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Charleston, SC 5+ Bedroom Vacation Rentals

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161 rentals found
The Inns | 5bd Downtown Luxury Suite w. ...

Summary:Located on striking Spring Street, this freshly refreshed 5-bedroom, 3-bath getaway ideally blends Charleston’s historic elegance with modern luxury. Freshly painted and outfitted with new beds and linens, the home features bright...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Huge 5-bedroom home in the heart of down...

This cavernous 5-bedroom, 3-bathroom historic home offers a unique blend of Southern appeal and modern comfort. Located in the heart of Downtown Charleston, you'll be within walking distance of the city's best eateries, vibrant bars, and captivating...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
The Pineapple Pad | EastBay Historic Dis...

Summary:Welcome to your Charleston sanctuary where historic appeal meets roomy luxury. This 5-bedroom getaway offers a generous 3,000 square feet of handsomely appointed space. Ideal for families or groups who want chic design, room to spread out...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Thomas Waring House | Unit A | Sleeps 11

Summary:Welcome to Thomas Waring House-Suite A at The Preserve, a historic and award-winning residence that offers a unique blend of appeal and modern convenience. This luxury suite in downtown Charleston is comprised of 5 bedrooms and 5.5...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
8BR-Spring Street Retreat ~ 2 Full Homes...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in gorgeous downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Gardenia House | Sleeps 20 | Multi-U...

Summary:Welcome to the Gardenia House in the Preserve, a distinguished luxury residence located in the heart of downtown Charleston. This elegant property offers two exclusive suites within a roomy layout of 7 bedrooms and 7 full baths, making it...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
The Inns | Luxury Design w. Speakeasy Ba...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most photogenic neighborhoods, this striking 7-bedroom, 5-bath home captures the essence of Southern grace with a modern twist. Thoughtfully refreshed in September 2025, every...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Tropic - Large Jungly Oasis, Great f...

Welcome to the Tropic! Private single-family home with sizable screened-in porch and jungly backyard less than 10 mins. to downtown and 15 to beach. Walkable to coffee stores, bars and dining. Outdoor dining, grille and deck, tropical plants, a work...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Full Renovation of 1811 historical home....

Freshly restored and only 2 blocks from the heart of the entertainment district of Upper King Street, Stay Cannon is the ideal landing place for your next trip to Charleston.Stay Cannon is a legally allowed vacation rental as required by Charleston...

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

Summary:Stay at The Monroe on Spring, a entirely 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 calming...

  • Charleston
  • 25 Bedrooms
  • 25 Bathrooms
  • Sleeps 16
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
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
Harleston House | Sleeps 16 | Multi-Unit...

Summary:Welcome to Harleston House in The Preserve. This premier property is one of our five sophisticated luxury homes located in the heart of downtown Charleston. With 7 gorgeously designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Welcome to The Crystal Palace — Perfec...

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

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Stunning Private Courtyard - 1 Block to ...

Summary:✨ Welcome to The Palms of Charleston! ????Notable amenities include:???? 1 Block to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Extensive Groups – Families, Wedding Guests, Bachelor(ettes) & Work...

  • Charleston
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Palmetto Hideaway | Historic & Designer ...

Summary:Welcome to Palmetto Hideaway, a striking 6-bedroom designer home in the heart of downtown Charleston. Ideal for sizable families, friend getaways, or anyone who craves style, space, and character, it immerses you in history while offering...

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

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Charming Downtown 6BR - Steps to King St...

Summary:Stay in this roomy 6BR/6BA Charleston getaway, just steps from King Street. Each bedroom offers a king bed and ensuite bath, giving guests both privacy and comfort. With two full kitchens, multiple living areas, and off-street parking for 4...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14