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Charleston, SC 5+ Bedroom Vacation Rentals

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164 rentals found
Downtown Charleston Home + Private Pool

Summary:Ideal for a sizable family! This listing is for the entire home. The home sleeps 16 guests total. Your stay just got an upgrade. 118B President Street now features a newly finished private plunge pool, sun deck with loungers, and outdoor...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Grand Helène - Newly Renovated 11BD...

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

  • Charleston
  • 11 Bedrooms
  • 12 Bathrooms
  • Sleeps 22
The OakTree | Stylish Bohemian Downtown ...

Summary:Welcome to The OakTree, your boho-chic haven in the heart of downtown Charleston, where artistic flair meets generous space. Ideal for sizable groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Sleeps 16 | Pet-Friendly 2-Unit | Near K...

Sleeps up to 16! This modern, freshly refreshed home consists of 2 sizable apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Vacation Villa 5 mins to King ‘The Pal...

Summary:Vacation Villa 5 min. walk to King St, in the heart of downtown Charleston. This tropical getaway offers sleek design, soaring 25’ ceilings, open first floor kitchen & living room, and cavernous bedrooms with en-suite spa bathrooms. The...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Trio at 493 - 3 Suites - On King!

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
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Charleston Villa | 6bd, Designer Downtow...

Summary:Welcome to your Charleston escape where cavernous living meets modren design. This six bedroom home is ideal for huge 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
Modernized 5BR Family Home?Tranquil Pati...

This impressive 5-bedroom, 2.5-bathroom home is a true gem, located on one of the quietest streets in Charleston. With freshly refreshed bathrooms, resurfaced floors, and a cavernous, open floor plan, this home is ideal for families or professionals...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Downtown 9BR Mansion with Parking

Summary:Feel Charleston in this sizable 9-bedroom Victorian mansion, ideal for huge groups. Recently refreshed with two full kitchens and fresh decor, this home comfortably accommodates your entire event. Located in the heart of the city, the...

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

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

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
8 Bedroom - Newly Renovated - Parking & ...

Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Historic Charm | The Bee & Blossom

Permit Number: 06191The Space: Welcome to The Bee and Blossom, a gorgeously reimagined historic 6-bedroom, 6.5-bath home in the laid-back Radcliffborough neighborhood, thoughtfully designed for groups of up to twelve guests!Spanning three roomy...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Grand 10 BR Charleston Home with Speakea...

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

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
East 42 A & B - Entire Ground Floor, 2 U...

East 42 A & B is the combined listing for the two homes below. These two gorgeous homes can be connected via the fire door in the hallway creating a handsome five bedroom, five bathroom, with a queen murphy bed for flex linens, and two private...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Plunge Pool|Downtown Oasis|Close to Bars...

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

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
The Manor 93 A&B - 2 Newly Renovated Uni...

Welcome to 93 Spring Street, a delightfully restored 1880's Charleston home that combines historic appeal with modern amenities. Located just two and a half blocks from King Street, this roomy home has been thoughtfully divided into two separate...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
The President St Trio - 8 Bedroom

Summary:Group-friendly, three-home complex, centrally located in Downtown Charleston! - Over 5,000 square feet- Great for sizable groups—spend time together, but everybody can have their space!- Open-air porches, welcoming living areas & roomy...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
AWESOME PROPERTY, GREAT DOWNTOWN CHARLES...

Our property is a legally allowed vacation rental as required by Charleston City ordinance. Our certificate of operational number is OP2024-05539One block from the heart of the entertainment district of Upper King Street. You will know you are in...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10