Charleston, SC 5+ Bedroom Vacation Rentals

Summary:Welcome to The Chapel, a majestic 13-bedroom estate in downtown Charleston where beauty, space and heritage combine to create an memorable stay. Ideal for sizable families, weddings, get-togethers or special gatherings, this property offers...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These attractively appointed units are found on the second floor of a historic building on King Street (above Sewing Down South, as seen on “Southern Charm”).Step into the building...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly BeachMake this 5-bedroom, 3-bathroom vacation rental your home base as you discover all Charleston has to offer. The 'James Island Folly Family Retreat' includes multiple living areas, ideal...

Summary:Welcome to your Charleston showcase, a huge 12-bedroom, 7.5-bath estate located right in the heart of downtown just off King Street. Designed for sizable groups, corporate retreats, or family gatherings, this property blends scale, style...

Permit Number: 06280The Space: Welcome to your ultimate group hideaway! This broad 4-unit, 19-bedroom listing is ideal for sizable groups, corporate retreats, or multi-family vacations. Designed for comfort and convenience, this impressive property...

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for sizable families or groups who want walk-ability, historic details, and...

Welcome to 93 Spring Street, a gorgeously restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this roomy home has been thoughtfully divided into two separate...

Summary:Feel true Charleston appeal at this collection of The Inns, an opulent 5-bedroom, 5-bath Victorian getaway on Spring Street. Each room features a extravagant king bed, while modern updates blend seamlessly with timeless Southern style...

Two handsome adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 cavernous living rooms, making them ideal for bigger groups or families seeking both space and comfort. Located just one block from King Street in...

Summary:Ideal for huge groups, this 8BR/8BA Charleston duplex offers two connected units with identical layouts, each with modern kitchens, modren living areas, and Intelligent TVs. Appreciate luxury linens, high-speed WiFi, and two off-street...

Permit Number: 06351The Space: ???? High-Class 2-Story Charleston-Style Home for Groups!- 5 Bedrooms / 4 Bathrooms - Ideal for up to 10 people.- Located on Cannon Street with Private Drive and Parking.- Driveway parking for up to 5 cars, making...

Summary:Welcome to your Charleston sanctuary where historic appeal meets cavernous luxury. This 5-bedroom getaway offers a generous 3,000 square feet of delightfully appointed space. Ideal for families or groups who want fashonable design, room to...

Summary:Sizable groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our freshly-remodeled historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9...

Summary:Vacation Villa 5 min. walk to King St, in the heart of downtown Charleston. This tropical getaway offers sleek design, soaring 25’ ceilings, open first floor kitchen & living room, and cavernous bedrooms with en-suite spa bathrooms. The...

Summary:OP2025-05862Casa Zoë’s crown jewel, The James Sparrow House, is a huge Federal-style landmark reimagined for modern gatherings. Entirely redesigned, it blends 19th-century craftsmanship with bold interiors and curated art. With 9...

DOWNTOWN- LARGE 5BR, 3BA, 5 Fireplaces, French Doors, Generous Balcony. Attractively restored building. Very Romantic and Elegant Five Bedroom, Three Bath, Sleeps 10 people in beds, 1 to 2 on couch, 12’ Ceilings, Five Fireplaces, Grand Pocket...

Freshly-refreshed six bedroom historic home in the fashionable, laid-back Cannonborough neighborhood close to great eateries & historical sights.This classic Charleston home is made up of two units A&B, this is the listing for both units. The entire...

Summary:Take it painless on the porch after a long day at the beach, then pull up a chair for a casual dinner. This charming duplex offers a touch of sophistication tucked into historic downtown Charleston.Think of everything you'd want for your...