Summary:Welcome to your Cannonborough hideaway, a newly refreshed 3-unit property just one block from iconic King Street. Ideal for families or groups of friends, this getaway blends comfort, style, and convenience. With updated interiors, a calming...
Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...
The PERFECT vacation rental for Weddings, Giant Groups and Families looking to travel in complete opulent comfort and privacy! This 4-suite unit is the ONLY property in Charleston that can host your entire event in their own private suites just...
Summary:OP2025-06816OP2025-06817The Royal House is Charleston’s ultimate group escape: a dual-unit Casa Zoë mansion that blends grandeur, design, and independence. With 8 bedrooms, 8 baths, and separate living quarters, it offers shared elegance...
The PERFECT vacation rental for Weddings, Giant Groups and Families looking to travel in complete extravagant comfort and privacy! This 4 Condo- 8 Bedroom/ 8 Bathroom Complex is the ONLY property in Charleston that can host your entire event in...
Summary:As part of the esteemed collection, The Inns, this striking 18-bedroom compound is located on Spring Street in the heart of Charleston. Ideal for enormous groups, this entirely refreshed property combines two opulent Victorian homes with...
Permit Number: 05086The Space: After February 2026, savor a brand-new extravagant pool in the enclosed backyard. Photos coming soon!Savor the comfort and privacy of two charmingly appointed homes, ideal for enormous groups, families, or special...
Permit Number: 06280The Space: After February 2026, appreciate a brand-new extravagant pool in the enclosed backyard. Photos coming soon!Welcome to your ultimate group hideaway! This broad 4-unit, 19-bedroom listing is ideal for sizable groups...
Recently constructed, three-home complex, centrally located in Downtown Charleston! ✦Over 5,000 SQ FT!! ✦ Great for huge groups - spend time together, but everybody can have their space!✦Open-air porches, welcoming living areas & roomy...
Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...
Summary:Draped in Spanish moss and located within a gorgeous Charleston neighborhood, this freshly modernized enormous 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Recently refreshed in September 2025, this...
Summary:Welcome to your Charleston group getaway, a rare 10-bedroom, 6-bathroom property composed of two adjacent homes with four distinct units. Designed for flexibility and style, this compound is ideal for sizable gatherings, get-togethers...
Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in handsome downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...
Summary:Giant groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our newly-modernized historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9...
Summary:Ideal for sizable 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...
Summary:✨ Welcome to Camellias on Cannon! ????☀️ Private Rooftop Deck & Courtyard with Hot Tub???? 3 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Substantial Groups – Families, Wedding Guests...
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 enormous families, weddings, get-togethers or special gatherings, this property offers...
Permit Number: 05591The Space: Savor gracious Southern living in our cavernous 8 BR home. The home is divided into four charmingly designed 2 BR units, making this property ideal for sizable groups. Each unit has been thoughtfully decorated to...