Holiday rentals in Charleston

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.

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!

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.

Hip Historic 2 bdrm | Cannon & King St Park 2 Cars

Prime 2-bedroom Airbnb in historic downtown, steps from KING St. Newly renovated with ultra-fast Wi-Fi and workspaces. Free parking for 2 cars. Experience Charleston's vibrant nightlife and top restaurants in the HOT Upper King St area, just a minute's walk away. Note: Soundproofing helps, but light sleepers might notice weekend noise. Ideal for experiencing downtown life. Note there is Construction on the king St side currently, which is now inside so less noisy now. License: OP2018-00153.

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

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.

Downtown Charleston abode w/ bikes, 4 Beds

Welcome to our chic 2 bedroom + 2 bath second floor unit just steps away from Charleston's historic Hampton Park. Enjoy sunset bike rides, 5 minute walks to downtown's hottest restaurants, and views of the Citadel from your front porch. This stylish home comes equip with a fully stocked kitchen, beach towels, games, baby equipment, workspace, washer/dryer, WiFi, off-street parking, bikes, and much more! Live like a local in Charleston's most coveted neighborhood.

The Parlor | 1BD w/ Huge Porch, King Bed + Parking

Unwind and enjoy generous space in this historic retreat. A large private piazza overlooking the backyard offers the feeling of having your very own Charleston dream home. Built circa 1850 and converted to apartments over a century ago, this farmhouse features expansive rooms with original moldings, mantels, and hardwood floors. A thoughtful restoration blends modern conveniences, like an updated kitchen and bath, with the timeless charm that defines Charleston.

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.

Oceanfront Top Floor ☼ Beautiful Panoramic View!

*Temporary construction notice. Please see end of description for most current update* Cozy third floor condo with unbeatable ocean views. This unit is top floor, center building which means panoramic views of the beach and ocean. Great location in the heart of Isle of Palms, with easy access to shopping, dining and entertainment. Open floor plan with full kitchen. Views of the ocean from the balcony, living room, and even the kitchen.

Lenevar Lounge in Charleston, SC

Welcome to Lenevar Lounge - your perfect Holy City hideaway! A quick 3 mile drive into historic downtown Charleston, and nestled inside of a quiet neighborhood, this location caters to every guest. You’ll find this en suite to have just what you need for a quick pit stop or extended vacation. Simple, comfortable and elegant, the surroundings will allow you to relax and recharge after too much sun on your face. Welcome!! OP2025-06790