Chesterfield Holiday Rentals

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Our top choices for Chesterfield holiday rentals

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, (19 reviews)
"Jackie quickly answered our questions and was welcoming. We particularly liked the quiet off-the-beaten path location and the ability to cook our own meals in the kitchen. We will plan on staying here again when in the area."
United States
Pamela Y.
The price is AU$123
includes taxes & fees
18 Feb - 19 Feb
The Perfect Home Base to Explore The Carolinas, See Family, or Find Quiet

Cozy Blue Cottage 2BR/1BA

Cozy Blue Cottage 2BR/1BA
Hartsville
9.0 out of 10, Wonderful, (8 reviews)
"Enjoyed my time in Hartsville with family "
United States
Lori
The price is AU$334
includes taxes & fees
1 Mar - 2 Mar
Cozy Blue Cottage 2BR/1BA

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.
The price is AU$210
includes taxes & fees
22 Feb - 23 Feb
Skipper 4 - Lovely 1-bedroom apartment in welcoming Rockingham with WiFi, AC

Great property for contract healthcare workers!

Great property for contract healthcare workers!
Hamlet
10.0 out of 10, Exceptional, (37 reviews)
"What a wonderful place to stay, we truly enjoyed your home! "
United States
Linda D.
The price is AU$281
includes taxes & fees
15 Feb - 16 Feb
Great property for contract healthcare workers!

In 1840 Burn Cottage

In 1840 Burn Cottage
Society Hill
9.6 out of 10, Exceptional, (34 reviews)
"Nice historic house provided authentic late-1800s three night stay. Enjoyed our stay."
United States
Ansel C.
The price is AU$294
includes taxes & fees
16 Feb - 17 Feb
In 1840 Burn Cottage

Lovely Studio Apartment in Hamlet, NC

Lovely Studio Apartment in Hamlet, NC
Hamlet
The price is AU$192
includes taxes & fees
22 Feb - 23 Feb
Lovely Studio Apartment in Hamlet, NC

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

Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi
Hartsville
8.0 out of 10, Very good, (1 review)
"The stay was fine , with no problems."
United States
Mark H.
The price is AU$215
includes taxes & fees
15 Feb - 16 Feb
Lakeside 2-bedroom RV in charming Hartsville with AC, WiFi

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

Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham
Rockingham
10.0 out of 10, Exceptional, (1 review)
"Always spotless, upon walking in. Just an convenient place to stay, for the price when I'm visiting home."
United States
Sandra
The price is AU$202
includes taxes & fees
22 Feb - 23 Feb
Skipper 1: Cozy 1-bedroom apartment with AC, WiFi in fabulous Rockingham

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, (3 reviews)
"Easy parking, easy check-in, and amazing place to stay. Very clean, very thorough. Would recommend to anyone. "
United States
James H.
The price is AU$202
includes taxes & fees
15 Feb - 16 Feb
Skipper 2: Chic 1-bedroom apartment with AC, WiFi in charming 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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Find out more about Chesterfield

Everything you need to know about Chesterfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chesterfield holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterfield holiday rentals we have selected for you start as low as AU$202 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield holiday 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 holiday.

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. 

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?

Walk to Coker University & Dtwn! Home w/ Game Room: This holiday home rental outside of Chesterfield offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Chesterfield?

Choose from 3 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.