11 - Oct 12
Total with taxes and fees
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.
$197 nightly
The price is $215
Oct 21 - Oct 22
Total with taxes and fees
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.
$229 nightly
The price is $258
Oct 25 - Oct 26
Total with taxes and fees
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.
$74 nightly
The price is $83
Oct 13 - Oct 14
Total with taxes and fees
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.
$149 nightly
The price is $168
Oct 13 - Oct 14
Total with taxes and fees
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
$213 nightly
The price is $240
Oct 13 - Oct 14
Total with taxes and fees
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
$228 nightly
The price is $257
Oct 13 - Oct 14
Total with taxes and fees
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 5 days ago
The Mantissa Hotel

Find out more about Chesterfield

Everything you need to know about Chesterfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesterfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $72 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

In 1840 Burn Cottage: Located near Chesterfield, this vacation home rental offers a patio, a selection of games, 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 fridge, a stovetop, and a microwave, so you can cook with friends or family.

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. 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 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.