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162 rentals found
Historic Renovation, Large Groups, Luxur...

Summary:Welcome to Emerson Square Charleston - a grandiose, professionally designed residence where historic character meets modern luxury. Encompassing the entire second and third floors of a meticulously restored historic building, this broad...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Quarters on Spring-Rare CHS Retreat for ...

Welcome to The Quarters on Spring, an exceptionally cavernous and handsomely refreshed Charleston hideaway located just mins. from the heart of downtown. It is rare to find a home this huge, this updated, and this beautiful in such a prime location...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Patio • Porches • Parking • 2 Bloc...

Summary:✨ Welcome to Azaleas on Spring! ???????? 2 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Giant Groups – Families, Wedding Guests, Bachelor(ettes) & Work Retreats???? Multiple Outdoor Spaces...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
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 roomy backyard. The individual units provide plenty of space for privacy with 1 king...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Third Floor Private Sundeck! | The Posei...

Permit Number: 06282The 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 groups.Cozy...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Historic Charm | The Bee & Blossom

Permit Number: 06191The Space: Welcome to The Bee and Blossom, a delightfully reimagined historic 6-bedroom, 6.5-bath home in the laid-back Radcliffborough neighborhood, thoughtfully designed for groups of up to twelve guests!Spanning three...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Spacious 5BR Home sleeps 14- Families, B...

Welcome to The Penny Palace: Where History Meets Modern Comfort!This 3-story historic gem, is located in the heart of the Historical District in downtown Charleston and invites you to experience the timeless appeal of the 1800s with all the...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Morris Place | Best of Charleston Renova...

Summary:Welcome to Morris Place, a charmingly 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...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Grand 10 BR Charleston Home with Speakea...

Summary:Draped in Spanish moss and located within a striking Charleston neighborhood, this freshly remodeled sizable 10-bedroom, 7-bath getaway blends timeless Southern character with modern luxury. Recently modernized in September 2025, this...

  • Charleston
  • 10 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
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
The Soiree by Charleston Vacays-New Buil...

Feel the epitome of modern Charleston living in this impressive 5-bedroom, 5-bathroom vacation rental, aptly named The Soiree. Located in the heart of downtown Charleston, this opulent abode offers an unbeatable location. Upper King Street, just a...

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

Summary:Welcome to Palmetto Hideaway, a impressive 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
New design & construction, 6 Bed, 6 EnSu...

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 ...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Historic 5bd Downtown w. Porches

Summary:Discover Charleston's appeal from this newly refreshed 5-bedroom Victorian getaway on historic Spring Street. Comfortably sleeping 11, this roomy home blends modern luxury with classic elegance. Savor a private porch, entirely equipped...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
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
11 Bedroom Complex- 3 Blocks From King S...

Summary:Welcome to The Palmetto House, a private getaway in the heart of downtown Charleston, SC. This exclusive complex, located within a meticulously modernized historic home, offers four completely furnished apartments, creating the ideal getaway...

  • Charleston
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
The Rutledge Avenue Inn Historic Charles...

Permit Number: 05608The Space: Rutledge Avenue Inn, Units A, B and C, is a delightfully restored 5-bedroom, 5-bath Charleston gem with two additional half baths, offering the ideal blend of privacy, appeal, and modern comfort. Guests appreciate...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
The Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this newly remodeled 1890`s single home. The Madison Compound offers guests all the aesthetic features of a Charleston Single House from it enormous Piazzas, private roof top deck and...

  • Charleston
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16