Chesterfield Holiday Rentals

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Holiday Rentals in Chesterfield

Our top choices for Chesterfield holiday rentals

Bright Converted Schoolhouse in Chesterfield!
Interior

Bright Converted Schoolhouse in Chesterfield!

3.0 star property
Bright Converted Schoolhouse in Chesterfield!
Cozy Waterfront Retreat at McMichael Farms
Dining

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
“CAROLINA” tiny house with Pond View
Smart TV, fireplace

“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
Great property for contract healthcare workers!
Exterior

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! "
Great property for contract healthcare workers!
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Property grounds

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 HK$421
HK$663 total
includes taxes & fees
31 Aug - 1 Sept
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet
Cozy cabin on 16.5 acres with a stocked fishing pond. Close to Charlotte.
Fridge, microwave, oven, stovetop

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.
Property grounds

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

9.6 out of 10, Exceptional, (17)
"Great location and proximity to the university!! We would definitely stay again "
The price is HK$912
HK$2,463 total
includes taxes & fees
10 Sept - 11 Sept
Country retreat home away from the hustle and bustle of city life.
Cozy Blue Cottage 2BR/1BA
Exterior

Cozy Blue Cottage 2BR/1BA

9.2 out of 10, Wonderful, (5)
"Enjoyed my time in Hartsville with family "
The price is HK$772
HK$1,711 total
includes taxes & fees
3 Sept - 4 Sept
Cozy Blue Cottage 2BR/1BA
Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC
Private kitchen

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 HK$624
HK$1,098 total
includes taxes & fees
3 Sept - 4 Sept
Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC
In 1840 Burn Cottage
Property grounds

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 HK$842
HK$1,623 total
includes taxes & fees
3 Sept - 4 Sept
In 1840 Burn Cottage
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi
Interior

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

The price is HK$526
HK$1,168 total
includes taxes & fees
7 Sept - 8 Sept
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi
Private Nature Oriented Campground
Property grounds

Private Nature Oriented Campground

The price is HK$351
HK$659 total
includes taxes & fees
28 Aug - 29 Aug
Private Nature Oriented Campground
Pageland's charming-tranquil country setting home/sleeps 8/fenced yard
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (6)
"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
Lakeside Living
Terrace/patio

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
Spacious 3-bedroom home in natural setting
Private kitchen

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

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
Fridge, microwave, oven, stovetop

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

The price is HK$624
HK$1,098 total
includes taxes & fees
28 Aug - 29 Aug
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
Central Wadesboro Home: Walk to Downtown Shops!
Interior

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!
Charming 3-bedroom house with AC and WiFi in peaceful Rockingham
3 bedrooms, WiFi, bed sheets

Charming 3-bedroom house with AC and WiFi in peaceful Rockingham

2.0 star property
Charming 3-bedroom house with AC and WiFi in peaceful Rockingham
Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham
Exterior

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

The price is HK$624
HK$2,065 total
includes taxes & fees
28 Aug - 29 Aug
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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Top Chesterfield Hotel Reviews

Baymont by Wyndham Cheraw

Baymont by Wyndham Cheraw

10/10 Excellent
"Very nice hotel. Will stay here again if in the area"
Sylvia 3-night trip
Posted 2 days ago
Baymont by Wyndham Cheraw

Find out more about Chesterfield

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 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?

“CAROLINA” tiny house with Pond View: This highly rated holiday home rental in Chesterfield offers a fireplace, a private garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of Access to hot tub in this rental home to help you unwind.

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.