Chesterfield Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 26 - Jul 27
Tomorrow
Jul 27 - Jul 28
Next weekend
Aug 1 - Aug 3
In two weeks
Aug 8 - Aug 10

Vacation Rentals in Chesterfield

Bright Converted Schoolhouse in Chesterfield!
House (1 Bedroom) | 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
Bright Converted Schoolhouse in Chesterfield!
Interior

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
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
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, (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 ￥7,942
￥12,519 total
includes taxes & fees
Jul 28 - Jul 29
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, (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.
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 ￥11,766
￥20,728 total
includes taxes & fees
Jul 31 - Aug 1
Skipper 3- Charming 1-bedroom apartment in Rockingham with WiFi, AC
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 ￥14,560
￥31,955 total
includes taxes & fees
Aug 7 - Aug 8
Cozy Blue Cottage 2BR/1BA
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
In 1840 Burn Cottage
Property grounds

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 ￥15,884
￥30,298 total
includes taxes & fees
Jul 28 - Jul 29
In 1840 Burn Cottage
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
Gorgeous, Southern Home in Beautiful Cheraw
Fridge, microwave, oven, stovetop

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
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.

9.4 out of 10, Exceptional, (16)
"Wonderful place everything very clean nice and cozy Definitely place I would stay again.. "
The price is ￥13,898
￥43,409 total
includes taxes & fees
Jul 28 - Jul 29
Country retreat home away from the hustle and bustle of city life.
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi
Interior

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

The price is ￥9,927
￥22,043 total
includes taxes & fees
Jul 27 - Jul 28
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi
Private Nature Oriented Campground
Property grounds

Private Nature Oriented Campground

The price is ￥6,618
￥12,436 total
includes taxes & fees
Jul 28 - Jul 29
Private Nature Oriented Campground
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 ￥11,766
￥20,728 total
includes taxes & fees
Jul 30 - Jul 31
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC
Central Wadesboro Home: Walk to Downtown Shops!
Fridge, microwave, stovetop, dishwasher

Central Wadesboro Home: Walk to Downtown Shops!

9.8 out of 10, Exceptional, (18)
"Great location. Clean and beautiful home. Very comfortable and relaxing!!"
Central Wadesboro Home: Walk to Downtown Shops!
Central Wadesboro Home: Walk to Downtown Shops!
House (3 Bedrooms) | 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!
Great property for contract healthcare workers!
Exterior

Great property for contract healthcare workers!

10.0 out of 10, Exceptional, (31)
"We love staying here. It's cozy, clean, has everything we need, is in a great location for our purposes and truly a home away from home. "
The price is ￥19,854
￥29,350 total
includes taxes & fees
Jul 27 - Jul 28
Great property for contract healthcare workers!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

Hampton Inn & Suites Hartsville

Hampton Inn & Suites Hartsville

10/10 Excellent
"Love the area stayed before will stay again "
Arlene 2-night trip
Posted 6 days ago
Hampton Inn & Suites Hartsville

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?

Bright Converted Schoolhouse in Chesterfield!: Visitors review this Chesterfield vacation home rental favorably. It 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 vacation rentals are there in Chesterfield?

Choose from 5 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.