Book Holiday Homes in Chesterfield

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Featured Holiday Homes in Chesterfield

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

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

Pageland
The price is AU$471 per night from 28 Feb to 1 Mar
AU$471
includes taxes & fees
28 Feb - 1 Mar
With a stay at this vacation home in Mount Croghan, you'll be 17 mi (27.4 km) from Forty Acre Rock and 18.5 mi (29.7 km) from Why Not An American Ark.
Remodeled historic house, near Pageland, with WI-FI and parking FREE
Gorgeous, Southern Home in Beautiful Cheraw

Gorgeous, Southern Home in Beautiful Cheraw

Cheraw
With a stay at this vacation home in Cheraw, you'll be within a 15-minute walk of Dizzy Gillespie Park and Caston Park.
Gorgeous, Southern Home in Beautiful Cheraw
Country retreat home away from the hustle and bustle of city life.

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

Marshville
The price is AU$548 per night from 8 Mar to 9 Mar
AU$548
includes taxes & fees
8 Mar - 9 Mar
Located in Marshville, this vacation home is within a 15-minute drive of Wingate University and Atrium Health Union.
Country retreat home away from the hustle and bustle of city life.
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Bright Converted Schoolhouse in Chesterfield!

Bright Converted Schoolhouse in Chesterfield!

Chesterfield
With a stay at this vacation home in Chesterfield, you'll be 13.6 mi (21.9 km) from Northeastern Technical College and 14.5 mi (23.3 km) from McLeod Health ...
Bright Converted Schoolhouse in Chesterfield!
Central Wadesboro Home: Walk to Downtown Shops!

Central Wadesboro Home: Walk to Downtown Shops!

Wadesboro
With a stay at this vacation home in Wadesboro, you'll be within a 5-minute drive of Granny Hollow Pottery and Fancy Crafts and Little Park.
Central Wadesboro Home: Walk to Downtown Shops!
Charming 3-bedroom house with AC and WiFi in peaceful Rockingham

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

2 out of 5
Rockingham
Located in Rockingham, this vacation home is within a 5-minute drive of Steele Street Park and Hitchcock Creek Trail.
Charming 3-bedroom house with AC and WiFi in peaceful Rockingham
Brick House Retreat at the Heart of Hamlet

Brick House Retreat at the Heart of Hamlet

HAMLET
Located in Hamlet, this vacation home is within a 15-minute walk of Hamlet Depot & Museums and Hamlet Passenger Depot.
Brick House Retreat at the Heart of Hamlet
Pageland's charming-tranquil country setting home.

Pageland's charming-tranquil country setting home.

Pageland
This vacation home is 13.8 mi (22.2 km) from Forty Acre Rock and 15.2 mi (24.5 km) from Why Not An American Ark.
Pageland's charming-tranquil country setting home.
Large home and yard

Large home and yard

Wadesboro
With a stay at this vacation home in Wadesboro, you'll be within a 10-minute drive of Granny Hollow Pottery and Fancy Crafts and Little Park.
Large home and yard
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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.

Chesterfield Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chesterfield vacation homes are the perfect way for you to wing it.

Holiday houses in Chesterfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chesterfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chesterfield adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chesterfield with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chesterfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Chesterfield Holiday Homes essential information

Accommodation
13 Holiday Homes
Lowest Price
AU$129
Highest Price
AU$548
Popular accommodation
Remodeled historic house, near Pageland, with WI-FI and parking FREE, Gorgeous, Southern Home in Beautiful Cheraw, Country retreat home away from the hustle and bustle of city life., Bright Converted Schoolhouse in Chesterfield!, Central Wadesboro Home: Walk to Downtown Shops!, Charming 3-bedroom house with AC and WiFi in peaceful Rockingham, Brick House Retreat at the Heart of Hamlet, Pageland's charming-tranquil country setting home., Large home and yard

Top trending hotels in Chesterfield

Chesterfield Hotel by OYO Hwy 9

Chesterfield Hotel by OYO Hwy 9

2.5 out of 5
321 East Blvd, Chesterfield, SC
Fully refundable
The price is AU$129 per night from 27 Feb to 28 Feb
AU$129
includes taxes & fees
27 Feb - 28 Feb
Located in Chesterfield, Chesterfield Hotel by OYO Hwy 9 is within a 15-minute drive of Northeastern Technical College and McLeod Health Cheraw.
Chesterfield Hotel by OYO Hwy 9
Bright Converted Schoolhouse in Chesterfield!

Bright Converted Schoolhouse in Chesterfield!

Chesterfield
With a stay at this vacation home in Chesterfield, you'll be 13.6 mi (21.9 km) from Northeastern Technical College and 14.5 mi (23.3 km) from McLeod Health ...
Bright Converted Schoolhouse in Chesterfield!
Bright Converted Schoolhouse in Chesterfield!

Bright Converted Schoolhouse in Chesterfield!

3 out of 5
Chesterfield
With a stay at this cottage in Chesterfield, you'll be 13.6 mi (21.9 km) from Northeastern Technical College and 14.5 mi (23.3 km) from McLeod Health ...
Bright Converted Schoolhouse in Chesterfield!
Save an average of 15% on thousands of hotels when you're signed in
Cozy Waterfront Retreat at McMichael Farms

Cozy Waterfront Retreat at McMichael Farms

2 out of 5
Chesterfield
With a stay at this cottage in Chesterfield, you'll be on the waterfront, and 12.9 mi (20.7 km) from Northeastern Technical College and 13.6 mi (21.9 km) from ...
Cozy Waterfront Retreat at McMichael Farms
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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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^Subject to availability and chosen travel dates.