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.

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.

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.

Summer Heat

Summer Heat

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Days take on a slower pace on Hilton Head Island and this villa-style home is perfect for unwinding. A beachy vibe runs throughout, with wooden floorboards that can easily be swept after sandy feet run across them, and slanted, high ceilings to provide a cool relief from the outdoor heat.


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

Slow Charm

Slow Charm

  • 8 guests

  • 3 bedrooms

North Historic District, Savannah

True Moon

True Moon

  • 10 guests

  • 4 bedrooms

Isle of Palms, Charleston County

Damn Fine Coffee

Damn Fine Coffee

  • 11 guests

  • 5 bedrooms

North Charleston, Charleston County

A Stroll in Savannah

A Stroll in Savannah

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

Gateway to Savannah

Gateway to Savannah

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

Cotillion

Cotillion

  • 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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