Book Holiday Homes in Charleston

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Featured Holiday Homes in Charleston

Charming Bungalow Nestled in the Heart of Amish Country!

Charming Bungalow Nestled in the Heart of Amish Country!

Arthur
The price is AU$283 per night from 1 Jan to 2 Jan
AU$283
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at this vacation home in Arthur, you'll be within a 15-minute drive of Beachy's Bulk Foods and Rockome Gardens.
Charming Bungalow Nestled in the Heart of Amish Country!
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

Marshall
When you stay at this vacation home in Marshall, you'll be on the waterfront and 14 minutes by car from Clark County Fairgrounds.
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Newly updated and cozy home!  Located near downtown!

Newly updated and cozy home! Located near downtown!

Mattoon
The price is AU$277 per night from 2 Jan to 3 Jan
AU$277
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at this vacation home in Mattoon, you'll be within a 5-minute drive of Mattoon City Hall and Kinzel Field.
Newly updated and cozy home! Located near downtown!
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Country Home Near EIU & Lake Charleston!

Country Home Near EIU & Lake Charleston!

Charleston
With a stay at this vacation home in Charleston, you'll be within a 10-minute drive of Eastern Illinois University and Lantz Arena.
Country Home Near EIU & Lake Charleston!
Escape to Paradise

Escape to Paradise

2 out of 5
Mattoon
Located in Mattoon, this vacation home is within a 15-minute drive of Mattoon City Hall and Kinzel Field.
Escape to Paradise
Vintage Charmer on Main Street

Vintage Charmer on Main Street

Greenup
The price is AU$235 per night from 27 Dec to 28 Dec
AU$235
includes taxes & fees
27 Dec - 28 Dec
With a stay at this vacation home in Greenup, you'll be within a 5-minute drive of Haughton Park and Jackson Truss Covered Bridge.
Vintage Charmer on Main Street
A Luxury Family Mill Creek Lake Retreat

A Luxury Family Mill Creek Lake Retreat

Marshall
With a stay at this vacation home in Marshall, you'll be on the waterfront, and 6.7 mi (10.8 km) from Clark County Fairgrounds and 7.6 mi (12.2 km) from Marshall ...
A Luxury Family Mill Creek Lake Retreat
Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

Arthur
With a stay at this vacation home, you'll be centrally located in Arthur, within a 15-minute drive of Beachy's Bulk Foods and Rockome Gardens.
Cozy 3 bedroom home! Located in the heart of Arthur, Illinois
Brickway Retreat

Brickway Retreat

Mattoon
The price is AU$277 per night from 5 Jan to 6 Jan
AU$277
includes taxes & fees
5 Jan - 6 Jan 2025
Located in Mattoon, this vacation home is on a lake, within a 5-minute drive of Mattoon City Hall and Mattoon Peterson Park.
Brickway Retreat
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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.

Charleston 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 Charleston vacation homes are the perfect way for you to wing it.

Holiday houses in Charleston 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 Charleston 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 Charleston adventures, obvs.

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

Charleston Holiday Homes essential information

Accommodation
20 Holiday Homes
Lowest Price
AU$146
Highest Price
AU$283
Popular accommodation
Charming Bungalow Nestled in the Heart of Amish Country!, FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH, Newly updated and cozy home! Located near downtown!, Country Home Near EIU & Lake Charleston!, Escape to Paradise , Vintage Charmer on Main Street, A Luxury Family Mill Creek Lake Retreat, Cozy 3 bedroom home! Located in the heart of Arthur, Illinois , Brickway Retreat

Top trending hotels in Charleston

Unique Suites Hotel

Unique Suites Hotel

2.5 out of 5
920 W Lincoln Ave, Charleston, IL
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 25 Dec to 26 Dec
AU$155
includes taxes & fees
25 Dec - 26 Dec
With a stay at Unique Suites Hotel in Charleston, you'll be 2.1 mi (3.4 km) from Eastern Illinois University and 22.2 mi (35.7 km) from Lake Shelbyville.
Unique Suites Hotel
Days Inn by Wyndham Charleston

Days Inn by Wyndham Charleston

2 out of 5
810 West Lincoln Avenue, Charleston, IL
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 28 Dec to 29 Dec
AU$146
includes taxes & fees
28 Dec - 29 Dec
Located in Charleston, Days Inn by Wyndham Charleston is in the historical district, a 5-minute drive from Eastern Illinois University and 8 minutes from Sarah ...
Days Inn by Wyndham Charleston
Country Home Near EIU & Lake Charleston!

Country Home Near EIU & Lake Charleston!

Charleston
With a stay at this vacation home in Charleston, you'll be within a 10-minute drive of Eastern Illinois University and Lantz Arena.
Country Home Near EIU & Lake Charleston!
Save an average of 15% on thousands of hotels when you're signed in
Historic Charleston Home < 1 Mi to University!

Historic Charleston Home < 1 Mi to University!

Charleston
Located in Charleston, this vacation home is within a 5-minute drive of Lantz Arena and Eastern Illinois University.
Historic Charleston Home < 1 Mi to University!
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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.