Designed with large groups in mind

We make it easy to host large groups during your stay in Charleston. Our unique approach allows you to book multiple vacation homes at once, all located near each other in thoughtfully designed collections. Explore each collection to discover its features and find the perfect fit for your group.

A group of women and children enjoying a sunny outdoor meal at a wooden table in a backyard with green trees and a wooden fence.

The More the Merrier

At a Guesthouse Charleston collection, group stays are our forte. From wedding parties and family reunions to business retreats and gatherings of festival-goers, we’ve designed our homes in collections to keep you and your crew conveniently close to each other and all of the action.

Modern kitchen with stainless steel refrigerator, microwave, gas stove, white countertops, open wooden shelves, coffee maker, decorative horse figure, and black mugs.

Guesthouse East

26 Beds | 25 Baths | Sleeps 60

A bedroom with a white wall, three black-framed landscape art prints hung above a gold-colored metal bed frame. The bed has white pillows with two navy blue pillows that have a large polka-dot pattern.

Guesthouse South

20 Beds | 20 Baths | Sleeps 42

Living room with two wooden chairs, a round marble-top coffee table with books, a white sofa with patterned pillows, a light-colored rug, and a blue throw blanket. Natural light from a window illuminates the space.

Guesthouse West

18 Beds | 16 Baths | Sleeps 39

A living room fireplace with a white mantel, a black interior, and a decorative metal grate. Above the mantel hangs an octagonal wooden-framed mirror. To the right, a small beige vase, and to the left, a glass jar with white flowers are displayed on the mantel. To the right of the mirror, a flat-screen TV is mounted on the wall.

Guesthouse on Bee

5 Beds | 5 Baths | Sleeps 10