
Family-friendly vacation rentals in Hollywood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hollywood
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

★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*

Studio Apartment in Charleston’s Plantation Dist.
Cozy studio apartment w/a private entrance overlooking golf course in quiet neighborhood. Studio located in Historic Plantation District minutes from Middleton Place, Magnolia Plantation, & Drayton Hall w/shopping, downtown, & beaches nearby. Equipped w/a cozy queen sized bed, flat screen TV, Xfinity HD cable, high speed internet, Keurig Coffee maker, kitchenette, washer/dryer, & full bathroom! Inquire for Early Check-In/Late Check out available for additional fee. City Operation #00605

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.

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!

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!

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 Downtown Charleston, 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!

Waterfront Nature’s Retreat Cottage 2Bd/2B
Take it easy at this unique & tranquil waterfront getaway where you will be able to enjoy the stunning views of the Ashley river and beautiful sunsets over Magnolia Gardens. The 2 BR Cottage is located on 1.5 acres on private property Whether you are here for work or play, this property is centrally located: Min from airport, outlets, breweries, restaurants, I-26, 526, Boeing, 20 min from DT Charleston 30 min from the beach. NO PARTIES NO SMOCKING NO PET NO SWIMMING NO DOCK ACCESS 5 PERS

Southern Dream - Spacious Home w/ Fire Pit & Patio
Welcome to our beautifully renovated home! Perfect for creating unforgettable memories together. Picture cozy nights around the fire pit in the spacious private backyard, fun barbecues with the outdoor grill, and laughter-filled evenings on the charming covered patio. You'll also enjoy: Free laundry Smart TV's in all rooms Fully stocked and equipped kitchen Extremely safe neighborhood Free parking You are only: 10 mins to Avondale 15 mins to Downtown Charleston 30 mins to Folly Beach

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

Charming 3 bedroom home in North Charleston
This home is perfect for a getaway with the family, or time away with friends! Cozy up on the comfy couch as you entertain yourself with a good book or watch something on the 65in smart tv. Entertaining your family and friends is easy with arcade room classics like Ms. Pacman, Marvel vs. Capcom, and Mortal Kombat amongst many others. 20 minutes from downtown and 30 minutes from the beautiful beaches! City of North Charleston Short-Term Rental Permit 2026-0488

Sailors Rest: Pool & Sauna Johns Island SC Retreat
Escape to Sailors Rest, a Johns Island oasis located just a short drive from Charleston, SC & Kiawah Beach. We offer a unique blend of lush gardens, tropical vibes, & natural beauty, complete with pool, infrared sauna, farm-fresh eggs, 2 Queen beds, fireplace & patio. You would be the only guests on the property. Hosts live on premises. Book Sailors Rest now if you’re looking for friendly southern hospitality and Caribbean inspired living.

Quiet Cottage | Waterfront | Fire Pit
Welcome to our scenic waterfront retreat on Johns Island.We are a handicap friendly cottage with large, flat doorways and no steps. This 2-bedroom, 2-bathroom single-level home offers woods and garden views.There is a dock to Church Creek where you can fish, crab and kayak. The roads are great for walking and biking.. Families and couples will enjoy the serene beauty and wildlife at this comfortable, hidden gem.
Popular amenities for Hollywood family-friendly rentals
Family-friendly home rentals with a hot tub

Winter hot tub retreat • Walk to Beach/Restaurants

Gated Farmhouse Loft with Pool & Hot Tub

Private HotTub•Comfy Beds•Fenced•Central Location

The Endless Summer-Hot Tub-7 beds

Spectacular Oceanview Home with Hot Tub - Private!

Cozy Island Cottage

Hot Tub Hideaway • Parking • 1 Block to King St!

Waterfront Home 5 minutes From Downtown Charleston
Family- and pet-friendly home rentals

Charleston Charmed Cottage - 3 bd/2ba

Marshfront Villa In The Trees - Near Beach & Bay

Hart Estates: 2 bedroom retreat on Wadmalaw Island

Full Fence/King Suite/Open floor plan

The James: “Tiny” Home b/w Downtown & Folly

Casa Zoë | Historic Garden Carriage House CHS

Upper Level Villa; Bright & Modern - Beach/Pools

Waterfront Gem on James Island!
Family-friendly home rentals with a pool

Beautiful 2BD/2BA Seabrook Island Villa

Crushing on Charleston *Pool *Game Room *Fire Pit

The Oasis (Charming, Close, Sleeps 5)

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit

Share-in Dipity Refined 4 bedrooms pool not heated

Serene Cottage with Beautiful Garden & Heated Pool

Little Oak Love | 5 Minutes to Folly | Marsh View

Salt of the Island Retreat w/ Pool on the Lake
Destinations to explore
- Atlanta Vacation rentals
- Orlando Vacation rentals
- Myrtle Beach Vacation rentals
- Charlotte Vacation rentals
- Gatlinburg Vacation rentals
- Savannah Vacation rentals
- Charleston Vacation rentals
- Pigeon Forge Vacation rentals
- Jacksonville Vacation rentals
- Hilton Head Island Vacation rentals
- North Myrtle Beach Vacation rentals
- Asheville Vacation rentals
- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Rainbow Row
- Shem Creek Park
- Riverfront Park
- Magnolia Plantation & Gardens
- Hampton Park
- Edisto Beach State Park
- Middleton Place
- The Charleston Museum
- Hunting Island State Park
- Angel Oak Tree
- Shelter Cove Towne Centre
- White Point Garden
- The Citadel
- Kiawah Beachwalker Park
- Cypress Gardens





