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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
Regal 7bd Luxury Design w. Speakeasy Bar...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most impressive neighborhoods, Heirloom on Cannon is a gorgeous 7-bedroom, 5-bath home captures the essence of Southern grace with modern amenities. Every detail from the fresh...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
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
Hot Tub • Private Courtyard • 1 Bloc...

Summary:Welcome to The Palms of Charleston!☀️ Cavernous Private Courtyard + Hot Tub???? 1 Block to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Sizable Groups – Families, Weddings, & Work Retreats???...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Screened Porch + Patio: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly Beach | 10 Mi to DtwnMake this 5-bedroom, 3-bathroom vacation rental your home base as you discover all Charleston has to offer. The 'James Island Folly Family Retreat' includes multiple...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Only 2 Blocks to King! | The Gemstone Su...

Permit Number: 05685The Space: Welcome to The Gemstone, a delightfully designed 7-bedroom, 7-bath home connected by an interior staircase and ideally suited for huge groups in the heart of Charleston!With two full levels of living space, this roomy...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
The Rutledge Avenue Inn Historic Charles...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Rosemary House - C | Perfect for Wedding...

Summary:Located above The Rutledge Room, Unit C at The Rosemary House is a 5 bed, 5 bath penthouse with designer furnishings and refreshed amenities. The layout is constructed for a crowd, with an open kitchen and living room where your group can...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
The Conroy | Perfect Location | Historic...

Permit Number: BL049129-09-2026The Space: Welcome to The Conroy, a remarkable historic building located along iconic Broad Street in the heart of downtown Charleston. Originally constructed around 1794, this attractively preserved property offers a...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 15
Grand 10BR Charleston Home with Speakeas...

Summary:Draped in Spanish moss and located within a beautiful Charleston neighborhood, Heirloom on Cannon is a huge 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
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
Thomas Waring House | Sleeps 23 | Multi-...

Summary:Welcome to the Thomas Waring House at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. Comprising 4 separate units, this broad property features a total of 11 bedrooms and 11.5...

  • Charleston
  • 11 Bedrooms
  • 11 Bathrooms
  • Sleeps 23
Grand 9BR Charleston Downtown Home + Gym

Summary:Welcome to your grandiose 9 bedroom home is constructed for huge groups, offering eight full bathrooms to make everybody’s stay comfortable and convenient. Ideal for family get-togethers celebrations or extended stays, this property...

  • Charleston
  • 9 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Sullivan & Palm | Downtown Oasis | Priva...

Summary:Walkable to four Michelin eateries with a saltwater pool out back, this 5BR downtown home is an simple base for a family trip or a group weekend. The fenced yard gives the kids somewhere to run while everybody else settles in poolside under...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut modernized, 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...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
5BR Group House | Fire Pit, Movie Deck &...

☆☆ HIGHLIGHTS ☆☆✔ 5 bedrooms, 7 beds, and 3 bathrooms with room for up to 13 guests✔ The entire property is yours, with no one else on site✔ Arcade machine loaded with classics like Pac-Man and Dig Dug✔ Projector deck with a gas fire...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Moultrie & Palmetto Suites | Walk to Bar...

Summary:Welcome to The Moultrie & Palmetto, a classy 6 bedroom, 4 bathroom property spanning two units in the same downtown Charleston building. Sleeps a sizable group together while giving everybody their own space to land. Step outside and King...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this roomy 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 18