Vacation rentals in Charleston

Cannon St. Suite C

Location, Location, Location this downstairs two bedroom apartment renovated to the studs in 2015 right in the heart of down town Charleston. Located at 54 Cannon apartment C is walking distance to some of Charleston's best shopping, renown restaurants, bars, historic district and MUSC. This apartment boasts beautiful new hardwood floors, new cabinets, windows, stainless steel appliances, new stack able washer-dryer, new furniture outfitting the entire apartment, front porch and two onsite parking spots. This apartment is new to the rental market. Be the first to enjoy Charleston in this newly renovated apartment!

The Backpacker

Our "Backpacker" is a cute and cozy 96 sq.ft. of tiny house nirvana. Situated on a small tidal slough, it provides a beautiful natural setting for reflection and appreciation of that which is good in life. For those looking for luxury, the Backpacker is not for you (you may encounter bugs and it's really hot in summer). However, the Backpacker has a pretty cool vibe, and is extremely convenient to historic Charleston and Funky Folly Beach. The Backpacker is for backpackers and nature lovers.

Historic Vintage Charm | Private Modern Luxe

Turn back time in this refined historic Charleston residence (OP2025-06356). Soaring 12-ft ceilings, polished wood floors, and grand sash windows set the tone for an elegant retreat. A master bedroom and curtained sunroom each offer king beds for flexible sleeping. Located in a quiet, walkable historic downtown neighborhood. Perfect for couples or a sophisticated girls’ weekend. Private entrance, thoughtfully designed 1,000 sq. ft. interior. Exclusive off-street parking with EV charger.

Wagener Terrace Courtyard Apartment

Welcome to our renovated, well appointed 1 bedroom apartment located in the Wagener Terrace neighborhood. You will have a king bed and the full kitchen has basic cooking supplies. Dedicated driveway in front leads to a private courtyard entrance. Our apartment is walkable to Lowndes Grove and Hampton Park. We are 1.5 miles from the start of "downtown". Generally, parking is not a problem, but lots of people choose to Uber or Lyft or ride Lime bikes. Owners live in the connected main house.

Perfect Tiny Cottage, Historic Downtown Charleston

So much to see, do, and eat near this cozy spot! Nestled in a quaint neighborhood of historic downtown Charleston homes (families & college students), this lovely studio tiny house is situated just 3 blocks from central King St. Only a 10 minute walk to Charleston's best shops and restaurants including Chez Nous and Callie's Hot Little Biscuit, as well as College of Charleston and MUSC. A quick ride to historical attractions, breweries, and the beaches of Sullivan's Island, Folly, and more.

Cozy Townhouse 5 mins from Magnolia Plantation

This recently renovated townhouse is located in the heart of West Ashley amidst a nice quiet neighborhood. As you enter you will find a living room with a gorgeous fireplace, smart TV, and a cozy couch. A full kitchen, washer/dryer, backyard, and parking for 2 are there for your convenience. You are conveniently located to Downtown, Tanger Outlets, Airport, Historic Plantation District, and Folly Beach. Regardless of your choice of activity, you will be comfortable and have fun!

The Elias | Modern, Stylish 2b/2b, Walk to King!

Built circa 1887 and fully renovated in 2020, The Elias blends historic charm with modern comfort. Once home to Elias Whilden, Charleston planter and mayor (1857–1858), this 2nd-floor residence features grand rooms, 11’ ceilings, original moldings, plaster, and stained glass. Enjoy a spacious front porch, on-site parking for 2 vehicles, and a walkable location near some of the best restaurants, bars, and shops on Upper King Street + just 20 minutes from the Historic Market.

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

The Coastal Getaway! A perfect spot for couples!

If you are looking for a clean, quiet vacation spot that is ideally located and perfect for two, look no further than the Coastal Getaway! With its own private entrance, this apartment has no shared indoor space. A private parking spot to boot. A short drive to Sullivan's Island beach. Many restaurants within walking distance. Downtown Charleston is a ten-minute drive. Past guests have loved their stay! Check out the many 5 Star reviews! Permit ST260356 BL# 20132914

Hawk’s Nest minutes to Charleston/Folly Huge Deck

This bungalow is located on 2nd floor hidden in a grove of oak trees. The unit has been completely renovated and bathroom and kitchen have granite countertops and stainless steel appliances. There is a king size bed in the main bedroom. Two large sofas can provide comfortable space also There is a huge deck with table and adirondack chairs . The large living area open with plenty of light plenty of light and large yard provides privacy from street.

Silverlight Cottage in Park Circle

A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.

Joyful Escape | The Negroni Suite

Stay in the heart of Upper King Street in this newly renovated 1-bedroom, 1-bath apartment, perfect for couples or solo travelers. You’ll be steps from Charleston’s best restaurants, bars, and historic sights, making it easy to experience the city like a local. Please note this home is located in the lively nightlife district, so some ambient noise may be present, ideal for guests who want to be close to the action! Permit Number: 05770