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

Cameo Pink

Cameo Pink

  • 6 guests

  • 3 bedrooms

Park Circle, North Charleston

With ample space and chic, comfortable furniture, Cameo Pink is a practical and stylish option for a getaway with family or friends – and if you’re travelling with a bigger group, you can also rent the house next door. The flowing, open layout and great natural light make it a lovely place to spend time in day and night, and the rocking chairs on the porch are perfect for chatting as the sun sets or just relaxing with a book.

Damn Fine Coffee

Damn Fine Coffee

  • 11 guests

  • 5 bedrooms

North Charleston, Charleston County

Just near the Cooper River and Riverfront Park, this elegant 1940s home has character in abundance and cool, rustic style. Step through the classic white facade, and past huge contemporary glass panes for a stylish sage green, gold, and natural palette.

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.

Oak & Brick

Oak & Brick

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

There's something undeniably cool about exposed brick, and this apartment in Savannah's historic district is a perfect example. We love the mix of old-school charm with contemporary comforts.


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

Savannah Serenade

Savannah Serenade

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

River Reach

River Reach

  • 7 guests

  • 3 bedrooms

Folly Beach, Charleston County

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Savannah Style

Savannah Style

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

Oystercatcher

Oystercatcher

  • 6 guests

  • 2 bedrooms

Hilton Head Island, Beaufort County

Dixie Chic

Dixie Chic

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Swing Kings

Swing Kings

  • 8 guests

  • 4 bedrooms

Radcliffeborough, 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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