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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
Guesthouse Charleston: Historic downtown...

Two handsome adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 cavernous 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
1 Block to King & CHS Best Coffee and Re...

The Space: Welcome to your historic Charleston getaway, a gorgeously restored 1820 residence combining timeless character with modern comfort in the heart of the city!This property offers two private units, one upstairs and one downstairs, each with...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 15
The Edisto River Complex- 4 Condo Comple...

The PERFECT vacation rental for Weddings, Sizable 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
Southern Ease | 5BR Next to Cannon Green...

Summary:Welcome to Southern Ease, two upstairs units in Charleston that sleep 10, right next to Cannon Green. If the wedding's next door, it doesn't get easier than this: get ready together, walk over for the ceremony, and come back afterward to...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
New Build - Steps to King Street

Completed in February 2025, The Chateau is a fresh take on the Charleston experience, revitalizing Charleston’s appeal with modern elegance. While we deeply appreciate the historic structures that define the city, The Chateau offers a new kind of...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Third Floor Private Sundeck! | The Posei...

Permit Number: OP2026-07350The Space: Welcome to The Poseidon — a cavernous downtown getaway just off Spring Street. With 5 bedrooms, 3.5 baths, and an open layout constructed for gathering, it’s an ideal setup for families and bigger...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Downtown home 5BR & 7 Beds w/ Free Priva...

The Space:- 5 cavernous bedrooms, 4 full baths, 2 half baths- Sleeps up to 14 guests—ideal for families, bachelorettes, and groups- Formal dining room with seating for 10- Entirely supplied kitchen with modern appliances- Cozy breakfast nook for...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Full House w Bikes, Grill + Patio + Park...

Summary:This home has everything you need for the ideal group trip to Charleston. Located in the heart of Downtown in a safe, beautiful neighborhood, The Rose features six attractively refreshed bedrooms, two full kitchens, and two roomy living...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Waterfront Private Retreat near Folly Be...

WELCOME TO MARSH MADNESSEscape to your own private corner of the Lowcountry at Marsh Madness, a roomy waterfront getaway surrounded by sweeping marsh and river vistas. With a private pool, deepwater dock, wraparound porches and memorable sunsets...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
The Bower House- Walk to King!

Savor this brand new 4-bedroom, 4-bathroom home in historic Charleston with private porches and on-site parking. Located just a short walk from Upper King Street, The Bower House offers the ideal balance of Charleston’s timeless appeal and the...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Island Retreat - Great for Large Groups

Summary:Conveniently located on James Island, 5 miles from Folly Beach and Downtown Charleston, this lush live oak property features 3 separate units that share a roomy backyard. The individual units provide plenty of space for privacy with 1 king...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Charleston Villa | 6bd, Designer Downtow...

Summary:Welcome to your Charleston escape where cavernous living meets fresh design. This six bedroom home is ideal for enormous 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
Chic Historic Victorian Duplex 2 Blocks ...

Summary:Stay at The Dunes on Spring, our elegantly refreshed 1905 Charleston Victorian duplex home in the heart of Cannonborough. Just 2 blocks from King Street, this gorgeous property features nearly 2600 square feet of ideally designed space. The...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Luxe 5BR w/ Heated Pool~1 Block to King~...

Welcome to The Lowcountry House, a gorgeously restored 5-bedroom luxury getaway in the heart of Downtown Charleston with a Private Heated Pool. Originally constructed in the 1860s, this home exudes Lowcountry appeal with handcrafted details and...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Ivy Manor | DT Oasis + Carriage House!

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
The Cannon Exchange Building By Charlest...

Feel the pinnacle of Charleston living at the Cannon Exchange Building, a thoughtfully designed luxury property offering two broad residences: The Chateau and The Soirée. Each unit accommodates up to 14 guests, making the building ideal for...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
The Marquee On King & Historic Market!

Permit Number: 51196The Space: Welcome to The Marquee, a roomy two-level condo combination located directly on historic King Street and ideal for enormous groups exploring downtown Charleston!With two connected condos spanning the second and third...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Hot Tub • Private Courtyard • 1 Bloc...

Summary:Welcome to The Palms of Charleston!☀️ Cavernous Private Courtyard + Hot Tub???? 1 Block to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Giant Groups – Families, Weddings, & Work Retreats???...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14