Book Holiday Homes in Chesterfield

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Featured Holiday Homes in Chesterfield

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
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.
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$473 per night from 17 Apr to 18 Apr
AU$473
includes taxes & fees
17 Apr - 18 Apr
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
In 1840 Burn Cottage

In 1840 Burn Cottage

Society Hill
The price is AU$354 per night from 8 Apr to 9 Apr
AU$354
includes taxes & fees
8 Apr - 9 Apr
When you stay at this vacation home in Society Hill, you'll be 15 minutes by car from H Cooper Black Jr. Memorial Field Trial & Recreation Area.
In 1840 Burn Cottage
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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
Charming 2-bedroom townhome in quaint Hamlet with WiFi, AC

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

Hamlet
With a stay at this vacation home in Hamlet, you'll be within a 15-minute walk of Hamlet Depot & Museums and Hamlet Passenger Depot.
Charming 2-bedroom townhome in quaint Hamlet with WiFi, AC
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!
Pageland's charming-tranquil country setting home/sleeps 8/fenced yard

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

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/sleeps 8/fenced yard
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
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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
17 Holiday Homes
Lowest Price
AU$131
Highest Price
AU$473
Popular accommodation
Country retreat home away from the hustle and bustle of city life., Remodeled historic house, near Pageland, with WI-FI and parking FREE, In 1840 Burn Cottage, Gorgeous, Southern Home in Beautiful Cheraw, Charming 2-bedroom townhome in quaint Hamlet with WiFi, AC, Bright Converted Schoolhouse in Chesterfield!, Central Wadesboro Home: Walk to Downtown Shops!, Pageland's charming-tranquil country setting home/sleeps 8/fenced yard, Brick House Retreat at the Heart of Hamlet

Top trending hotels in Chesterfield

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
Chesterfield Hotel by OYO Hwy 9

Chesterfield Hotel by OYO Hwy 9

2.5 out of 5
321 East Blvd, Chesterfield, SC
The price is AU$131 per night from 26 Apr to 27 Apr
AU$131
includes taxes & fees
26 Apr - 27 Apr
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!
Save an average of 15% on thousands of hotels when you're signed in
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!
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See all available properties in Chesterfield
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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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