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57 rentals found
Guesthouse Charleston: SOUTH (82 A & B)

82 A & B is a roomy two-story home, charmingly located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for huge groups, the home features two entirely equipped kitchens, two living areas, and multiple outdoor...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Whole House, Downtown, Sleeps 16

Summary:Welcome to The Ivory and Oak Lofts, a impressive 8-bedroom, 6-bathroom historic home located in the heart of Charleston. This attractively restored property blends timeless appeal with modern amenities, offering an exceptional space for...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Hot Tub • Rooftop • Parking • Walk...

Summary:Welcome to Camellias on Cannon!☀️ Private Rooftop + Courtyard & Hot Tub???? 3 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Sizable Groups – Families, Weddings, & Work Retreats???...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Chapel | Premier 13BR Estate in Down...

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...

  • Charleston
  • 13 Bedrooms
  • 12 Bathrooms
  • Sleeps 16
The Manor | 8BR Home in Downtown Charles...

Summary:Step into this gorgeously preserved Charleston-style home where old-world appeal meets modern comfort. Ideal for couples, families, or modest groups, it offers a welcoming getaway filled with character in a prime location. Located in a...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Preserve | Rosemary House | Rutledge...

Summary:Welcome to the Rosemary House at The Preserve, a cavernous and elegantly appointed residence occupying the top floors of a charmingly preserved historic home. With 8 bedrooms and 8 bathrooms, this broad property offers ample privacy and...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
8 Bedroom - Close to King Street - with ...

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...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Hot Tub • Porches • Parking • Walk...

Summary:Welcome to Azaleas on Spring!☀️ Private Hot Tub???? 2.5 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Enormous Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
Only 2 Blocks to King! | The Gemstone Su...

Permit Number: 05685The Space: Welcome to The Gemstone, a gorgeously designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for enormous groups in the heart of Charleston!With two full levels of living space, this...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
The Grand Helène - Newly Renovated 11BD...

Summary:Freshly constructed 11BR/11.5BA home in the laid-back Cannonborough/Elliotborough neighborhood—ideal for sizable groups seeking space and privacy. The property features three separate units in one building, ideal for gathering together...

  • Charleston
  • 11 Bedrooms
  • 12 Bathrooms
  • Sleeps 22
19 Bedrooms in CHS | Private Pool! | The...

Permit Number: 06280The Space: Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property, with a *private pool* is thoughtfully designed for sizable groups, corporate retreats, wedding events, or multi-family vacations...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
Downtown Duplex - Spring St

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...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 26
Explore Downtown King St - 12 Bedrooms/7...

Summary:Welcome to your Charleston showcase, a grandiose 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...

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Luxe 7bd, 6ba Retreat, Steps from King

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...

  • Charleston
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this vibrant downtown getaway! Originally constructed in 1905 and newly refreshed, this colorful home blends historic appeal with modern comfort. With eight uniquely styled bedrooms and eight delightfully updated bathrooms...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The King Suites at 493 - 8 Suites, 16 Be...

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...

  • Charleston
  • 16 Bedrooms
  • 16 Bathrooms
  • Sleeps 52
Guesthouse Charleston: SOUTH (105 A & B)

Located peacefully on coveted Spring Street, this appealing 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 sizable groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Grand 10BR Charleston Home with Speakeas...

Summary:Draped in Spanish moss and located within a striking Charleston neighborhood, Heirloom on Cannon is a huge 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Freshly remodeled in September 2025, this historic...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26