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Charleston, SC 5+ Bedroom Vacation Rentals

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160 rentals found
Family and Pet-Friendly Retreat, 5BR Nea...

This property is new to Vacation Rental By Owner but we are well established hosts with our other property on vrbo and @irbnb with super host status and many reviews.Welcome to your home away from home! Our roomy 5-bedroom, 3-bath home is ideal for...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Largest Private Pool Downtown | Mint Jul...

Permit Number: 06995The Space: Step into a world of opulence and relaxation at The Mint Julep House, where every detail has been meticulously curated for an extraordinary stay. This two-story residence, newly remodeled and impeccably furnished...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Quarters on Spring-Rare CHS Retreat for ...

Welcome to The Quarters on Spring, an exceptionally roomy and charmingly refreshed Charleston hideaway located just mins. from the heart of downtown. It is rare to find a home this huge, this updated, and this striking in such a prime location...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Patio • Porches • Parking • Walk t...

Summary:Welcome to Azaleas on Spring!???? 2.5 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Giant Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces – Porch, Balcony & Patio???...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
Professionally Designed 5bd Retreat, Ste...

Summary:Welcome to Emerson Square, a grandiose professionally designed getaway of a elegantly restored historic building, this broad five-bedroom residence is ideal for families and enormous groups. Appreciate a chef’s kitchen, SMART TVs...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Marsh front home 10 min to beach and dow...

Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated pool just installed! Great place to cool off year round- close to the outdoor TV...

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

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

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
The Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this freshly remodeled 1890`s single home. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it huge 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 freshly remodeled 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
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
East 42 A & B - Entire Ground Floor, 2 U...

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

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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
Welcome to The Crystal Palace — Perfec...

DOWNTOWN LUXURY — THE CRYSTAL PALACEA restored 1850s Charleston Single glowing with chandeliers in every room, unmatched downtown walkability, magnificant parking, and fast access to Charleston’s best beaches and waterfront dining.The Crystal...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
The Chapel | Premier 13BR Estate in Down...

Summary:Welcome to The Chapel, a majestic 13-bedroom estate in downtown Charleston where beauty, space and heritage combine to create an memorable stay. Ideal for huge families, weddings, get-togethers or special gatherings, this property offers...

  • Charleston
  • 13 Bedrooms
  • 12 Bathrooms
  • Sleeps 16
THE DELPHINE Luxury Downtown Charleston ...

Welcome to your beautiful getaway in the heart of Downtown Charleston! Located in the handsome Cannonborough/Elliotborough District, this handsome home constructed in 2022 is just steps from King Street’s top eateries, stores, and nightlife. Savor...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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 handsomely restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
New Custom built 5 bedroom home-5 mins t...

Two Palms is a impressive new bespoke constructed home which is located less than 5 mins. from elegant Folly Beach and 10 mins. from historic downtown Charleston. The home sleeps 10, has 5 bedrooms, 3 full bathrooms, and offers ample living space...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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, charming neighborhood, The Rose features six charmingly refreshed bedrooms, two full kitchens, and two roomy living areas...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16