Chesterfield Holiday Rentals

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Holiday Rentals in Chesterfield

Bright Converted Schoolhouse in Chesterfield!

3.0 star property
Bright Converted Schoolhouse in Chesterfield!

Cozy Waterfront Retreat at McMichael Farms

2.0 star property
10.0 out of 10, Exceptional, (10)
"we loved the property, it so quiet and tranquil and a great get away. We loved all the details of the home, the morning view over the pond was amazing while drinking our coffee. "
Cozy Waterfront Retreat at McMichael Farms

Bright Converted Schoolhouse in Chesterfield!

10.0 out of 10, Exceptional, (13)
"My family and I enjoyed our stay at the historic school house. There was plenty of family bonding over board games and snacks.The school house had plenty of space and beautiful mountain views and the stars at night were so peaceful. Great place to bring family and friends."
Bright Converted Schoolhouse in Chesterfield!

“CAROLINA” tiny house with Pond View

10.0 out of 10, Exceptional, (3)
"Had a very pleasant stay. Beautiful and peaceful place to stay."
“CAROLINA” tiny house with Pond View

Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.

10.0 out of 10, Exceptional, (20)
"The property is very nicely kept with alot of amenities to enjoy during your stay. We especially enjoyed the privacy this property offers. The fishing pond, the wildlife, and the screened in porch with fans all made for a pleasant stay for my wife and I with our two dogs. We would definitely stay here again!"
Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.

The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet

10.0 out of 10, Exceptional, (12)
"This place is a gem! It is a quiet beautiful spot that I would recommend no matter what you're in the area for. Very clean, with a air conditioning, full kitchen, etc. You will be delighted you picked this place. Less than a couple hours away from Myrtle Beach. The host is AWESOME! Do yourself a favor, and grab this spot if you can!"
The price is AU$134
includes taxes & fees
23 July - 24 July
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet

Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Perfect location, everything needed was close by. We were in town to catch some races at the Dragway. The apartment was freshly furnished and very clean. Really enjoyed our stay."
The price is AU$219
includes taxes & fees
21 July - 22 July
Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC

Cozy Blue Cottage 2BR/1BA

9.2 out of 10, Wonderful, (5)
"Enjoyed my time in Hartsville with family "
The price is AU$355
includes taxes & fees
7 Aug - 8 Aug
Cozy Blue Cottage 2BR/1BA

Spacious 3-bedroom home in natural setting

8.0 out of 10, Very good, (1)
"This host is outstanding. She is so gracious and easy to work with. The home is very clean with everything you need. The beds are super comfortably with top notch linens. She has so many extras in this home. I highly recommend this home to anyone in the area. Quite and peaceful area. There was an added treat waiting when arrived that so appreciated. Peaches and a loaf of bread. This host goes all out to make you feel at home. 10 stars"
Spacious 3-bedroom home in natural setting

In 1840 Burn Cottage

9.8 out of 10, Exceptional, (33)
"Really nice and historic. Plenty of room. There is even a small fenced in area for the doggie. We enjoyed the stay very much. "
The price is AU$319
includes taxes & fees
20 July - 21 July
In 1840 Burn Cottage

Gorgeous, Southern Home in Beautiful Cheraw

10.0 out of 10, Exceptional, (16)
"Five couples rented in March for our 50th Cheraw High School reunion. Plenty of space to be together or wander off to read. We hired Patricia Moore at Cabin Creek to cater a lunch in the gorgeous dining room. Rent very reasonable. Love this house, details, gardens, and furnishings. "
Gorgeous, Southern Home in Beautiful Cheraw

Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi

The price is AU$233
includes taxes & fees
20 July - 21 July
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi

Private Nature Oriented Campground

The price is AU$133
includes taxes & fees
18 July - 19 July
Private Nature Oriented Campground

Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC

The price is AU$219
includes taxes & fees
21 July - 22 July
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC

Charming 3-bedroom house with AC and WiFi in serene Cheraw

10.0 out of 10, Exceptional, (1)
"Everything ok"
Charming 3-bedroom house with AC and WiFi in serene Cheraw

Country retreat home away from the hustle and bustle of city life.

9.4 out of 10, Exceptional, (16)
"Enjoyed our stay! It was in a quiet location away from everything. "
The price is AU$510
includes taxes & fees
24 July - 25 July
Country retreat home away from the hustle and bustle of city life.

Central Wadesboro Home: Walk to Downtown Shops!

3.0 star property
8.0 out of 10, Very good, (1)
Central Wadesboro Home: Walk to Downtown Shops!

Lakeside Living

8.8 out of 10, Excellent, (3)
"James has been amazing! This place turned into an extended stay for one of our guys at work and he loved it! It met all our expectations. James was always available, responded to messages quickly, and just went above and beyond to accommodate our needs. Great guy and great place! "
Lakeside Living

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

9.0 out of 10, Wonderful, (2)
"The apartment was very clean and comfortable. We had to check in very late and the AC was off so it took a bit to get the bedroom cooled enough to sleep. That was only an issue the first night. When we tried to get in the apartment, the code did not work. We had to call the host and they answered and set the code so we could get in. Overall the stay was good."
The price is AU$235
includes taxes & fees
21 July - 22 July
Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming Rockingham

Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham

The price is AU$403
includes taxes & fees
28 July - 29 July
Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous 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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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?

Bright Converted Schoolhouse in Chesterfield!: This highly rated holiday home rental in Chesterfield offers a garden, a selection of books and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Chesterfield?

Choose from 5 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.