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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
The Trio at 493 - 3 Suites - On King!

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These charmingly 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
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Palmetto Hideaway | Historic & Designer ...

Summary:Welcome to Palmetto Hideaway, a impressive 7-bedroom designer home in the heart of downtown Charleston. Ideal for enormous families, friend getaways, or anyone who craves style, space, and character, it immerses you in history while offering...

  • Charleston
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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
Cannon Collective | 5BR Historic Home Do...

Summary:Welcome to Cannon Collective, a cavernous 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...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Charleston Style Full Duplex - 2 Blocks ...

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 16
3 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury set of three completely remodeled luxury homes ideal for a enormous group, located next door to each other just moments from King St. Indulge in chic interiors awash with natural light from wrap-around windows. These...

  • Charleston
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30
Sleeps 16 | Pet-Friendly 2-Unit w/ Backy...

Sleeps up to 16! This modern, freshly refreshed home consists of 2 sizable apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Vacation Villa 5 mins to King St- ‘The...

Summary:Vacation Villa 5 min. walk to King St, in the heart of downtown Charleston. This tropical getaway offers sleek design, soaring 25’ ceilings, open first floor kitchen & living room, and cavernous bedrooms with en-suite spa bathrooms. The...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Vacation Villa 5 mins to King ‘The Pal...

Summary:Vacation Villa 5 min. walk to King St, in the heart of downtown Charleston. This tropical getaway offers sleek design, soaring 25’ ceilings, open first floor kitchen & living room, and cavernous bedrooms with en-suite spa bathrooms. The...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Blossoms on Cannon | Where Tranquility B...

Permit Number: 06351The Space: ???? High-Class 2-Story Charleston-Style Home for Groups!- 5 Bedrooms / 4 Bathrooms - Ideal for up to 10 people.- Located on Cannon Street with Private Drive and Parking.- Driveway parking for up to 5 cars, making...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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 elegantly restored property blends timeless appeal with modern amenities, offering an exceptional space for sizable...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Edisto River Complex- 4 Condo Comple...

The PERFECT vacation rental for Weddings, Generous Groups and Families looking to travel in complete opulent comfort and privacy! This 4 Condo- 8 Bedroom/ 8 Bathroom Complex is the ONLY property in Charleston that can host your entire event in their...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
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 attractively appointed space. Ideal for families or groups who want extravagant design, room to...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
EAST 46 G & H - 2 Units, Connected Inter...

Two gorgeous adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 roomy living rooms, making them ideal for bigger groups or families seeking both space and comfort. Located just one block from King Street in...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Charming Downtown 6BR - Steps to King St...

Summary:Stay in this cavernous 6BR/6BA Charleston getaway, just steps from King Street. Each bedroom offers a king bed and ensuite bath, giving guests both privacy and comfort. With two full kitchens, multiple living areas, and off-street parking...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Downtown Charleston 8 Bedroom

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
The Manor 93 A&B - 2 Newly Renovated Uni...

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

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

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

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14