Family-friendly holiday 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.

Centrally Located, Hidden Gem Studio

Centrally located. 2 minutes from the highway, 12 minutes to downtown, 5 minutes from airport, Tanger outlets&Coliseum, 10 minutes to Park Circle and NCHS Waterfront, and 20-25 mins from the beaches. Entire luxurious studio with private driveway and backyard in a quiet neighborhood. Full kitchen, comfortable queen bed, walk-in closet, &futon. Amazing bathroom w/ spacious shower. Self controlled AC unit in studio. Security cameras on premises. City of N.C. Short-Term Rental Permit 2024-0065

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.

Four Oaks Cottage at Park Circle

Experience Charleston’s hippest neighborhood in a recently renovated midcentury cottage. Walk steps to Park Circle's award-winning restaurants, or hop a 15-minute ride to downtown Charleston. Relax on the yard's tree swing after your Sullivan's Island beach day, then star gaze under hundred-year-old Lowcountry oaks. Stroll to nearby bars, breweries, distilleries, and shops in this historic, convenient, friendly, and local Charleston community. Short-Term Rental Permit 2026-0129

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.

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

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.

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

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.

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.

Quaint Cottage Studio in Ashley Forest (Avondale)

This property is a midterm rental intended for traveling nurses, medical professionals, academics, etc. We are a small family with a dog and two young kids. The studio is in a safe, charming, and quiet location 10 minutes from downtown, MUSC, and CofC. You will have access to our outdoor living space and dining area, as well as a parking spot in our driveway. The studio is fully furnished with a small refrigerator, microwave, hot plate, and cookware.