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
The price is NZ$586 per night from 6 Apr to 7 Apr
NZ$586
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this family-friendly vacation home in Marshville. Enjoy free WiFi, patios, and an in-room coffeemaker.
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 NZ$521 per night from 4 Apr to 5 Apr
NZ$521
includes taxes & fees
4 Apr - 5 Apr
Stay at this vacation home in Mount Croghan. Enjoy free WiFi, patios, and cable/satellite TV service.
Remodeled historic house, near Pageland, with WI-FI and parking FREE
In 1840 Burn Cottage

In 1840 Burn Cottage

Society Hill
Stay at this vacation home in Society Hill. Enjoy free breakfast, free WiFi, and patios. Popular attraction H Cooper Black Jr. Memorial Field Trial & Recreation ...
In 1840 Burn Cottage
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Gorgeous, Southern Home in Beautiful Cheraw

Gorgeous, Southern Home in Beautiful Cheraw

Cheraw
Stay at this vacation home in Cheraw. Enjoy free WiFi, a garden, and balconies. Popular attractions Dizzy Gillespie Park and Caston Park are located nearby.
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
Stay at this vacation home in Hamlet. Enjoy an in-room coffeemaker and air conditioning. Popular attractions 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
Stay at this vacation home in Chesterfield. Enjoy a garden, an in-room coffeemaker, and air conditioning.
Bright Converted Schoolhouse in Chesterfield!
Central Wadesboro Home: Walk to Downtown Shops!

Central Wadesboro Home: Walk to Downtown Shops!

Wadesboro
Stay at this vacation home in Wadesboro. Enjoy furnished lanais, memory foam beds, and an in-room coffeemaker. Popular attractions Granny Hollow Pottery and ...
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
Stay at this vacation home in Chesterfield County. Enjoy patios, an in-room coffeemaker, and in-room fireplaces.
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
Stay at this vacation home in Hamlet. Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions Hamlet Depot & Museums ...
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
NZ$143
Highest Price
NZ$586
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

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 NZ$143 per night from 26 Apr to 27 Apr
NZ$143
includes taxes & fees
26 Apr - 27 Apr
Stay at this hotel in Chesterfield. Enjoy free WiFi, free parking, and a 24-hour front desk.
Chesterfield Hotel by OYO Hwy 9
Cozy Waterfront Retreat at McMichael Farms

Cozy Waterfront Retreat at McMichael Farms

2 out of 5
Chesterfield
Stay at this cottage in Chesterfield. Enjoy free WiFi, a garden, and patios.
Cozy Waterfront Retreat at McMichael Farms
Bright Converted Schoolhouse in Chesterfield!

Bright Converted Schoolhouse in Chesterfield!

Chesterfield
Stay at this vacation home in Chesterfield. Enjoy a garden, an in-room coffeemaker, and air conditioning.
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
Stay at this 3-star cottage in Chesterfield. Enjoy free parking and air conditioning.
Bright Converted Schoolhouse 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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^Subject to availability and chosen travel dates.