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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.

Classic Home - 5 Star Location - Historic District

Classic Charleston Charm in the HEART of the coveted Downtown Historic District - Walk Score of 98 - A Walker's Paradise - Just blocks to the iconic Charleston City Market - Steps to King Street's BEST shopping, art galleries, restaurants, rooftops, and more! - 4 bedrooms (5 beds) + 3 bathrooms YOURPAD Charleston is a (local) property management company in Charleston, operating over 75+ properties downtown. For best pricing search YourPad Charleston on the web to view our entire inventory!

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.

Studio 77 in dt Charleston with bikes

Serene studio guest house in downtown Charleston nestled in a unique wooded yard. Easily walk or bike down the block and enjoy King street's shopping, restaurants, art, and more. Start your day off on the right foot with a cup of coffee while relaxing in your private patio. With on and off street parking available the only thing you will need to worry about is deciding on your days schedule. Bikes are part of the Studio 77 experience- you are ready to take on Charleston as the locals do!

Cannon St. Suite D

Location Location Location this upstairs one bedroom apartment renovated to the studs in 2015 right in the heart of down town Charleston. Located at Cannon apartment D 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, stainless steel appliances, stackable washer-dryer, new furniture outfitting the entire apartment, front balcony and two onsite parking spots.

Centrally Located Duplex, Downtown, Beach

Centrally located on James Island, halfway between Downtown Charleston and Folly Beach. It's only 3 miles to downtown Charleston's significant historic sites and world class restaurants. Folly Beach is 7 miles away and home to beautiful beaches, surfing, fishing and wonderful food and nightlife. This rental is walking distance to 3 breakfast spots, a grocery store, great restaurants, bars and Dock Street Park. Cute, cozy and full of amenities in a family friendly neighborhood.

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.

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.

Private Balcony, 2 Living Rooms, 2 Blocks to King!

✨ Welcome to Azaleas on Spring – Suite B! 🌺 Notable amenities include: 🌿 Balcony overlooking historic Spring St 📍 2 Blocks to King St – Walk to Charleston’s Best Dining, Shopping & Nightlife 🛋️ Bonus second Living Room 🚙 Street Parking for 1 Vehicle 😴 Comfortable Mattresses 📺 Smart TVs – Streaming Included! 🛜 High-Speed WiFi + Desk 🫧 Washer/Dryer 🍳 Fully Stocked Kitchen ☕️ Local Coffee Provided 🚿 Hair Tools in Bathrooms 🎶 Record Player + Game Console

Ground Floor Apartment with Exclusive Courtyard

Experience a mix of history and modernity in this chic residence. The home features a brick fireplace, updated amenities, ornate classical furnishings, boutique design touches and a private courtyard dining area. This is a LEGAL listing. We have been granted exception by the city to operate as a short term rental. This property is not suitable for children, including babies. Quiet unit tucked in back of the building. Use of private courtyard

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