Charleston, SC 2+ Bedroom Vacation Rentals

Permit Number: 05635The Space: Welcome to the timeless allure of 'The Charleston,' an architectural gem constructed in 1852 that seamlessly marries historic appeal with modern luxury. This grandiose residence, spanning the 2nd and 3rd floors, exudes...

Permit Number: 05769The Space: Welcome to your ultimate King Street hideaway! ????✨This one-of-a-kind property features four private apartments spread across two floors — each with its own entrance, queen-sized bed, private full bathroom, and...

Charming 3-Bedroom, 2-Bathroom Retreat in the Heart of Historic CharlestonWelcome to your ideal Charleston hideaway! This elegantly remodeled 3-bedroom, 2-bathroom home at 2 Rutledge Ave offers the ideal combination of modern luxury and historic...

Permit Number: 06474The Space: Our cavernous two floor home, ‘The Sweetgrass House’, is ideal for groups of 8-10 guests with 4 bedrooms, 4 full baths. Located just off of Spring Street, location and parking won't be an issue here!Accessed by it...

Our sun-filled home features an inviting open floor plan that includes two sitting rooms and a enormous dining area with bar that leads into the roomy chef's kitchen. The completely equipped kitchen is complete with stainless steel appliances...

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...

Recently restored and only 2 blocks from the heart of the entertainment district of Upper King Street, Stay Cannon is the ideal landing place for your next trip to Charleston.Stay Cannon is a legally allowed vacation rental as required by Charleston...

Summary:Welcome to Your Private Oasis in Historic Charleston!Feel the ideal fusion of Historic appeal and modern luxury at this five-bedroom, three-and-a-half-bathroom Historic Home. Located just blocks from the iconic King Street, this residence...

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...

Summary:Settle into a calm, inviting home with a big yard, comfortable interiors, and just a short drive to everything Charleston offers.This home has roomy living areas, a completely-outfitted kitchen, two workstations, king beds, blackout...

26 Bee Street features two distinct units in Charleston's beautiful Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each handsomely restored to showcase historic appeal...

Welcome to The Quarters on Spring, an exceptionally roomy and charmingly refreshed Charleston hideaway located just mins. from the heart of downtown. It is rare to find a home this huge, this updated, and this striking in such a prime location...

Discover Charleston from this freshly refreshed 3-bed, 2-bath downtown home, just 2 blocks from King Street! Updated in 2024, this beautiful ground-floor unit comfortably sleeps 8 guests. Appreciate modern amenities, a entirely equipped kitchen, a...

Summary:Welcome to your Charleston getaway, a fresh 4-bedroom home where architectural appeal meets modern style just steps from King Street. Ideal for families or groups wanting both design flair and outdoor comfort, this property gives you exposed...

Exquisitely decorated! very comfortable beds and cavernous rooms. No smoking! No family pets!

Summary:Discover luxury pair of completely modernized luxury homes ideal for a huge group, located next door to each other just moments from King St. Indulge in beautiful interiors awash with natural light from wrap-around windows. These Charleston...

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:Discover Charleston's appeal in this fresh 2-bed, 1-bath suite near King Street. This private first-floor getaway in a historic duplex blends exposed brick with modern amenities. Featuring two king beds and a couch bed, it comfortably sleeps...