Charleston, SC 5+ Bedroom Vacation Rentals

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 Extensive Groups – Families, Weddings, & Work Retreats???? Multiple Outdoor Spaces...

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...

Bold, bright, and constructed for your whole crew! The entire property is yours, both private units, every bedroom, no one else on site. This Charleston group home sleeps 13 across 5 bedrooms and 3 baths. Packed with arcade games, a fire pit for...

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

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

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...

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...

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 cavernous 5-bedroom, 3-bath home is ideal...

Summary:Welcome to King St. Getaway, a handsomely modernized six-bedroom home in downtown Charleston where modern upgrades meet generous space. Ideal for enormous groups or families looking to discover King Street by day and getaway into luxury by...

Permit Number: 05086The Space: Two homes. Ten bedrooms. Walk to King Street.This broad Charleston getaway is designed for enormous groups who want space to gather without sacrificing privacy. Tucked on a peaceful street just a 6-min. 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...

Summary:As part of the esteemed collection, The Heirloom, this impressive 18-bedroom compound is located on Spring Street in the heart of Charleston. Ideal for enormous groups, this completely modernized property combines two fashonable Victorian...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These delightfully appointed units are found on the second floor of a historic building on King Street (above Sewing Down South, as seen on “Southern Charm”).Step into the building...

Permit Number: 07328The Space: Welcome to Blossoms on Cannon, a delightfully restored two story Charleston home designed for comfort, connection, and memorable group stays in the heart of downtown! There will be work taking place at the back of the...

Summary:This home has everything you need for the ideal group trip to Charleston. Located in the heart of Downtown in a safe, beautiful neighborhood, The Rose features six attractively refreshed bedrooms, two full kitchens, and two roomy living...

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

$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...

Summary:Stay steps from upper King Street in this refined getaway blending luxury and appeal. Featuring sleek interiors, modern amenities, and vistas of Charleston’s vibrant downtown, it’s ideal for travelers who want shopping, dining, and...