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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
The Palmetto State Complex- 4 Condo Comp...

The PERFECT vacation rental for Weddings, Enormous 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
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
Casa Zoë | Grand Sparrow House

Summary:OP2026-07255OP2026-07256OP2026-07257Casa Zoë’s crown jewel, The James Sparrow House, is a grandiose Federal-style landmark reimagined for modern gatherings. Totally redesigned, it blends 19th-century craftsmanship with bold interiors and...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
Magnolia House | Historic Charleston Hom...

Summary:Welcome to Magnolia House, a sizable 6 bedroom, 3 bathroom two-story Charleston style home that blends timeless character with comfortable, modern touches. Ideal for families or groups seeking space, beauty, and convenience in one place...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 19
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
11 Bed Compound for Large Groups, Prime ...

Summary:Welcome to The Grandiose Estate, a private getaway in the heart of downtown Charleston, SC. Located within a meticulously restored historic home, this exclusive property features four completely furnished residences, creating the ideal...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Hot Tub • Rooftop • Parking • Walk...

Summary:Welcome to Camellias on Cannon!☀️ Private Rooftop + Courtyard & Hot Tub???? 3 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Substantial Groups – Families, Weddings, & Work Retreats???...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Guesthouse Charleston: Historic downtown...

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
The Chapel | Premier 13BR Estate in Down...

Summary:Welcome to The Chapel, a majestic 13-bedroom estate in downtown Charleston where beauty, space and heritage combine to create an memorable stay. Ideal for huge families, weddings, get-togethers or special gatherings, this property offers...

  • Charleston
  • 13 Bedrooms
  • 12 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 huge...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
The Mary Scott and Daniel Legare House

Permit Number: 06948The Space: Welcome to your Charleston getaway at 11 George Street!This striking and roomy home features 5 attractively appointed bedrooms and 3 full bathrooms, making it an ideal getaway for families, friends, or bigger groups...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
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, charming neighborhood, The Rose features six attractively refreshed bedrooms, two full kitchens, and two roomy living...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
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
Waterfront Escape - Private Pool, Dock, ...

Welcome to your ultimate waterfront escape just mins. from Folly Beach and the appeal of downtown Charleston. This roomy home offers an memorable setting for family vacations, group getaways, or special events. Savor striking water vistas, a private...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this vibrant downtown getaway! Originally constructed in 1905 and freshly refreshed, this colorful home blends historic appeal with modern comfort. With eight uniquely styled bedrooms and eight handsomely updated bathrooms...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Thomas Waring House | Unit A | Sleeps 11

Summary:Welcome to Thomas Waring House-Suite A at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. This luxury suite in downtown Charleston is comprised of 5 bedrooms and 5.5...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
Guesthouse Charleston: SOUTH (105 A & B)

Located peacefully on coveted Spring Street, this impressive standalone duplex features eight cavernous bedrooms and eight full bathrooms, just steps away from Cannon Green and just three blocks to historic King Street. Ideal for sizable groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Cocktail Club | 4 Redesigned Suites

Permit Number: 05591The Space: Appreciate gracious Southern living in this cavernous 8-bedroom home, thoughtfully divided into four delightfully designed 2-bedroom units, ideal for enormous groups staying together under one roof!Ideal for family...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 17