Charleston, SC 5+ Bedroom Vacation Rentals

Summary:Welcome to The Ivory and Oak Lofts, a gorgeous 8-bedroom, 6-bathroom historic home located in the heart of Charleston. This gorgeously restored property blends timeless appeal with modern amenities, offering an exceptional space for huge...

Permit Number: 05740The Space: Stay in the heart of Charleston in this charmingly restored 1890s home just steps from King Street, offering six bedrooms and six and a half bathrooms across two private floors, ideal for huge groups seeking comfort...

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 huge groups, corporate retreats, wedding events, or multi-family vacations, offering...

☆☆ HIGHLIGHTS ☆☆✔ 5 bedrooms, 7 beds, and 3 bathrooms with room for up to 13 guests✔ The entire property is yours, with no one else on site✔ Arcade machine loaded with classics like Pac-Man and Dig Dug✔ Projector deck with a gas fire...

Summary:Welcome to Camellias on Cannon!☀️ Private Rooftop + Courtyard & Hot Tub???? 3 Blocks to King St – Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Enormous Groups – Families, Weddings, & Work Retreats???...

DOWNTOWN- LARGE 5BR, 3BA, 5 Fireplaces, French Doors, Extensive Balcony. Gorgeously restored building. Very Romantic and Elegant Five Bedroom, Three Bath, Sleeps 10 people in beds, 1 to 2 on couch, 12’ Ceilings, Five Fireplaces, Generous Pocket...

This handsome 5-bedroom, 2.5-bathroom home is a true gem, located on one of the quietest streets in Charleston. With newly modernized bathrooms, resurfaced floors, and a roomy, open floor plan, this home is ideal for families or professionals...

Summary:OP2026-07255OP2026-07256OP2026-07257Casa Zoë’s crown jewel, The James Sparrow House, is a grandiose Federal-style landmark reimagined for modern gatherings. Totally redesigned, it blends 19th-century craftsmanship with bold interiors and...

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...

Welcome to your ideal hideaway in the vibrant Cannonborough-Elliottborough neighborhood! This extraordinary 8 bedroom, 9 bathroom home is just a short walk away from the best eateries, shopping, and attractions that downtown Charleston has to...

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...

Permit Number: 05934The Space: Welcome to Casa Bella, a handsomely remodeled Charleston getaway offering space, style, and historic appeal in the heart of downtown. Ideal for huge groups of up to 11 guests, this unique property includes two separate...

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...

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...

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

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: 06995The Space: Step into a world of opulence and relaxation at The Mint Julep House, where every detail has been meticulously curated for an extraordinary stay. This two-story residence, newly refreshed and impeccably furnished...

Welcome to 183 Saint Philip Street, your chic haven in the heart of Charleston! This new construction offers a prime location, placing you steps away from the city's vibrant attractions & best eateries. Each bedroom features 55" Samsung TVs ...