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Charleston, SC 5+ Bedroom Vacation Rentals

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162 rentals found
Chic Historic Victorian Duplex 2 Blocks ...

Summary:Stay at The Dunes on Spring, our handsomely modernized 1905 Charleston Victorian duplex home in the heart of Cannonborough. Just 2 blocks from King Street, this handsome property features nearly 2600 square feet of ideally designed space...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
The Fish! Most Unique High-End Luxury Re...

$250 Beach gear credit supplied with all new reservations! *Applies to 3-21 nighttime stays only* BR 1: 1 King, BR 2: 1 King, BR 3: 1 King, BR 4:1 King, BR 5: 4 Twins; Sleeps 12, Private Pool, High-End Unique Home, Screen Porch, Gas grille, Folly...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Hot Tub • Porches • Parking • Walk...

Summary:Welcome to Azaleas on Spring!☀️ Private Hot Tub???? 2.5 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Enormous Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Guesthouse Charleston: WEST (62 & 64)

West 62 and 64 are two beautiful 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, enormous bedrooms, and multiple...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Elegant & Modern 6BR w. Pool & Parking!

Summary:Feel Charleston in style at this 6BR, 4BA Crosstown getaway just one block from King Street. Designed for up to 14 guests, the home combines modern finishes with cavernous comfort. Savor multiple living areas, a entirely equipped kitchen...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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
The Conroy | Perfect Location | Historic...

Permit Number: BL049129-09-2026The Space: Welcome to The Conroy, a remarkable historic building located along iconic Broad Street in the heart of downtown Charleston. Originally constructed around 1794, this attractively preserved property offers a...

  • Charleston
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 15
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 enormous groups, the home features two entirely equipped kitchens, two living areas, and multiple outdoor...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 18
Autumn Getaway: Sleeps 16+BackPatio | Ne...

Sleeps up to 16! This modern, freshly modernized home consists of 2 sizable apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Casa Zoë: Bright Charleston Cottage Nea...

Summary:OP2026-07256OP2026-07257Point of View Cottage is a bright and airy Casa Zoë getaway made from two seamlessly connected spaces - ideal for families, friends, or groups who want to stay together but still savor a bit of breathing room. With...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this roomy 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Guesthouse Charleston: WEST (242 B & C)

West 242 B and 242 C are two striking standalone homes located in the heart of Charleston's vibrant Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime location offers painless access to Charleston's best...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Blue Angel-In Ground Pool

Welcome to your Charleston-area getaway! This roomy 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
Cozy low country get away with water vie...

Roomy home with sizable front and back yard surrounded by naturalistic beauty of low country scenery. Appreciate water view from front deck or sunsets and wild roaming turkeys and deer on covered back deck. Spectacular star gazing at nighttime...

  • Charleston
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
The Jessamine | 9BR Historic Downtown Ab...

Summary:Welcome to your Cannonborough hideaway, a newly modernized 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
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
Moultrie & Palmetto Suites | Walk to Bar...

Summary:Welcome to The Moultrie & Palmetto, a classy 6 bedroom, 4 bathroom property spanning two units in the same downtown Charleston building. Sleeps a sizable group together while giving everybody their own space to land. Step outside and King...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Palm House | Furnished 5BR MTR in Charle...

Summary:Furnished whole-home rental in West Ashley for stays of 30 nights or more, available February 1 2027. All five bedrooms and three bathrooms are open to guests, including the primary suite with its en suite bathroom. Fenced yard, two...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 8