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Charleston, SC 5+ Bedroom Vacation Rentals

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158 rentals found
High Society | Historic District Gem Nea...

Summary:Feel High Society in this handsome 4-bedroom, 3-bath home in Charleston’s Historic District. Unwind on private balconies with city vistas and savor the rare perk of off-street parking for four. Just blocks from King Street and the...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Casa Zoë | Grand Sparrow House

Summary:OP2025-05862Casa Zoë’s crown jewel, The James Sparrow House, is a grandiose Federal-style landmark reimagined for modern gatherings. Entirely redesigned, it blends 19th-century craftsmanship with bold interiors and curated art. With 9...

  • Charleston
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 27
The Fish! Most Unique High-End Luxury Re...

$250 Beach gear credit supplied with all new reservations! *Applies to 3-21 nighttime stays only* BR 1: 1 King, BR 2: 1 King, BR 3: 1 King, BR 4:1 King, BR 5: 4 Twins; Sleeps 12, Private Pool, High-End Unique Home, Screen Porch, Gas grille, Folly...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Inns - Beautiful 6BR / 6BA - Walk to...

Summary:Welcome to this refined 6-bedroom, 6-bathroom home from The Inns collection. Professionally designed and freshly modernized, it offers modren comfort mins. from King Street’s vibrant energy, ideal for sizable groups seeking luxury and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Six on Cannon | 6BR Charleston Home + Pa...

Summary:Welcome to Six on Cannon, a cavernous 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...

  • Charleston
  • 6 Bedrooms
  • 2 Bathrooms
  • Sleeps 16
3 Luxury Houses w/ Patios | 1 Block from...

Located in the city center, this welcoming villa lets you experience it all in Charleston. There's convenient onsite parking, so you can leave your car behind and let your feet make short work of the 1-min. walk to Upper King Design District or the...

  • Charleston
  • 12 Bedrooms
  • 10 Bathrooms
  • Sleeps 30
The Pineapple Place | EastBay Historic D...

Summary:Welcome to your Charleston sanctuary where historic appeal meets cavernous luxury. This 5-bedroom getaway offers a generous 3,000 square feet of charmingly appointed space. Ideal for families or groups who want handsome design, room to...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Cavallo- Private Rooftop Deck & Pool

Entire New 3 Story House w/ Private Heated Spa/Pool, Roof Top Deck & Elevator. Brand new home in historic Charleston with private jetted heatable spa/pool and rooftop deck. Located just one block from Upper King Street within the...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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. Appreciate striking water vistas, a...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Great Downtown Charleston Location!

Feel what it means to live like a local in our 2-story Downtown Charleston home. This home is 6 beds / 5.5 baths and would be ideal for enormous groups/families of up to 12 people. Located 1 block off King Street, you can walk to eateries, bakeries...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Downtown Historic Home Close to Neighbor...

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

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
STEPS to King St - 6 Bedroom Home - Spac...

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 savor broad living spaces. Ideal for family get-togethers or friend get-togethers, this home offers...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Mary Scott and Daniel Legare House

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

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
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
Third Floor Private Sundeck! | The Posei...

Permit Number: 06282The 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 groups.Cozy...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
The Chapel | Grand 8BR Charleston Charme...

Summary:Welcome to The Chapel, a elegantly restored 8-bedroom gem in Charleston where character, comfort and convenience come together. Ideal for huge families or groups, this home offers cavernous common areas, alluring design details and a...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Large 6bd Home, right off King

Summary:Welcome to the Aurelia House, a enormous 6-bedroom home constructed for families, groups, or multi-family gatherings who want space, comfort, and access. Located a short walk from King Street, this home blends old Charleston spirit with...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Guesthouse Charleston: WEST (62 & 64)

West 62 and 64 are two gorgeous homes located next door to each other, sharing a roomy outdoor courtyard ideal for calming with drinks after a day of exploring Charleston. Each home offers generous living spaces, sizable bedrooms, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 24