Family-friendly holiday rentals in Charleston

The Olive FROG in Park Circle! 3 min walk to FUN!

Welcome to The Olive FROG in Park Circle! Please visit us and enjoy this lovely hidden gem of a neighborhood tucked away in marvelous old North Charleston! We have everything you could want in walking distance, but if you’re looking for other nearby destinations: -Downtown Charleston is a 15 min drive -Folly beach and Isle of Palms are a 30 min drive -Sullivan’s Island is a 25 min drive -Airport is a 10 min drive -N.Chas. Coliseum & Performing Arts Center is a 10 min drive Hope to see you soon!

Lisa's Suite Serenity ~ no cleaning fee~

Pack your bags already! This charming ATTACHED studio is located in an eclectic neighborhood amid lots of oak trees and foliage. A safe place to land between downtown Charleston and Folly Beach on James Island. Enjoy this private, tranquil space to re-center and relax in between exploring our beautiful city and beaches. I live adjacent and care for this safe, fragrance free cleaned retreat and look forward to welcoming you .. providing your private home away from home for wonderful memories.

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.

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.

Spend the Night in a Photographer's Studio!

This bright and clean mid century modern style bedroom is a great retreat for couples, solo, and business travelers. Some features include dual shower heads, private washer & dryer and cozy seating area. Only 12 minutes to the airport and 4 minutes to I-526, the location is considered “centrally located.” 7 miles from downtown Charleston. 14 miles to Folly Beach. Close to many of the most popular wedding venues, plantations, and all the secret places the LowCountry has to offer.

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.

Newly Renovated Guest Suite with Exterior Entrance

Stay in one of Charleston's few legally permitted AirBnB properties located just minutes from downtown Charleston, SC. You will find our spacious, newly renovated 1 bedroom guest suite with it's own exterior entrance perfect for your trip to Charleston. Enjoy amenities such as a Kuerig with complimentary coffee, microwave and fridge . Folly Beach is also a short drive from the old well established neighborhood you will be in. City of Charleston Permit 05732.

Cozy & Chic Downtown Apartment

This delightful 1-bedroom suite offers a cozy retreat in the vibrant Cannonborough Elliotborough neighborhood. Packed with personality thanks to a professional interior designer's touch, the unit seamlessly blends beautiful artwork, antique furniture, and modern touches. This vacation rental is the ideal escape for a memorable Charleston experience. With its perfect blend of comfort, style, and location, you'll have everything you need for an unforgettable stay.

Bridgerton inspired fantasy 2 min from park circle

Fully restored italian influenced cottage in Charleston. Live out your Bridgerton fantasy in this stunning suite. It’s a standalone apartment done to highest level. Apartment featuring a private entrance and patio with lounge and a hot tub that is available April through November. Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. N-Chas Permit#2024-0556

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.