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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
The Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this newly 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
19 Bedrooms in CHS | Private Pool | The ...

Permit Number: 06280The Space: After February 2026, savor a brand-new private pool in the enclosed backyard, photos coming soon!Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property is thoughtfully designed for enormous...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
The Grand Helène - Newly Renovated 11BD...

Summary:Recently constructed 11BR/11.5BA home in the laid-back Cannonborough/Elliotborough neighborhood—ideal for huge groups seeking space and privacy. The property features three separate units in one building, ideal for gathering together while...

  • Charleston
  • 11 Bedrooms
  • 12 Bathrooms
  • Sleeps 22
The Rutledge Avenue Inn Historic Charles...

Permit Number: 05608The Space: Rutledge Avenue Inn, Units A, B and C, is a handsomely restored 5-bedroom, 5-bath Charleston gem with two additional half baths, offering the ideal blend of privacy, appeal, and modern comfort. Guests appreciate...

  • Charleston
  • 5 Bedrooms
  • 5 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
The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a newly remodeled 3-unit property just one block from iconic King Street. Ideal for families or groups of friends, this getaway blends comfort, style, and convenience. With refreshed interiors, a...

  • Charleston
  • 9 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
The Bogard Duo 6 Bed 6 Bath

Recently-remodeled six bedroom historic home in the trendy, laid-back Cannonborough neighborhood close to great eateries & historical sights.This classic Charleston home is made up of two units A&B, this is the listing for both units. The entire...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The Chapel | Grand 8BR Charleston Charme...

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

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Hot Tub • Private Courtyard • 1 Bloc...

Summary:✨ Welcome to The Palms of Charleston! ????☀️ Sizable Private Courtyard with Hot Tub???? 1 Block to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Giant Groups – Families, Wedding Guests...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Explore Downtown King St - 12 Bedrooms/7...

Summary:Welcome to your Charleston showcase, a grandiose 12-bedroom, 7.5-bath estate located right in the heart of downtown just off King Street. Designed for enormous groups, corporate retreats, or family gatherings, this property blends scale...

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut refreshed, 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
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
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 huge groups, families or gatherings looking for comfort, appeal and space. You will find yourself walking...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Plunge Pool|Downtown Oasis|Close to Bars...

Summary:Welcome to The Sullivan & Palm, a delightfully restored Victorian home in the heart of downtown Charleston. This roomy 5-bedroom getaway blends historic appeal with modern amenities, featuring beautiful living spaces, a chef’s kitchen, and...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's beautiful Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each charmingly restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
New design & construction, 6 Bed, 6 EnSu...

Welcome to 183 Saint Philip Street, your chic haven in the heart of Charleston! This new construction offers a prime location, placing you steps away from the city's vibrant attractions & best eateries. Each bedroom features 55" Samsung TVs ...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
6BD/6BA Downtown Home - 2 Blocks from Ki...

Summary:Welcome to your Charleston sanctuary, a beloved guest-favorite home that combines generous space, fresh amenities, and an unbeatable downtown location. With six full baths and six beds, this home is ideal for enormous families or groups who...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
The King Suites at 493 - 8 Suites, 16 Be...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These handsomely 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
  • 16 Bedrooms
  • 16 Bathrooms
  • Sleeps 52