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Charleston, SC 5+ Bedroom Vacation Rentals

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166 rentals found
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
Guesthouse Charleston: SOUTH (82 A & B)

82 A & B is a roomy two-story home, appealingly located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for enormous groups, the home features two entirely equipped kitchens, two living areas, and multiple outdoor...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Great for Large Groups | The Waltz

Permit Number: 05635The Space: Welcome to The Waltz, a cavernous 2nd and 3rd floor getaway designed for gathering, calming, and making memories together, offering 5 bedrooms and 4 full bathrooms in a prime Spring Street location with complimentary...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
8 Bedroom Retreat in the Heart of Downto...

Welcome to your ideal hideaway in the vibrant Cannonborough-Elliottborough neighborhood! This extraordinary 8 bedroom, 9 bathroom home is just a short walk away from the best eateries, shopping, and attractions that downtown Charleston has to...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
19 Bedrooms in CHS | Private Pool! | The...

Permit Number: 06280The Space: Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property, with a *private pool* is thoughtfully designed for huge groups, corporate retreats, wedding events, or multi-family vacations, offering...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
The Preserve | Barbados House | 5 BR + 5...

Summary:Welcome to the Barbados House, part of The Preserve, a luxury single-style home located in the heart of downtown Charleston. This elegant 5-bedroom, 5.5-bath residence offers an unparalleled blend of sophisticated appeal and modern comfort...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Brooke Haven | 1885 Restored 6bd House

Summary:Feel timeless Southern elegance at The Brooke Haven, a Carolopolis Award-winning 1885 historic manor in Charleston. This opulent 6-bedroom, 6.5-bathroom getaway is ideal for groups, featuring designer furnishings, a modern kitchen, and a...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
Cozy low country get away with water vie...

Cavernous home with huge front and back yard surrounded by naturalistic beauty of low country scenery. Appreciate water view from front deck or sunsets and wild roaming turkeys and deer on covered back deck. Stunning star gazing at nighttime, boat...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
2 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury pair of completely remodeled luxury homes ideal for a sizable 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...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Whole House, Downtown, Sleeps 16

Summary:Welcome to The Ivory and Oak Lofts, a striking 8-bedroom, 6-bathroom historic home located in the heart of Charleston. This handsomely restored property blends timeless appeal with modern amenities, offering an exceptional space for enormous...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Quad at 493 - 4 Suites - Right on Ki...

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
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
The Mary Scott and Daniel Legare House

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

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
New Custom built 5 bedroom home-5 mins t...

Two Palms is a striking new bespoke constructed home which is located less than 5 mins. from handsome Folly Beach and 10 mins. from historic downtown Charleston. The home sleeps 10, has 5 bedrooms, 3 full bathrooms, and offers ample living space...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Grand 10BR Charleston Home with Speakeas...

Summary:Draped in Spanish moss and located within a beautiful Charleston neighborhood, Heirloom on Cannon is a sizable 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Recently modernized in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
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 sizable 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
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 sizable Piazzas, private roof top deck and...

  • Charleston
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Charleston Abode | Downtown, 1 Block fro...

Summary:Welcome to Charleston Abode, a luminous 2-bedroom getaway just one block from King Street where historic appeal meets modern comfort. Designed for couples or modest groups, this home offers airy interiors, chic details, and rare outdoor...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut remodeled, mins. from Folly Beach and is the ideal hideaway for families and friends. All bedrooms have king size beds. The home features two kitchens both completely equipped...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8