Charleston Holiday Homes with Staff

We selected the 92 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

The Lindy Hop

The Lindy Hop

  • 6 guests

  • 3 bedrooms

Charleston County, South Carolina

Between the wildlife-filled waterways and historic plantation homes of James Island, this rustic Charleston hideaway offers intimacy and seclusion. Its bright, minimalist interiors reflect the gentle rhythm of southern life, with hardwood floors harking back to days of tradition.

Dixie Chic

Dixie Chic

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Welcome to small but charming Charleston, once again topping Condé Nast Traveler's Readers' Choice Awards. Whether you’re here to explore its colonial architecture, tuck into excellent Creole and BBQ food or savour the blossoming cocktail scene, you’re going to need somewhere to stay smack bang in the heart of the buzz.

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.

White Ibis

White Ibis

  • 11 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

This beautiful home has a prime location overlooking the Palmetto Dunes lagoon. Just ten minutes’ walk from Hilton Head’s dazzling sands, it’s an ideal base for a beach holiday.


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

Explore the 92 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

Riverfront Retreat

Riverfront Retreat

  • 6 guests

  • 2 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

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Summer Heat

Summer Heat

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Square Dance

Square Dance

  • 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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