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Charleston, SC 5+ Bedroom Vacation Rentals

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163 rentals found
Third Floor Private Sundeck! | The Posei...

Permit Number: OP2026-07350The Space: Welcome to The Poseidon — a cavernous downtown getaway just off Spring Street. With 5 bedrooms, 3.5 baths, and an open layout constructed for gathering, it’s an ideal setup for families and bigger...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
The Palmetto State Complex- 4 Condo Comp...

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

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Newly Built, Spacious, Luxury w. Bikes +...

Summary:Welcome to The Charlee on Cannon, an elevated getaway in the heart of downtown Charleston. This gorgeously designed five-bedroom residence features broad living spaces, a chef-inspired kitchen, and a private rooftop terrace ideal for...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for huge groups. Each unit has 4 bedrooms, and 4.5 bathrooms totalling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired Spring...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
Only 2 Blocks to King! | The Gemstone Su...

Permit Number: 05685The Space: Welcome to The Gemstone, a charmingly designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for enormous groups in the heart of Charleston!With two full levels of living space, this...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
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 Giant Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces –...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
Screened Porch + Patio: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly Beach | 10 Mi to DtwnMake 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...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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
  • 2 Bathrooms
  • Sleeps 10
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 elegant downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping and...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Large 6bd Home, right off King

Summary:Welcome to the Aurelia House, a huge 6-bedroom home constructed for families, groups, or multi-family gatherings who want space, comfort, and access. Located a short walk from King Street, this home blends old Charleston spirit with modern...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Beautiful, fully renovated 1811 historic...

Recently 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
Downtown Charleston Gem, Walk Everywhere...

Summary:Welcome to The Lavender & Sage Suites a charmingly restored 6BR 6.5BA home that pairs modern luxury with timeless Southern appeal. Located in the heart of downtown Charleston, you're just steps from the city's best eateries, nightlife, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
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
Harleston House, Sleeps 16,  Whole House...

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 handsomely designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH (105 A & B)

Located peacefully on coveted Spring Street, this striking standalone duplex features eight cavernous bedrooms and eight full bathrooms, just steps away from Cannon Green and just three blocks to historic King Street. Ideal for huge groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
8BR - Beautiful CHS Home | Great for Gro...

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
  • 9 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Large, Historic 6BR, Designed to Perfect...

Summary:Welcome to Palmetto Hideaway, a impressive 6-bedroom designer home in the heart of downtown Charleston. Ideal for enormous 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
Blue Magnolia | Perfect for Large Groups

Summary:Discover Blue Magnolia, your beautiful 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...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 17