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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
The Waltz | Great for Large Groups

Permit Number: 05635The Space: Our roomy 2nd and 3rd floor condo, ‘The Waltz’, is ideal for enormous groups with 5 bedrooms and 4 full baths. It is in a prime location on Spring Street. Parking will not be an issue with complimentary off street...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
The Palmetto State Complex- 4 Condo Comp...

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

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
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 huge groups, corporate retreats, or family gatherings, this property blends scale, style...

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH 105 ALL

This combined listing for South 105 A, B, & 105.5 is a great space for enormous groups. Each unit has 4 bedrooms, and 4.5 bathrooms totaling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired Spring...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
Guesthouse Charleston: SOUTH (82 A & B)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
The Gardenia House | Sleeps 20 | Multi-U...

Summary:Welcome to the Gardenia House in the Preserve, a distinguished luxury residence located in the heart of downtown Charleston. This chic property offers two exclusive suites within a cavernous layout of 7 bedrooms and 7 full baths, making it...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Welcome to The Crystal Palace — Perfec...

DOWNTOWN LUXURY — THE CRYSTAL PALACEA restored 1850s Charleston Single glowing with chandeliers in every room, unmatched downtown walkability, exceptional parking, and fast access to Charleston’s best beaches and waterfront dining.The Crystal...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Six on Cannon | 6BR Charleston Home + Pa...

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

  • Charleston
  • 6 Bedrooms
  • 2 Bathrooms
  • Sleeps 16
The Juliette-Entire Luxury Residence

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...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
New design & construction, 6 Bed, 6 EnSu...

Welcome to 183 Saint Philip Street, your chic haven in the heart of Charleston! This new construction offers a prime location, placing you steps away from the city's vibrant attractions & best eateries. Each bedroom features 55" Samsung TVs ...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Center of Charleston - Two Homes - 6BR/6...

Summary:Welcome to your Charleston getaway, a roomy 6-bedroom home designed for huge groups who want comfort, appeal, and the convenience of being right in the heart of the city. Just steps from Charleston’s best dining, shopping, and historic...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Oikos - 19 Bedrooms in Downtown Charlest...

Permit Number: 06280The Space: After February 2026, savor a brand-new opulent pool in the enclosed backyard. Photos coming soon!Welcome to your ultimate group hideaway! This broad 4-unit, 19-bedroom listing is ideal for enormous groups, corporate...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
Brand NEW! 5BR/5BA Home, Perfect for Gro...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
93.5 A&B - New listing! 6 Bedrooms Close...

The property located at 93.5 unit A & B The Manor is a impressive two-story new construction home providing all the amenities of home combined with chic furnishings and an extraordinary location.Unit A is the first-floor unit with an open concept...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Sophisticated Home in Historic Charlesto...

Summary:Feel Charleston in this sophisticated 5-bedroom, 4-bath getaway designed for families or groups of friends who value comfort, space, and style. Located in a prime neighborhood, you’ll be close to vibrant dining, historic appeal, and the...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Cannon Collective | 5BR Historic Home Do...

Summary:Welcome to Cannon Collective, a roomy 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 walking...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Rutledge House | 8BR Downtown, Sleeps 18...

Summary:Welcome to The Rutledge House, a huge 8-bedroom home in downtown Charleston constructed to host sizable gatherings in total comfort. Ideal for get-togethers, weddings, or family escapes, this property offers two full kitchens, generous...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
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 elegantly appointed space. Ideal for families or groups who want handsome design, room to spread...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16