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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
Guesthouse Charleston: WEST 62 & 64

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

  • Charleston
  • 10 Bedrooms
  • 9 Bathrooms
  • Sleeps 24
Brooke Haven | Award Winning 1885 Restor...

Summary:Step into timeless Southern elegance at The Brooke Haven on Cannon, a Carolopolis Award–winning 1885 historic manor reimagined for modern luxury. This gorgeous 6-bedroom, 6.5-bath getaway has been masterfully modernized with every detail...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 13
The Inns | 18 bedrooms, Luxurious + Gran...

Summary:As part of the esteemed collection, The Inns, this striking 18-bedroom compound is located on Spring Street in the heart of Charleston. Ideal for enormous groups, this completely remodeled property combines two alluring Victorian homes with...

  • Charleston
  • 18 Bedrooms
  • 14 Bathrooms
  • Sleeps 30
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. Appreciate impressive water...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
New! Historic Residence – Great For La...

Summary:Welcome to Emerson Square Charleston, a enormous and professionally designed residence that seamlessly blends Charleston’s rich history with modern luxury. Spanning the entire second and third floors of a meticulously restored historic...

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

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These delightfully 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
The Inns 5 Bed 3 Bath Luxury Home 2 Bloc...

Summary:This modren 5-bedroom, 3-bath luxury home is ideally located just two blocks from King Street. Freshly modernized and professionally furnished, it offers roomy living areas, high-end finishes, and thoughtful touches throughout. Ideal for...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
The Overlook on King

Summary:Located on King Street, Charleston’s most appealing and charming retail, entertainment, and dining corridor, The Overlook on King is one of Charleston’s newest and most opulent properties. The highlight is a one-of-a-kind rooftop terrace...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
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 sizable groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Luxe 5BR w/ Heated Pool~1 Block to King~...

Welcome to The Lowcountry House, a handsomely restored 5-bedroom luxury getaway in the heart of Downtown Charleston with a Private Heated Pool. Originally constructed in the 1860s, this home exudes Lowcountry appeal with handcrafted details and...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this freshly refreshed 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
The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a newly modernized 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
Group Getaway - 6BR/6BA in Heart of Char...

Summary:Traveling with a group? This property is ideal - all six bedrooms have full ensuite baths. Note that this listing is a combination of two individual five star units within the same building with dozens of reviews.The Space:This...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Cannon Collective | 5BR Historic Home Do...

Summary:Welcome to Cannon Collective, a cavernous 5 bedroom home in downtown Charleston full of character, elegance and prime access. Ideal for enormous groups, families or gatherings looking for comfort, appeal and space. You will find yourself...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
The Inns | Luxury Design w. Speakeasy Ba...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most striking neighborhoods, this gorgeous 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
East 42 A & B - Entire Ground Floor, 2 U...

East 42 A & B is the combined listing for the two homes below. These two enchanting 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
Poseidon | 3rd Floor Private Sundeck

Permit Number: 06282The Space: ???? Welcome to Poseidon - Your Charleston Retreat!Discover the luxury of our cavernous unit, ideal for huge groups or families, with 5 bedrooms and 3.5 full baths. Conveniently located right off Spring Street, savor...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Palmetto Hideaway | Historic & Designer ...

Summary:Welcome to Palmetto Hideaway, a gorgeous 7-bedroom designer home in the heart of downtown Charleston. Ideal for sizable families, friend getaways, or anyone who craves style, space, and character, it immerses you in history while offering...

  • Charleston
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16