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106 rentals found
The Inns | Luxury Design w. Speakeasy Ba...
4.8
(8)

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

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
STEPS to King St - 6 Bedroom Home - Spac...
4.7
(3)

Summary:Welcome to your Charleston escape, a generously sized 6-bedroom home constructed for big groups who want to be in the heart of the action yet appreciate broad living spaces. Ideal for family get-togethers or friend get-togethers, this home...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH (82 A & B)
5.0
(4)

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 entirely equipped kitchens, two living areas, and multiple outdoor...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
8BR Downtown Luxury Escape Near King

Summary:Ideal for sizable groups, this 8BR/8BA Charleston duplex offers two connected units with identical layouts, each with modern kitchens, chic living areas, and Intelligent TVs. Savor luxury linens, high-speed WiFi, and two off-street parking...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
The Lady Helène | 2 Blocks to King St

Permit Number: 05609,05610,05611The Space: Welcome to the Lady Helene! This new construction property is three separate units in one building. Lady Helene is ideal for enormous groups who are looking for tons of space but also the availability of...

  • Charleston
  • 11 Bedrooms
  • 11 Bathrooms
  • Sleeps 22
Full Renovation of 1811 historical home....

Freshly 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...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Carolopolis Award Winning Home! | Brooke...
4.9
(19)

Permit Number: 06311The Space: The Brooke Haven is a opulent two-story Charleston Single home that has newly been entirely refreshed while maintaining the quintessential appeal of old historic Charleston! This home is ideal for sizable groups up to...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Porches, Patio & Parking – 2 Blocks to...

Summary:✨ Welcome to Azaleas on Spring! ???????? 2 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Grand Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor Spaces...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
The Quad at 493 - 4 Suites - Right on Ki...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These handsomely 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
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Line Street Lofts | Luxe King St Retreat...

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
Casa Bella - Your Oasis in the Heart of ...

Permit Number: 04771,05004The Space: Introducing Casa Bella: A Charming Charleston Retreat with Ample Space and Serene YardLocated in the heart of Charleston, Casa Bella offers a freshly-refreshed haven boasting 6 bedrooms, 4 bathrooms, and divided...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Beautiful Historic Charleston Home

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
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Crosstown @ King | Elegant & Modern 6BR ...

Summary:Feel Charleston in style at this 6BR, 4BA Crosstown getaway just one block from King Street. Designed for up to 14 guests, the home combines modern finishes with roomy comfort. Appreciate multiple living areas, a entirely equipped kitchen...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Downtown Charleston 8 Bedroom
4.7
(31)

Freshly constructed, three-home complex, centrally located in Downtown Charleston! ✦Over 5,000 SQ FT!! ✦ Great for huge groups - spend time together, but everybody can have their space!✦Open-air porches, welcoming living areas & cavernous...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
THE INNS 8BR/6.5BA Downtown w Outdoor Sp...
4.9
(8)

Summary:Bring everybody together in this cavernous 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
The Sterling | 9BR Downtown Charleston S...

Summary:Welcome to The Sterling, a sizable 9-bedroom home in downtown Charleston constructed to host enormous gatherings in total comfort. Ideal for get-togethers, weddings, or family escapes, this property offers two full kitchens, generous...

  • Charleston
  • 9 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH (105 ALL)
5.0
(3)

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 totalling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
Blue Magnolia | Perfect for Large Groups

Summary:Discover Blue Magnolia, your chic and roomy Charleston getaway. This 7BR/4BA home combines classic Southern appeal with modern comfort, making it ideal for families or groups. Unwind on the inviting front porch, soak in the airy interiors...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 17