Charleston Holiday Homes with Staff

We selected the 82 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Charleston

Carolina Wren

Carolina Wren

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Arriving at this home is a bit like falling into Charleston’s version of The Secret Garden – a traditional shopfront gives very little indication of the impressive homes that sit behind it. Part of a larger complex, there’s a beautifully landscaped communal garden and terrace for guests to enjoy when the weather is just right.

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Just behind Upper King Street, this home benefits from a great location and plenty of peace and quiet. Part of a larger complex of homes, there is a lovely shared garden for residents to use, and with plenty of ancient trees, you won’t be running out of shady corners either.

Gateway to Savannah

Gateway to Savannah

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

If you’re looking for a slice of a simpler life in the oldest city in Georgia, then this is the home for you. Step through the threshold and see exactly what we mean – hardwood floors, antique furniture pieces, floral wallpaper and sage green accents, all combining to present a uniquely charming space.

Woodpecker's Island

Woodpecker's Island

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Space, warmth and greenery all contribute to the laid-back luxury feel of this modern home. Behind trendy, pale-grey wooden cladding, find an airy open-plan living area, brightly lit by tall windows.


We selected the top 3% holiday homes in Charleston Holiday Homes with Staff

Explore the 82 most perfect homes in our collection

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Most popular homes in Charleston

Lime Green Wish

Lime Green Wish

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

White Ibis

White Ibis

  • 11 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

River Reach

River Reach

  • 7 guests

  • 3 bedrooms

Folly Beach, Charleston County

Rockfish

Rockfish

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Island Pines

Island Pines

  • 8 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Square Dance

Square Dance

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Rocking Chair Residence

Rocking Chair Residence

  • 20 guests

  • 10 bedrooms

Cannonborough Elliotborough, Charleston

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Check upcoming rates & availability for Charleston Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Charleston, Charleston County, South Carolina, United States? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Charleston, Charleston County, South Carolina, United States as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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