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Holiday Rentals in Charleston

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338 rentals in Charleston.
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Stay in Luxury. Eat, Shop W/Locals-King Street just 5 Blocks Away, holiday rental in Charleston

Stay in Luxury. Eat, Shop W/Locals-King Street just 5 Blocks Away

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Snuggle up at a Charming Home Steps from King Street, holiday rental in Charleston

Snuggle up at a Charming Home Steps from King Street

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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$2 Million$ Waterfront Home! River Access | Kayaks-SUP-Dock, holiday rental in Charleston

$2 Million$ Waterfront Home! River Access | Kayaks-SUP-Dock

4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Historic Charleston Home | STEPS from King Street! Great for Groups!, holiday rental in Charleston

Historic Charleston Home | STEPS from King Street! Great for Groups!

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Riverfront Guesthouse | Pool, holiday rental in Charleston

Riverfront Guesthouse | Pool

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Romantic Beach Style Cottage Minutes From Historic Charleston & Folly Beach!, holiday rental in Charleston

Romantic Beach Style Cottage Minutes From Historic Charleston & Folly Beach!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 Bedroom Cottage in the center of town! Free Parking and Private Courtyard!, holiday rental in Charleston

2 Bedroom Cottage in the center of town! Free Parking and Private Courtyard!

Charlestowne
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful & Spacious Charleston Home, holiday rental in Charleston

Beautiful & Spacious Charleston Home

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Wading Heron I - Close To Folly Beach & Charleston, holiday rental in Charleston

Wading Heron I - Close To Folly Beach & Charleston

James Island
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1850 Charleston Single - Historic District: Walk to Everything, holiday rental in Charleston

1850 Charleston Single - Historic District: Walk to Everything

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stylish, Comfortable, Downtown Charmer, holiday rental in Charleston

Stylish, Comfortable, Downtown Charmer

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic Home 1 Block from King St., holiday rental in Charleston

Historic Home 1 Block from King St.

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Romantic Loft Apartment in Historic Downtown with Parking, holiday rental in Charleston

Romantic Loft Apartment in Historic Downtown with Parking

French Quarter
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Close to Downtown & Beaches without the Price!, holiday rental in Charleston

Close to Downtown & Beaches without the Price!

James Island
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Relax in Designer Style!, holiday rental in Charleston

Relax in Designer Style!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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★ The Inns at 40 Spring – Wonderful 6 BR /6.5 BA ★, holiday rental in Charleston

★ The Inns at 40 Spring – Wonderful 6 BR /6.5 BA ★

6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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'The Lord's House' Vacation Rental & Retreat, holiday rental in Charleston

'The Lord's House' Vacation Rental & Retreat

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterway Charleston, holiday rental in Charleston

Waterway Charleston

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic Downtown Cookhouse Apartment in Garden District, holiday rental in Charleston

Historic Downtown Cookhouse Apartment in Garden District

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Charleston Home for Vacation- 2 Blocks to King Street, holiday rental in Charleston

Spacious Charleston Home for Vacation- 2 Blocks to King Street

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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BEST LOCATION - IN THE HEART OF DOWNTOWN ON MARKE, holiday rental in Charleston

BEST LOCATION - IN THE HEART OF DOWNTOWN ON MARKE

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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The Sleepy Shack - Private, Cozy Cottage for your next getaway!, holiday rental in Charleston

The Sleepy Shack - Private, Cozy Cottage for your next getaway!

