Charleston Holiday Homes with Staff

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.

Cotillion

• 8 guests

• 4 bedrooms

Cannonborough Elliotborough, Charleston

This home may look traditional on the outside, but inside it's very much shaking things up. Slow Southern days unwind on the pastel painted veranda, with its rocking chairs and swing – the perfect spot to get lost in a good book or natter with the rest of your group over an iced tea.

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.