Family-friendly holiday rentals in Hollywood

Cozy Apartment in Secluded Wooded Neighborhood

UPDATE:Brand new king bed!Centrally located to all things “Charleston”! Minutes to Magnolia Gardens, Middleton Place, Downtown, Folly Beach, Angel Oak, and a ton of wonderful places to indulge the taste buds! You will find well thought out accommodations in a cozy loft style setting. This is a completely separate space at the back of my home with its own private entrance and plenty of parking. I provide a stocked coffee bar, mini fridge w/ freezer,and many thoughtful touches throughout the space

Kitchen · Family · River

Hart Estates: 2 bedroom retreat on Wadmalaw Island

Cozy Coastal Escape on Beautiful Wadmalaw Island 🌊 Unplug, unwind, & experience true Lowcountry charm at this peaceful island retreat just outside of Charleston. 🏡 Spacious cozy 2-bedroom home thoughtfully built by the Hart family ✨ Professionally cleaned ☀️ Light-filled spaces perfect for slow mornings & relaxed evenings ⏰ Early check-in when possible (available for an additional fee) 🧳 Complimentary early luggage drop-off 📍Lifelong local host happy to share insider tips & recommendations

Kitchen · Family · Check-in

Villa overlooking Charleston close to Folly Beach

Nestled in a bird sanctuary on an oak filled tidal creek lot with expansive porch views of Charleston harbor, come share a coffee with friends and family and watch a spectacular marsh morning sun rise. Located minutes to the famous "Edge of America" Folly Beach, beach chairs, coolers and towels are provided for an enjoyable beach excursion. Centrally located, you are a short trip to historical Charleston, James Island County Park Splash Zone, and neighboring barrier islands. Off street parking.

Indoor spaces · Family · View

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

Family · Kitchen · Heating

Waterfront home w/ Deepwater dock on Stono River!

3bd/2bath waterfront home with deep water dock on the Stono River on Johns Island! Beautiful lot in quiet neighborhood, with large majestic live oaks. Enjoy beautiful views of the Stono River from the sunroom or patio, ideal for catching pretty sunsets! Great fishing and crabbing right off dock as well as boating, kayaking, or swimming. Bring your own boat to keep at dock! Located across from public boat landing! 2 kayaks, crab pot and 4 bikes included. Come and enjoy this beautiful property!

Indoor spaces · Kitchen · Parks

Stono River Retreat - Waterfront.

New cozy wood cabin tastefully decorated, situated among the live oak trees on the Stono River (ICW). Cabin is convenient to downtown Charleston, the white sand beaches of Kiawah Island and Folly Beach. Enjoy nearby sights and fabulous local food. End your day relaxing on the screened porch and deck overlooking the serene Stono River & the sunsets! Enjoy the water by launching your kayak or boat on the Stono River at the Limehouse boat landing, just 2 miles away. Abundant wildlife viewing!

Kitchen · Indoor spaces · Beach

Charming 2BR | Near Downtown, Airport & Beaches

Welcome to The Hidden Getaway! Our newly renovated home is located in West Ashley, convenient to local dining & shopping. About 6 miles to historic downtown Charleston, 8 miles to Charleston Int'l Airport, 1.5 miles to Founders Hall & Legare Waring Home at Charles Towne Landing. Craving a beach day? Folly Beach, Sullivan's Island & Isle of Palms are all just a 20-25 minute scenic drive away. Whether here to explore our rich history or savor our incredible cuisine, you'll love our location.

Kitchen · Family · Quiet

Farm Stay w Gardens, Cute Animals, Firepit + Porch

Welcome to the farm! This cute little farm studio is ready for your enjoyment! With a horse front view and rows of flowers in sight, you will be sure to soak in all the feels of farm life all while being close to West Ashley, 30 minutes from Down Town Charlestion and 35 min from beach access. Tucked in behind the hustle and bustle of city life you can put your feet up and relax, walk the gardens or check out the cute farm animals. Truly this is a unique stay that you don't want to miss!

Kitchen · Indoor spaces · Amenities

Leisure Lane-Private Apt on 22 acre Horse Farm

Secluded 22 acre horse farm located on Johns Island between Downtown Charleston and Kiawah Island. Private apartment completely renovated as of Jan 2019 with private entrance beneath the main home. Minutes to the beach at Kiawah Island, and about 20 minutes to downtown Charleston. Apartment fully equipped for a comfortable short or longer term stay with amenities such as a King size bed, sofa bed, washer & dryer, full kitchen complete with dishwasher, stove, microwave and refrigerator.

Indoor spaces · Kitchen · Check-in

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

Kitchen · Family · Getting around

Captain's Quarters

Nestled at the end of an avenue of Live Oaks, our lowcountry guesthouse offers a peaceful retreat with all of the modern conveniences. Our property is home to beautiful birds, turkey & deer. We are centrally located with easy access to downtown Charleston, Folly, or the airport in 20 minutes, 20 minutes to Kiawah, Seabrook and Wadmalaw Islands. Dinner nearby at Johns Island restaurants, Wild Olive/Royal Tern, or cook up your own fresh catch of the day!

Kitchen · Family · Cleanliness

Waterfront Treehouse

Marsh and creekside Luxury Treehouse nestled among historic Grand Oaks. Private Elevated TreeHouse that has closeup views of trees and wildlife from every oversized window. Sit back and relax on the large deck watching the ebb and flow of the tide as fish jump, birds hunt and fiddler crabs defend their bank. (This property has been granted an exemption and does not accept pets or Service animals due to allergies.)

Kitchen · Family · Decor