
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.

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

★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*

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 2 bikes included. Come and enjoy this beautiful property!

Charming Glamper Airstream-between Downtown& Folly
Our vintage '76 Airstream has everything you need for a comfortable stay including: full kitchen, full bath, heater & AC, tankless water heater, Smart TV, Wifi, memory foam mattresses & more! Nestled next to our creek, you'll enjoy sipping your morning coffee in our outdoor seating area. Just 15 mins to Folly Beach & 6 min to Downtown Charleston, we are in an ideal location. *Please note, this sleeps a max of 2 adults. The bunks are too small to accommodate more than that. Backyard is shared.

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!

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!

Quaint Cottage Studio in Ashley Forest (Avondale).
Take in the peace, calm, and hospitality of Charleston at this small, quaint, stand-alone cottage. The studio is situated on our property and shares an outdoor lounge and dining area. Located in the neighborhood of Ashley Forest, a small corner of Avondale, you are walking distance to breweries, cafes, wine bars, sushi restaurants and more. Downtown is a 10 minute ride share away, and there is also a bus stop five minutes from the property that will take you to the heart of King Street.

Charleston Tiny Home w/ Private Deck +Boat Parking
Welcome to our charming tiny home on the outskirts of Charleston! Nestled in a peaceful neighborhood, this cozy retreat offers a unique and unforgettable experience for your stay. As you step inside, you'll be greeted by a beautifully designed space that maximizes every inch of its compact layout. Outside, you'll find a delightful deck area where you can relax and unwind after a day of exploring. Our tiny home provides easy access to all the attractions that make Charleston so beloved.

The Goose Cottage at Wild Goose Flower Farm
Located next to the family farmhouse at Wild Goose Flower Farm, The Goose Cottage was designed to immerse guests in our calm and peaceful country life. We are located 15 minutes from the hearts of Cane Bay, Nexton and Exit 194 on I-26, and 45 minutes from Downtown Charleston. Two can sleep in the queen size bed but the sofa also extends into a queen-sized sleeper. Please reach out with further questions or if you would like to inquire about an extended stay.

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.)

Retro camper central to everything! Ice cold A/C!
Centrally located, minutes from historic downtown, beaches, airport, Riverfront park and so much more! Lush vegetation greets you as soon as you enter the fenced in shared backyard. Our 2019 Gulf Stream Capri has the charm and feel of a vintage camper with all the amenities of a brand new rig. Brand new Air Conditioner for summer!
Popular amenities for Hollywood family-friendly rentals
Family-friendly home rentals with a hot tub

Home The On Hill - Near Everything Charleston!

Waterfront Home 5 minutes From Downtown Charleston

Massive hot tub& porch, 3/2, center of Folly!

Hot Tub Haven! 7 Beds Endless Summer

Amzing views! Hot-tub! Golf Hitting Bay! Walk2bch

Discounted Charleston Hot Tub Patio Hammock

TheTreeHouse*Beach7min*Downtown10min*HypoDogs*2Bdr

Country Haven, Pool, Hot Tub, Game Rm, Mins 2 Dwtn
Family- and pet-friendly home rentals

Lowcountry living (Pet Friendly)

Family Friendly 2 Bd/2 Ba w. Outdoor Oasis!

Park Circle - Chic & Fun Large Yard

Jasmine House: Gorgeous Studio w/ Private Entrance

N Charleston Home Close to Downtown - Pets Welcome

Cozy, Private, Quiet 2 Bedroom Pet Friendly Condo

Silverlight Cottage in Park Circle

Quite Private Location with Free EV Charging
Family-friendly home rentals with a pool

Private Entrance Suite w/ pool, 5 min from beach

Riverside Condo with Marsh View Balcony

Beautiful 2BD/2BA Seabrook Island Villa

Cozy Coastal Crib near Downtown and the Beach!

Oceanfront Top Floor ☼ Beautiful Panoramic View!

Beautifully Transformed Upper Level Deluxe Villa

Family Retreat | Pool | Game Room | Fenced Yard

Gorgeous Executive Home on Pond *5 beds*
Quick stats about vacation rentals that are family-friendly in Hollywood

Total vacation rentals
Explore 10 vacation rentals in Hollywood

Nightly prices starting at
Hollywood vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Wi-Fi availability
10 of Hollywood vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hollywood rentals

4.9 Average rating
Hollywood stays are highly rated by guests—averaging 4.9 out of 5!
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- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- Bulls Island
- James Island County Park
- Middleton Place
- Shipyard Beach Access
- Waterfront Park
- Shem Creek Park
- The Golf Club at Wescott Plantation
- Bradley Beach
- Angel Oak Tree
- Hampton Park
- Harbor Island Beach
- The Charleston Museum
- Dolphin Head Golf Club
- Secession Golf Club
- Bull Point Beach
- Congaree Golf Club
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- Long Cove Club
- Morris Island Lighthouse
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