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Charleston, SC 5+ Bedroom Vacation Rentals

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160 rentals found
The Pineapple Pad | EastBay Historic Dis...

Summary:Welcome to your Charleston sanctuary where historic appeal meets cavernous luxury. This 5-bedroom getaway offers a generous 3,000 square feet of handsomely appointed space. Ideal for families or groups who want gorgeous design, room to...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Mint Julep | Largest Private Pool Downto...

Permit Number: 05932The Space: Step into a world of opulence and relaxation at The Mint Julep House, where every detail has been meticulously curated for an extraordinary stay. This two-story residence, freshly modernized and impeccably furnished...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Poolside Paradise Getaway - North Charle...

Summary:Feel a calming and modren getaway in our charmingly appointed five-bedroom, three-bathroom single-family home in North Charleston. Designed with discerning guests in mind, this property offers modern amenities and refined conveniences...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
St. Philip Collection - Pair of newly re...

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...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Six on Cannon | 6BR Charleston Home + Pa...

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...

  • Charleston
  • 6 Bedrooms
  • 2 Bathrooms
  • Sleeps 16
The Gemstone Suites | Only 2 Blocks to K...

Permit Number: 05685,86The Space: This 8 bedroom, 8 bathroom home is professionally designed under one roof with INTERIOR staircase. There are two, entirely-equipped kitchens with brand new appliances, cabinets and all the dishes and glasses guests...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
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
High Society | Historic District Gem Nea...

Summary:Feel High Society in this fashonable 4-bedroom, 3-bath home in Charleston’s Historic District. Unwind on private balconies with city vistas and appreciate the rare perk of off-street parking for four. Just blocks from King Street and the...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Casa Zoë: Bright Charleston Cottage Nea...

Summary:OP2025-05861Point of View Cottage is a bright and airy Casa Zoë getaway made from two seamlessly connected spaces - ideal for families, friends, or groups who want to stay together but still appreciate a bit of breathing room. With four...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
The Inns | Luxury Design w. Speakeasy Ba...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most photogenic neighborhoods, this striking 7-bedroom, 5-bath home captures the essence of Southern grace with a modern twist. Thoughtfully refreshed in September 2025, every...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Lookout- hot tub, heated pool, with ...

Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated pool just installed! Great place to cool off year round- close to the outdoor TV...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Manor 93 A&B - 2 Newly Renovated Uni...

Welcome to 93 Spring Street, a elegantly restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this roomy home has been thoughtfully divided into two separate units...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
The Congaree House | DT Oasis + Carriage...

Summary:Welcome to your Charleston getaway where artistry meets comfort and privacy. This stay features a main home plus a private carriage home, offering space, style, and a sense of getaway. Ideal for families or groups wanting design-forward...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
New! Historic Residence – Great For La...

Summary:Welcome to Emerson Square Charleston, a enormous and professionally designed residence that seamlessly blends Charleston’s rich history with modern luxury. Spanning the entire second and third floors of a meticulously restored historic...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Modernized 5BR Family Home?Tranquil Pati...

This handsome 5-bedroom, 2.5-bathroom home is a true gem, located on one of the quietest streets in Charleston. With freshly refreshed bathrooms, resurfaced floors, and a cavernous, open floor plan, this home is ideal for families or professionals...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
? Walk Score 98 ? 1blk to King St. Outdo...

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

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
The OakTree | Stylish Bohemian Downtown ...

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

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Tropic - Large Jungly Oasis, Great f...

Welcome to the Tropic! Private single-family home with sizable screened-in porch and jungly backyard less than 10 mins. to downtown and 15 to beach. Walkable to coffee stores, bars and dining. Outdoor dining, grille and deck, tropical plants, a work...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12