Charleston, SC 5+ Bedroom Vacation Rentals

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...

Permit Number: 06351The Space: Welcome to Blossoms on Cannon, a elegantly restored two-story Charleston home designed for comfort, connection, and memorable group stays. With 5 bedrooms and 4 bathrooms, this roomy getaway is ideal for up to 10...

This listing is combined of two traditional style Charleston row homes with great outdoor space. The two homes are directly beside each other and have their own separate entrances. Each home has plenty of space to all gather together may it be...

Summary:Appreciate a refined antebellum experience with amenities both new and crafted from reclaimed pieces of Charleston history. This property features 9 unique queen bedrooms and 6 gorgeous bathrooms. This includes really Charleston private...

Summary:Welcome to Emerson Square Charleston - a sizable, professionally designed residence where historic character meets modern luxury. Encompassing the entire second and third floors of a meticulously restored historic building, this broad...

Two Palms is a gorgeous new bespoke constructed home which is located less than 5 mins. from handsome Folly Beach and 10 mins. from historic downtown Charleston. The home sleeps 10, has 5 bedrooms, 3 full bathrooms, and offers ample living space...

Welcome to your ideal hideaway in the vibrant Cannonborough-Elliottborough neighborhood! This extraordinary 8 bedroom, 9 bathroom home is just a short walk away from the best eateries, shopping, and attractions that downtown Charleston has to...

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...

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...

Permit Number: 06280The Space: After February 2026, appreciate a brand-new private pool in the enclosed backyard, photos coming soon!Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property is thoughtfully designed for huge...

Suitably located in the heart of Downtown Charleston, it is our honor to introduce The Juliette. Prioritizing an opulent aesthetic with comfort in mind, it is here that you'll find the mastery of accommodation at last.The spaceAll-inclusive of the...

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

Permit Number: 06281The Space: Welcome to Zeus — a freshly redesigned second-floor getaway constructed for comfortable group stays. With 5 bedrooms and 4.5 bathrooms across two upper levels, this roomy home gives families and bigger groups room to...

Summary:Welcome to Thomas Waring House-Suite A at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. This luxury suite in downtown Charleston is comprised of 5 bedrooms and 5.5...

Summary:Welcome to your Charleston gathering spot, a cavernous 6-bedroom home constructed for sizable groups seeking style, flexibility, and unbeatable walkability. Featuring two high end kitchens, generous living spaces, and just one block from...

The PERFECT vacation rental for Weddings, Substantial 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...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These gorgeously 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...

82 A & B is a cavernous two-story home, attractively located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for sizable groups, the home features two completely equipped kitchens, two living areas, and multiple...