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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's charming 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
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
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 cavernous backyard. The individual units provide plenty of space for privacy with 1...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
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
Downtown-One-of-a-Kind Romantic Luxury R...

DOWNTOWN- LARGE 5BR, 3BA, 5 Fireplaces, French Doors, Giant Balcony. Attractively restored building. Very Romantic and Elegant Five Bedroom, Three Bath, Sleeps 10 people in beds, 1 to 2 on couch, 12’ Ceilings, Five Fireplaces, Enormous Pocket...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Full House w Bikes, Grill + Patio + Park...

Summary:This home has everything you need for the ideal group trip to Charleston. Located in the heart of Downtown in a safe, beautiful neighborhood, The Rose features six handsomely refreshed bedrooms, two full kitchens, and two cavernous living...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Charleston Villa | 6bd, Designer Downtow...

Summary:Welcome to your Charleston escape where roomy living meets modren design. This six bedroom home is ideal for sizable groups or families looking for comfort, modern amenities, and an inviting patio for gathering. You will appreciate privacy...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH (82 A & B)

82 A & B is a roomy two-story home, charmingly located within walking distance of Charleston's best eateries, bars, and attractions. Ideal for sizable groups, the home features two completely equipped kitchens, two living areas, and multiple outdoor...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
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 enormous groups, families, or creative retreats, this 7-bedroom home offers character, comfort, and close...

  • Charleston
  • 7 Bedrooms
  • 7 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, modren amenities, and an unbeatable downtown location. With six full baths and six beds, this home is ideal for sizable families or groups who...

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

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

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Great for Groups | Private Patio | The Z...

Permit Number: 07349The Space: Welcome to Zeus — a freshly redesigned second-floor getaway constructed for comfortable group stays. With 5 bedrooms and 4.5 bathrooms across two upper levels, this cavernous home gives families and bigger groups...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Monroe | 5BR - Voted Best of Charles...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Casa Bella - Your Oasis in the Heart of ...

Permit Number: 05934The Space: Welcome to Casa Bella, a elegantly refreshed Charleston getaway offering space, style, and historic appeal in the heart of downtown. Ideal for enormous groups of up to 11 guests, this unique property includes two...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
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
Whole House, Downtown, Sleeps 16

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

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Cozy 5BR/5BA Downtown Gem - Close to Kin...

Summary:Feel Charleston appeal in this freshly refreshed 5BR/5BA getaway just one block from King Street. Comfortably sleeps 11 with luxe king beds, modern open living spaces, and a completely equipped kitchen. Appreciate Intelligent TVs, high-speed...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12