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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
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
Harleston House | Sleeps 16 | Multi-Unit...

Summary:Welcome to Harleston House in The Preserve. This premier property is one of our five sophisticated luxury homes located in the heart of downtown Charleston. With 7 handsomely designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 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
The Monroe | 5BR - Voted Best of Charles...

Summary:Stay at The Monroe on Spring, a completely modernized 1885 Charleston manor voted Finest of Charleston. Blending historic grandeur with modern luxury, this 5-bedroom getaway features splendid interiors and sprawling porches ideal for calming...

  • Charleston
  • 25 Bedrooms
  • 25 Bathrooms
  • Sleeps 16
The Inns | Grand 9BR Charleston Downtown...

Summary:Welcome to your Charleston gathering place where space meets luxury. This grandiose 9 bedroom home is constructed for enormous groups, offering eight full bathrooms to make everybody’s stay comfortable and convenient. Ideal for family...

  • Charleston
  • 9 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
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
Guesthouse Charleston: SOUTH (105 A & B)

Located peacefully on coveted Spring Street, this striking 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 huge groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
6 Bedrooms! One Block to King Street!

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for huge families or groups who want walk-ability, historic details, and room...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Where Tranquility Blooms | Blossoms on C...

Permit Number: 06351The Space: Welcome to Blossoms on Cannon, a handsomely restored two story Charleston home designed for comfort, connection, and memorable group stays in the heart of downtown!Bedrooms & Bathrooms• Five bedrooms thoughtfully...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
2 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury pair of completely remodeled luxury homes ideal for a enormous 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
Entire Home Rental in Downtown Charlesto...

Summary:Ideal for a enormous family! This home is divided into two apartments, A & B, and this listing is for the entire home. This home sleeps 16 guests total. Just three blocks away from upper King Street. Our excellent cultural city also offers...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Downtown 9BR Mansion with Parking

Summary:Feel Charleston in this enormous 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, this...

  • Charleston
  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
93.5 A&B - New listing! 6 Bedrooms Close...

The property located at 93.5 unit A & B The Manor is a handsome two-story new construction home providing all the amenities of home combined with beautiful furnishings and an amazing location.Unit A is the first-floor unit with an open concept...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Whole House|Downtown|Sleeps 16

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Island Retreat - Great for Large Groups

Summary:Conveniently located on James Island, 5 miles from Folly Beach and Downtown Charleston, this lush live oak property features 3 separate units that share a roomy backyard. The individual units provide plenty of space for privacy with 1 king...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
The Quad at 493 - 4 Suites - Right on Ki...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These attractively 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
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 Inns | Luxury Design w. Speakeasy Ba...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most beautiful neighborhoods, this striking 7-bedroom, 5-bath home captures the essence of Southern grace with a modern twist. Thoughtfully remodeled in September 2025, every detail...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14