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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
THE INNS Charming 5BR/3BA Heart of Downt...

Summary:Welcome to your Charleston hideaway, a thoughtfully designed 5-bedroom, 3-bathroom getaway spanning two separate units in one property. Ideal for families or groups, this home offers the rare combination of double kitchens and living rooms...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Heart of Downtown - All En-suites baths!

Summary:Enormous groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our freshly-modernized historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9...

  • Charleston
  • 9 Bedrooms
  • 9 Bathrooms
  • Sleeps 16
Downtown-One-of-a-Kind Romantic Luxury R...

DOWNTOWN- LARGE 5BR, 3BA, 5 Fireplaces, French Doors, Substantial Balcony. Gorgeously restored building. Very Romantic and Elegant Five Bedroom, Three Bath, Sleeps 10 people in beds, 1 to 2 on couch, 12’ Ceilings, Five Fireplaces, Generous Pocket...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Cozy 5BR/5BA Downtown Gem - Close to Kin...

Summary:Feel Charleston appeal in this newly refreshed 5BR/5BA getaway just one block from King Street. Comfortably sleeps 11 with luxe king beds, modern open living spaces, and a completely equipped kitchen. Appreciate Intelligent TVs, high-speed...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Guesthouse Charleston: SOUTH 105 A & B

Located peacefully on coveted Spring Street, this striking 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 huge groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
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
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
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this handsome and vibrant downtown home, originally constructed in 1905 and newly remodeled to modern standards. Bursting with color and character, each of the eight cavernous bedrooms offers a distinct personality, complemented...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 20
Charleston Villa | 6bd, Designer Downtow...

Summary:Welcome to your Charleston escape where cavernous living meets chic design. This six bedroom home is ideal for huge groups or families looking for comfort, modern amenities, and an inviting patio for gathering. You will savor privacy...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
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
Harleston House | Sleeps 17 | Multi-Unit...

Summary:Welcome to Harleston House in The Preserve. This premier property is one of our five sophisticated luxury homes located in the heart of downtown Charleston. With 7 gorgeously designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
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 Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this freshly remodeled 1890`s single home. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it enormous Piazzas, private roof top deck and...

  • Charleston
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
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
The Inns | Luxury Design w. Speakeasy Ba...

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

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Downtown Charleston 8 Bedroom

Freshly 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
Downtown Duplex - Spring St - Sleeps 26

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
Full Renovation of 1811 historical home....

Recently 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