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.

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Time to polish off the ring and get down on one knee because this home has us head over heels. Only two hundred metres from the beach, this Hilton Head Island villa is a luxurious, private hideaway made for lazy summer days.

Smoke on the Water

Smoke on the Water

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Amid sandy strands and a network of lagoons, this villa is in one of the most picturesque areas of South Carolina. In just ten minutes, you can move from the water basin's grassy banks to the ocean through the scenic woodland between the two.


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 Style

Savannah Style

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

True Moon

True Moon

  • 10 guests

  • 4 bedrooms

Isle of Palms, Charleston County

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Savannah Serenade

Savannah Serenade

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

Oak & Brick

Oak & Brick

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

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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