Charleston, SC 5+ Bedroom Vacation Rentals

Located peacefully on coveted Spring Street, this beautiful standalone duplex features eight roomy bedrooms and eight full bathrooms, just steps away from Cannon Green and just three blocks to historic King Street. Ideal for enormous groups or...

Summary:Escape to The Rose, a attractively refreshed 2-story Charleston classic in the heart of downtown. With 6 bedrooms and 4 bathrooms, this chic getaway is ideal for sizable groups seeking both space and comfort. Unwind in the inviting living...

Summary:Welcome to Six on Cannon, a roomy 6 bedroom 2 bathroom home ideally suited for families, friends, or get-togethers who want room, style, and downtown convenience together. Recently furnished and thoughtfully arranged, it gives you all the...

The PERFECT vacation rental for Weddings, Giant Groups and Families looking to travel in complete extravagant 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...

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:Welcome to The OakTree, your boho-chic haven in the heart of downtown Charleston, where artistic flair meets generous space. Ideal for sizable groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

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...

Summary:Welcome to Cannon Collective, a cavernous 5 bedroom home in downtown Charleston full of character, elegance and prime access. Ideal for enormous groups, families or gatherings looking for comfort, appeal and space. You will find yourself...

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 Extensive Groups – Families, Wedding Guests...

Entire New 3 Story House w/ Private Heated Spa/Pool, Roof Top Deck & Elevator. Brand new home in historic Charleston with private jetted heatable spa/pool and rooftop deck. Located just one block from Upper King Street within the...

Summary:Welcome to your Charleston sanctuary, a beloved guest-favorite home that combines generous space, fresh amenities, and an unbeatable downtown location. With six full baths and six beds, this home is ideal for huge families or groups who want...

Summary:Welcome to your Charleston sanctuary, a delightfully preserved 5-bedroom gem appealingly located in the heart of downtown. Boasting historic architecture, broad common rooms, and thoughtful modern amenities, this home is ideal for families...

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:Welcome to your Charleston escape where cavernous living meets classy design. This six bedroom home is ideal for enormous groups or families looking for comfort, modern amenities, and an inviting patio for gathering. You will appreciate...

Summary:Step into timeless Southern elegance at The Brooke Haven on Cannon, a Carolopolis Award–winning 1885 historic manor reimagined for modern luxury. This striking 6-bedroom, 6.5-bath getaway has been masterfully refreshed with every detail...

Summary:✨ Welcome to Azaleas on Spring! ???????? 2 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Grand Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor Spaces...

Summary:Stay steps from upper King Street in this refined getaway blending luxury and appeal. Featuring sleek interiors, modern amenities, and vistas of Charleston’s vibrant downtown, it’s ideal for travelers who want shopping, dining, and...

Summary:Conveniently located on James Island, 5 miles from Folly Beach and Downtown Charleston, this lush live oak property features 3 separate units that share a roomy backyard. The individual units provide plenty of space for privacy with 1 king...