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157 rentals found
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 striking downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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
Cocktail Club | 4 Redesigned Suites

Permit Number: 05591The Space: Appreciate gracious Southern living in this roomy 8-bedroom home, thoughtfully divided into four charmingly designed 2-bedroom units, ideal for enormous groups staying together under one roof!Ideal for family...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
The Inns | 5 King Bed, 5 Bath | Spacious...

Summary:Feel Charleston in this charming 5-bed, 5-bath Victorian getaway for huge groups. Part of the exclusive Inns collection, this home is steps from King Street's famed dining and shopping. Appreciate modern luxury, a private balcony, and...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Guesthouse Charleston: SOUTH (105 A & B)

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

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
Great for Groups | Private Patio | The Z...

Permit Number: 06281The Space: Feel downtown Charleston at its best in Zeus, a freshly redesigned cavernous and modren second-floor getaway ideal for families or enormous groups. With 5 bedrooms and 4.5 bathrooms, there’s plenty of room for...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
8 Bedroom Retreat in the Heart of Downto...

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...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
STEPS to King St - 6 Bedroom Home - Spac...

Summary:Welcome to your Charleston escape, a generously sized 6-bedroom home constructed for big groups who want to be in the heart of the action yet appreciate broad living spaces. Ideal for family get-togethers or friend get-togethers, this home...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Madison Compound- Entire Charleston ...

Encompass yourself in the history of Charleston by staying in this freshly modernized 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
Casa Zoë: Bright Charleston Cottage Nea...

Summary:OP2025-05861Point of View Cottage is a bright and airy Casa Zoë getaway made from two seamlessly connected spaces - ideal for families, friends, or groups who want to stay together but still appreciate a bit of breathing room. With five...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Luxury 8BR/6.5BA Downtown w Outdoor Spac...

Summary:Bring everybody together in this cavernous 8BR/6.5BA Charleston home featuring two kitchens, dual living areas, and chic design throughout. Just 4 blocks from King Street, this getaway offers modern amenities with historic appeal, high-speed...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
The Madison- Historic Charleston Single ...

Encompass yourself in the history of Charleston by staying in this freshly modernized 1890`s single home. This entire two story home offers guests all the aesthetic features of a Charleston Single House from its huge double piazzas with blue...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
Rooftop Patio | Private Pool | The Athen...

Permit Number: 06283The Space: Welcome to Athena — a cavernous 3-story downtown getaway constructed for gathering. With 5 bedrooms, 3.5 baths, and a bright open layout, this home is ideal for families and bigger groups who want room to spread out...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
King St. Getaway - Renovated 6 Bedroom D...

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

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
10BR/10BA Downtown Home - Steps to King ...

Summary:Discover this massive 10-bedroom, 10-bathroom getaway in downtown Charleston, accommodating up to 22 guests. Luxuriate in open living spaces, a completely equipped kitchen, and king-size beds throughout. With off-street parking, modern...

  • Charleston
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 24
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 handsomely designed bedrooms, each accompanied by a private bath, this...

  • Charleston
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Great for Large Groups | The Waltz

Permit Number: 05635The Space: Welcome to The Waltz, a cavernous 2nd and 3rd floor getaway designed for gathering, calming, and making memories together, offering 5 bedrooms and 4 full bathrooms in a prime Spring Street location with complimentary...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
The Monroe | 5BR - Voted Best of Charles...

Summary:Stay at The Monroe on Spring, a entirely modernized 1885 Charleston manor voted Finest of Charleston. Blending historic grandeur with modern luxury, this 5-bedroom getaway features handsome interiors and sprawling porches ideal for calming...

  • Charleston
  • 25 Bedrooms
  • 25 Bathrooms
  • Sleeps 16