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Charleston, SC 5+ Bedroom Vacation Rentals

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160 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 Queens Palace | 8 Bedrooms in Charle...

Permit Number: 05553The Space: Welcome to The Queen’s Palace, your private Charleston getaway made up of three delightfully restored historic homes in the heart of the Cannonborough–Elliotborough neighborhood. With eight bedrooms, eight...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
The Overlook on King

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

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Downtown Duplex - Spring St

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
  • 8 Bathrooms
  • Sleeps 26
Grand 10BR Charleston Home with Speakeas...

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. Recently modernized in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
The Juliette-Entire Luxury Residence

As featured in Vogue.Named as Charleston’s most design-forward Airbnb.Suitably located in the heart of Downtown Charleston, it is our honor to introduce The Juliette. Prioritizing an opulent aesthetic with comfort in mind, it is here that you'll...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
2 Luxury Houses w/ Patios | 1 Block from...

Summary:Discover luxury pair of completely remodeled luxury homes ideal for a huge group, located next door to each other just moments from King St. Indulge in beautiful interiors awash with natural light from wrap-around windows. These Charleston...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
The Manor | 8BR Home in Downtown Charles...

Summary:Step into this attractively preserved Charleston-style home where old-world appeal meets modern comfort. Ideal for couples, families, or modest groups, it offers a welcoming getaway filled with character in a prime location. Located in a...

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

Summary:Welcome to your Charleston escape where cavernous living meets chic 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...

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Downtown home 5BR & 7 Beds w/ Free Priva...

The Space:- 5 roomy bedrooms, 4 full baths, 2 half baths- Sleeps up to 14 guests—ideal for families, bachelorettes, and groups- Formal dining room with seating for 10- Totally outfitted kitchen with modern appliances- Cozy breakfast nook for...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
19 Bedrooms in CHS | Private Pool! | The...

Permit Number: 06280The Space: Welcome to your ultimate group hideaway. This broad 4-unit, 19-bedroom property, with a *private pool* is thoughtfully designed for huge groups, corporate retreats, wedding events, or multi-family vacations, offering...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
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
The Palmetto State Complex- 4 Condo Comp...

The PERFECT vacation rental for Weddings, Substantial Groups and Families looking to travel in complete extravagant comfort and privacy! This 4-suite unit is the ONLY property in Charleston that can host your entire event in their own private suites...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Private Pool! | Rooftop Patio | The Athe...

Permit Number: 07351The Space: Welcome to Athena — a roomy 3-story downtown getaway constructed for gathering. With 5 bedrooms, 3.5 baths, a extravagant private pool, and a bright open layout, this home is ideal for families and bigger groups who...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
St. Philip Collection - Pair of newly re...

This listing is combined of two traditional style Charleston row homes with great outdoor space. The two homes are directly beside each other and have their own separate entrances. Each home has plenty of space to all gather together may it be...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Explore Downtown King St - 12 Bedrooms/7...

Summary:Welcome to your Charleston showcase, a enormous 12-bedroom, 7.5-bath estate located right in the heart of downtown just off King Street. Designed for sizable groups, corporate retreats, or family gatherings, this property blends scale...

  • Charleston
  • 12 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Downtown 9BR Mansion with Gym Access + P...

Summary:Recently refreshed with two full kitchens and beautiful decor, this home comfortably accommodates your entire event. Located in the heart of the city, the Heirloom on Spring extravagant getaway blends historic character with modern comfort...

  • Charleston
  • 9 Bedrooms
  • 6 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