Holiday rentals with outdoor seating in Charleston County

Historic City Charm | Private Modern Luxe

Turn back time, in this historical home, downtown Charleston, waltzing across polished wood floors past huge sash windows in a period loft. Heritage colors, design, and a mix of new and traditional pieces like an old-fashioned writing bureau add to the grandeur of 12-foot ceilings and original fireplaces. Ideal for a Couple, on a romantic getaway or a girls weekend in the top city of Charleston. Private, spacious 1,000 sq. ft. Private, off-street Parking with EV charger. Permit: OP2024-05063

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.

3 min to downtown | Lux Hotel Style Stay

Escape to The Plum Palm Cottage, a newly renovated 1-bed, 1-bath carriage home just 3 minutes from downtown Charleston and a direct route to Folly Beach! This boutique-style stay blends hotel luxury with Airbnb charm, offering plush robes, premium soaps, lotions, and a heavenly bathtub. The kitchen is stocked with coffee, syrups, snacks, and waters—everything you need for a perfect stay. Close to top attractions, it’s your ideal Charleston retreat! Ideal for couples with a baby or toddler too!

Charming Home Located Close to Everything

Enjoy your stay in Charleston at this comfortable, and centrally-located duplex. You'll love the charming, historic neighborhood with hundred-year-old oaks, and how quickly you can hop to downtown (3 minutes) and the beach (15 min). You'll be able to walk to a local, organic grocery store, coffee shop, and several restaurants and local boutiques. The property backs up to sixteen miles of paved paths - perfect for walks or a bike ride. This is the ideal home base for your visit to Charleston!

Coastal Charm: Village Hideaway

Charming two- bedroom, one bathroom cottage tucked away in a quiet neighborhood located close to both nature and local attractions. Our cottage was a thoughtfully designed space with attention to detail in every corner. We offer a fully equipped kitchen with modern appliances and a breakfast bar. PLEASE note, as a reminder to house rules: no smoking, vaping, e-cigarettes, or pets allowed in or outside of property. Owner has severe allergies. Thank you. STR Permit #: 250271 BL#: 20127320

Large High End Historic Dtn Suite 1 bed+sofabed

Built circa 1887, a meticulous renovation of The Whilden House was completed in December 2020. This historic building boasts of grand rooms, 11' ceilings, original chandeliers, plaster crown mold, and stain glass. Historic charm with modern conveniences! This 1300+ sq ft. 1st floor unit with large front porch is a close walk to great neighborhood food and the upscale shopping, restaurants and bars of Upper King St. district. On-site parking makes for an easy and safe stay in Charleston.

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# OP2024-04998

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.

Marsh view retreat near Folly Beach and Downtown

**Please review additional notes below about potential construction noise** Welcome to Lighthouse Lookout, a private-entry guest suite, offering a truly unique Charleston experience. Conveniently located on James Island, between Folly Beach and Downtown Charleston. The private balcony provides stunning views of the salt marsh and historic Morris Island Lighthouse. It’s the perfect place to relax and enjoy the changing tides, abundant wildlife, and scenic sunrises.