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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
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 sizable groups, families or gatherings looking for comfort, appeal and space. You will find yourself...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
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 sizable groups, corporate retreats, wedding events, or multi-family vacations...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
Morris Place | Best of Charleston Renova...

Summary:Welcome to Morris Place, a elegantly remodeled Charleston home celebrated with the Finest of Charleston award for its blend of architectural character and modern comfort. Ideal for guests who appreciate design, heritage, and intimate outdoor...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Professionally Designed 5bd Retreat, Ste...

Summary:Welcome to Emerson Square, a grandiose professionally designed getaway of a handsomely 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
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
Casa Zoë | Royal House – Charlestonâ€...

Summary:OP2025-06816OP2025-06817The Royal House is Charleston’s ultimate group escape: a dual-unit Casa Zoë mansion that blends grandeur, design, and independence. With 8 bedrooms, 8 baths, and separate living quarters, it offers shared elegance...

  • Charleston
  • 8 Bedrooms
  • 10 Bathrooms
  • Sleeps 16
Downtown Charleston Luxe 9BR/9BA + Parki...

Summary:Generous groups looking for a authentic, welcoming home away from home in downtown Charleston look no further! Our freshly-refreshed historic home offers three separate 3 bedroom/3 bath units housed within the same home for a total of 9...

  • Charleston
  • 9 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
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, sizable bedrooms, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
5BR Spring Street Duplex - Walk to King ...

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
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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
The Edisto River Complex- 4 Condo Comple...

The PERFECT vacation rental for Weddings, Substantial Groups and Families looking to travel in complete opulent comfort and privacy! This 4 Condo- 8 Bedroom/ 8 Bathroom Complex is the ONLY property in Charleston that can host your entire event in...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Screened Porch + Grill: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly BeachMake 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 living areas, ideal...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
The Blue Angel-In Ground Pool

Welcome to your Charleston-area getaway! This cavernous Home is 2,300 square feet of comfortable living space designed for calming, entertaining, and making memories. The home features a bright open layout with vaulted ceilings, modern floor, and...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Historic Charm | The Bee & Blossom

Permit Number: 06191The Space: Welcome to The Bee and Blossom, a gorgeously reimagined historic 6-bedroom, 6.5-bath home in the laid-back Radcliffborough neighborhood, thoughtfully designed for groups of up to twelve guests!Spanning three roomy...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Casa Bella - Your Oasis in the Heart of ...

Permit Number: 05934The Space: Welcome to Casa Bella, a attractively 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
Blue Magnolia | Perfect for Large Groups

Summary:Discover Blue Magnolia, your chic and roomy Charleston getaway. This 7BR/4BA home combines classic Southern appeal with modern comfort, making it ideal for families or groups. Unwind on the inviting front porch, soak in the airy interiors...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
The Manor | 8BR Home in Downtown Charles...

Summary:Step into this delightfully 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
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