Holiday rentals in Charleston

Historical Southern Charmer w/ Off Street Parking

Two blocks off King Street, Cayo Cañón is located in Charleston’s charming historic Cannonborough-Elliottborough (C-E) neighborhood. A traditional (1835) Charleston home, our listing features the home’s entire first floor (1100 sqft), one king bed, one sofa bed, a breakfast nook, deck, gated off street parking, and plenty of outdoor space. When staying at Cayo Cañón, you’ll find yourself steps away from the Holy City’s highest rated restaurants, bars, historical sites, parks, and shopping.

The Coastal Getaway!

TAKE NOTE OF OUR LOW WINTER RATES! 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 and parking spot, this apartment is a short drive to Sullivan's Island beach. Many local 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 Number - ST260356 BL# - 20132914

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

The Moorings - 2 Blocks to King St!

Welcome to The Moorings, located in Historic Downtown Charleston. This c. 1890 first-floor apartment now stands newly remodeled and ready to serve your next stay in Charleston. The kitchen boasts stainless steel appliances, gas range and all the cooking essentials. Lounge on designer furniture and watch your favorite televised event on a 50” Samsung The Frame TV. Rest comfortably on exquisite mattresses and fine linens. Enjoy all Charleston offers at the footsteps of The Moorings.

Bright, clean and close to everything!

You and yours will enjoy easy access to everything Charleston has to offer from this centrally located 1 bedroom apartment. -10 minutes to Downtown Charleston -15 minutes to Folly Beach -2 minutes to the public golf course, yes you read that right! Close to everything, check! Our 1 bedroom apartment offers a California king bed, a spacious kitchen, off street car+boat parking, personal washer & dryer and of course, WiFi. Need more? Just ask! We are happy to accommodate.

Endless Summer Downtown CHS

This historic property was built in 1838 with original porches to this grand Charleston home. Full renovation in January 2023 to create the beachy, coastal, surf chic spot it is today. Updates include new kitchen, two new bathrooms & fresh paint. Relax surrounded by a fun vibe and great local art. Downtown dining and bars are a short stroll away but we are still tucked in the quiet neighborhood close to MUSC Hospital. Walkable to Upper King Street nightlife and dining.

Spacious Daniel Island Apartment

Fully furnished 1 bedroom (queen bed) apartment on Daniel Island. We are able to bring a single mattress out to the apartment for guests bringing a child, so the apartment can accommodate up to three (two adults and a child). Full kitchen with glass cook top, dish washer, full-sized refrigerator/freezer, toaster oven, etc. Includes linens, dishes and utensils. Washer/dryer en suite. Has Youtube TV, HBO Max, and wifi. 15 mins from airport, downtown Charleston, and beaches.

Peaceful Haven -5 miles to Folly Beach or Downtown

Welcome to Peaceful Haven! We live in Oregon, but visit often to spend time with our grandchildren. You will find our house fully-stocked-we have stayed in many Airbnbs, and want to make sure you have what's needed, without being burdened with our belongings. LOCATION: Our home is located right between Charleston and Folly Beach - 12 minutes/5 miles to each. ISSUES? Our son & daughter-in-law live right around the corner, and care for the home. EV Charger on site.

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.

Luxury Sea Cabin Guest Suite - Across from Beach

After a years remodel, our downstairs apartment is ready for you! Across from the best surfing beach in the state, 'the Washout,' this 1 Bedroom suite has everything you need for an easy getaway to the island. Just a few steps to the beach, a bike ride to great restaurants, or 15 minutes drive to historic Charleston, this private spot is perfect for couples, surfers, beach lovers, or solo travelers. Please read additional details below.

King Suite / Private Entrance

Newly renovated guest suite on the upper Charleston Peninsula very close to Hampton Park and the Citadel Military College. Spacious, Comfortable, Quiet, has parking and is about a 13 minute drive to the Historic/business district or catch the free shuttle bus 3 blocks away. please note that the kitchenette area does not include a stove. Also note the stairs to the second floor location in case mobility is an issue.

Stylish Loft Historic Downtown Charleston Condo

This renovated condo is the place you want to stay on your next trip to Charleston. Weekend getaway, bridge run, Spoleto, Spring/Fall house tours or even a staycation! One bedroom loft style condo with spacious living, dining, kitchen and half bath located downstairs. Relax in this quiet corner unit! Step outside and the city is at your feet! Check out our sister property! https://www.airbnb.com/rooms/20436304