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161 rentals found
The Madison Compound- Entire Charleston ...

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

  • Charleston
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Hot Tub & Rooftop + Parking - 3 Blocks t...

Summary:✨ Welcome to Camellias on Cannon! ????☀️ Private Rooftop Deck & Courtyard with Hot Tub???? 3 Blocks to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Generous Groups – Families, Wedding Guests...

  • Charleston
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Line Street Lofts | Luxe King St Retreat...

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...

  • Charleston
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Huge 5-bedroom home in the heart of down...

This cavernous 5-bedroom, 3-bathroom historic home offers a unique blend of Southern appeal and modern comfort. Located in the heart of Downtown Charleston, you'll be within walking distance of the city's best eateries, vibrant bars, and captivating...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Fantastic Private Quarters in Heart of D...

Summary:Here you can live by calming both indoors and outdoors.The Space:Summons the expression of really refined Ante-Bellum experience with all modern amenities. In the kitchen appreciate the timeless La CornueFe gas oven and cooktop range from...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Beautiful Historic Charleston Home - Two...

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
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Downtown Historic Home Close to Neighbor...

Summary:Welcome to this vibrant downtown getaway! Originally constructed in 1905 and newly refreshed, this colorful home blends historic appeal with modern comfort. With eight uniquely styled bedrooms and eight delightfully updated bathrooms...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's charming Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each charmingly restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Oikos - 19 Bedrooms in Downtown Charlest...

Permit Number: 06280The Space: After February 2026, appreciate a brand-new opulent pool in the enclosed backyard. Photos coming soon!Welcome to your ultimate group hideaway! This broad 4-unit, 19-bedroom listing is ideal for sizable groups...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
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 pretty 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
Harleston House | Sleeps 16 | Multi-Unit...

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

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Historic Duplex 6 Blocks To King - Lots ...

Summary:Take it simple on the porch after a long day at the beach, then pull up a chair for a casual dinner. This charming duplex offers a touch of sophistication tucked into historic downtown Charleston.Think of everything you'd want for your ideal...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
6 Bedrooms! One Block to King Street!

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for huge families or groups who want walk-ability, historic details, and room...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Luxurious Waterfront Getaway, minutes fr...

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut modernized, mins. from Folly Beach and is the ideal hideaway for families and friends. All bedrooms have king size beds. The home features two kitchens both completely...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
Quarters on Spring-Rare CHS Retreat for ...

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

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
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 cavernous backyard. The individual units provide plenty of space for privacy with 1...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Chic Historic Victorian Duplex 2 Blocks ...

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

  • Charleston
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
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 totaling 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