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355 rentals found
The Overlook on King

Summary:Located on King Street, Charleston’s most impressive and charming retail, entertainment, and dining corridor, The Overlook on King is one of Charleston’s newest and most extravagant properties. The highlight is a one-of-a-kind rooftop...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
New Build | <10 Mins to Folly & <15 to D...

Summary:Welcome to Salt Air Stay!Unwind in this bright & modern NEW CONSTRUCTION home on James Island that sleeps 10 guests with an open layout, and 4 bedrooms and 5 beds. Appreciate the sizable backyard and screened in porch and make this your...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Charleston Charm: Renovated 4BR House wi...

Summary:Gorgeously modernized downtown Charleston home available as a 30+ day furnished executive rental. Located just mins. from King Street dining/shopping and an simple walk to Colonial Lake, this bright two-story residence blends classic...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
The Palmetto State Complex- 4 Condo Comp...

The PERFECT vacation rental for Weddings, Extensive Groups and Families looking to travel in complete extravagant comfort and privacy! This 4-suite unit is the ONLY property in Charleston that can host your entire event in their own private suites...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
St. Philip | Luxury Home w/ Rooftop Pati...

Summary:Escape to luxury at our entirely modernized getaway, just steps from King St. Revel in chic interiors flooded with natural light through wrap-around windows. This Charleston gem offers 4 bedrooms, 3.5 baths with rain showers, open living...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
4 Blocks to King! | The Dream Weaver

Permit Number: 06052The Space: Two full apartments. Six bedrooms. Four baths. One seamless stay.This entirely remodeled three-story Charleston home is ideal for huge groups who want space to spread out without sacrificing style. Bright interiors...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Quality Design - Downtown - Steps to Kin...

Summary:Welcome to your Charleston stay in Quality Design, a refined home where artistic touches, thoughtful materials, and walkability combine for a stay that feels both opulent and local. Ideal for design lovers, couples or group travelers who...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Gorgeous 6bd, 6ba Home, Made for Large G...

Summary:Welcome to your Charleston getaway, two standalone homes side-by-side, designed for groups who want space, comfort, and effortless appeal. Set in the heart of the city, you’ll be just steps from Charleston’s best dining, shopping, and...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
The Inns | Grand 9BR Charleston Downtown...

Summary:Welcome to your Charleston gathering place where space meets luxury. This sizable 9 bedroom home is constructed for huge groups, offering eight full bathrooms to make everybody’s stay comfortable and convenient. Ideal for family...

  • Charleston
  • 9 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
Casa Zoë | Grand Federal Sparrow House ...

Summary:OP2026-07255Sparrow House is a stately Federal-style, National Register residence reimagined for modern group stays. This full-home Casa Zoë gem blends historic appeal—porches, millwork, heart pine floors—with bold, gallery-worthy...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
The Mary Scott and Daniel Legare House

Permit Number: 06948The Space: Welcome to your Charleston getaway at 11 George Street!This striking and roomy home features 5 handsomely appointed bedrooms and 3 full bathrooms, making it an ideal getaway for families, friends, or bigger groups...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Luxe 7bd, 6ba Retreat, Steps from King

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
The Ashley House~10 minutes to downtown ...

Summary:Managed by Cobble & Key Property Group LLC dba One Sweet StayCoastal-inspired 3BR/1BA home in Avondale, just mins. from downtown Charleston! Bright and cheerful with beachy décor, comfortable furnishings, and a fun vibe. Appreciate the...

  • Charleston
  • 4 Bedrooms
  • 1 Bathrooms
  • Sleeps 8
Guesthouse Charleston: SOUTH (105 ALL)

This combined listing for South 105 A, B, & 105.5 is a great space for enormous 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...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
Private Pool! | Rooftop Patio | The Athe...

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

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Blue Magnolia | Perfect for Large Groups

Summary:Discover Blue Magnolia, your classy and roomy Charleston getaway. This 7BR/4BA home combines classic Southern appeal with modern comfort, making it ideal for families or groups. Unwind on the inviting front porch, soak in the airy interiors...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
Lowcountry Charm | 4BR Spring St. Home w...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in handsome downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Historic Boutique Home ‘The Palms’

Summary:A short walk from King St. 'The Palms' is a cavernous private historic property. The property offers an open kitchen & living area, opening directly to traditional southern piazza. Plenty of space for guests to relax. Property amenities also...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 9