Chesterfield Holiday Rentals

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Holiday Rentals 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!

3.0 star property
Bright Converted Schoolhouse in Chesterfield!

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

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

10.0 out of 10, Exceptional, (13)
"Myself and my son-in-law stayed here overnight on our way to the US Open at Pinehurst. Very Clean and neat place to stay."
The price is AU$134
includes taxes & fees
21 Aug - 22 Aug
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$220
includes taxes & fees
17 Aug - 18 Aug
Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC

Great property for contract healthcare workers!

10.0 out of 10, Exceptional, (32)
"We have stayed multiple times here and will continue to when in town! "
The price is AU$311
includes taxes & fees
16 Aug - 17 Aug
Great property for contract healthcare workers!

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

10.0 out of 10, Exceptional, (22)
"We had a great trip to the Big Catch Cabin! It is just as described, with a beautiful piece of property. We loved sitting on the screened-in porch, and the fishing was fantastic! Exploring the trails was also enjoyable. A cozy little getaway that was much needed. Thanks for hosting us!"
Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.

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

9.4 out of 10, Exceptional, (16)
"Wonderful place everything very clean nice and cozy Definitely place I would stay again.. "
The price is AU$512
includes taxes & fees
17 Aug - 18 Aug
Country retreat home away from the hustle and bustle of city life.

Pageland's charming-tranquil country setting home/sleeps 8/fenced yard

10.0 out of 10, Exceptional, (5)
"Our work trip got cut short but our stay while we were there was great!"
Pageland's charming-tranquil country setting home/sleeps 8/fenced yard

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

Remodeled historic house, near Pageland, with WI-FI and parking FREE

9.4 out of 10, Exceptional, (6)
"Very comfortable and homey feel. The house was spotless and owners were very responsive. "
The price is AU$463
includes taxes & fees
22 Aug - 23 Aug
Remodeled historic house, near Pageland, with WI-FI and parking FREE

In 1840 Burn Cottage

9.8 out of 10, Exceptional, (33)
"Nice historic house provided authentic late-1800s three night stay. Enjoyed our stay."
The price is AU$322
includes taxes & fees
17 Aug - 18 Aug
In 1840 Burn Cottage

Cozy Blue Cottage 2BR/1BA

9.2 out of 10, Wonderful, (5)
"Enjoyed my time in Hartsville with family "
The price is AU$339
includes taxes & fees
18 Aug - 19 Aug
Cozy Blue Cottage 2BR/1BA

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

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

The price is AU$234
includes taxes & fees
17 Aug - 18 Aug
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi

Private Nature Oriented Campground

The price is AU$133
includes taxes & fees
16 Aug - 17 Aug
Private Nature Oriented Campground

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

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

The price is AU$220
includes taxes & fees
17 Aug - 18 Aug
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC

Charming 2-bedroom townhome in quaint Hamlet with WiFi, AC

Charming 2-bedroom townhome in quaint Hamlet with WiFi, AC
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

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 4 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.