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming Cottage in Historic Charleston, holiday rental in Charleston

Charming Cottage in Historic Charleston

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Historic Upper King Restoration!, holiday rental in Charleston

Historic Upper King Restoration!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming mid 1700s Kitchen House, holiday rental in Charleston

Charming mid 1700s Kitchen House

French Quarter
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Mid 1700s Carriage House W/ Courtyard, Gated Parking, And A Full Kitchen, holiday rental in Charleston

Mid 1700s Carriage House W/ Courtyard, Gated Parking, And A Full Kitchen

French Quarter
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stay in Luxury. Eat, Shop w/Locals-Upper King Street Designs, holiday rental in Charleston

Stay in Luxury. Eat, Shop w/Locals-Upper King Street Designs

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Stay In Luxury. Eat,Shop W/ Locals-Upper King Street Design District, holiday rental in Charleston

Stay In Luxury. Eat,Shop W/ Locals-Upper King Street Design District

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Charleston Cottage Located Steps Away From King St/Historic District, holiday rental in Charleston

Charming Charleston Cottage Located Steps Away From King St/Historic District

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BEST LOCATION - IN THE HEART OF DOWNTOWN ON MARKE, holiday rental in Charleston

BEST LOCATION - IN THE HEART OF DOWNTOWN ON MARKE

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Historic Romantic Downtown Row House, holiday rental in Charleston

Historic Romantic Downtown Row House

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern Townhome! Book Your Spring or Summer Vacation!, holiday rental in Charleston

Modern Townhome! Book Your Spring or Summer Vacation!

James Island
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stay in Luxury. Eat,Shop W/ Locals-Upper King Street Design District, holiday rental in Charleston

Stay in Luxury. Eat,Shop W/ Locals-Upper King Street Design District

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Airy & Bright Folly Condo; Close to Everything, holiday rental in Charleston

Airy & Bright Folly Condo; Close to Everything

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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2 King Bedrooms/2 Bath in the Original Walled City. Access History within Steps, holiday rental in Charleston

2 King Bedrooms/2 Bath in the Original Walled City. Access History within Steps

Charlestowne
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Lodge Alley : in the Heart of Charleston's French Quarter, holiday rental in Charleston

Lodge Alley : in the Heart of Charleston's French Quarter

French Quarter
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Location, location, location! Would consider monthly guests., holiday rental in Charleston

Location, location, location! Would consider monthly guests.

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Gorgeous Carriage House / Gorgeous Setting, holiday rental in Charleston

Gorgeous Carriage House / Gorgeous Setting

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cabana House Retreat- Private Home with Porches & Parking, holiday rental in Charleston

Cabana House Retreat- Private Home with Porches & Parking

5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
More info
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Superb One Level Home | Private POOL | Dual King Master Suites | Top Reviews!, holiday rental in Charleston

Superb One Level Home | Private POOL | Dual King Master Suites | Top Reviews!

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Two Bedroom House Downtown.  Looking for a month to month renter., holiday rental in Charleston

Two Bedroom House Downtown. Looking for a month to month renter.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Soho Suite-Where Luxury & Location Meet, holiday rental in Charleston

Soho Suite-Where Luxury & Location Meet

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Charming South Of Broad Kitchen House, holiday rental in Charleston

Charming South Of Broad Kitchen House

Charlestowne
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Beautiful 4 Bedroom with Large Living Spaces, Porch & Parking, holiday rental in Charleston

Beautiful 4 Bedroom with Large Living Spaces, Porch & Parking

4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
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Oceanview Beach Cottage - Prime Location, holiday rental in Charleston

Oceanview Beach Cottage - Prime Location

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Located in the Original Walled City, Explore Historic Charleston All Around You!, holiday rental in Charleston

Located in the Original Walled City, Explore Historic Charleston All Around You!

Charlestowne
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Location! Original Walled City, Explore Historic Charleston All Around You!, holiday rental in Charleston

Location! Original Walled City, Explore Historic Charleston All Around You!

Charlestowne
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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♥ 2 Story House, Courtyard, Historic Architecture★, holiday rental in Charleston

♥ 2 Story House, Courtyard, Historic Architecture★

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charleston Retreat, Two Homes with Spacious Living Rooms, holiday rental in Charleston

Charleston Retreat, Two Homes with Spacious Living Rooms

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Guesthouse Charleston: WEST (64), holiday rental in Charleston

Guesthouse Charleston: WEST (64)

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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