
Family-friendly holiday rentals in Hollywood
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Hollywood

Total holiday rentals
Explore 20 holiday rentals in Hollywood

Nightly prices starting at
Hollywood holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 1,560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Hollywood holiday rentals include wifi 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!
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*

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!

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!

Marshfront Villa In The Trees - Near Beach & Bay
"The most unique and relaxing place to enjoy the tranquility and experience of Edisto. We did not want to leave" - Sambo Nestled atop 360-degree marsh views, you'll be immersed in the exotic natural beauty and wildlife of the Edisto sea island. Hear the waves crashing at the beach from the front porch and watch the marsh tides rise and fall from your choice of the many porches. "Nature with luxury.. our group loved floating from the house out to the inlet for private beach days" - JP

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

The Garden Folly Guest House
Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

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

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!

The River Girl, Private Dock, Great Outdoor Spaces
The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!

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.)

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

Home The On Hill - Near Everything Charleston!

Bridgerton inspired fantasy 2 min from park circle

2500SF Downtown 1849 home w/ pool!

Waterfront Home 5 minutes From Downtown Charleston

Private island Treehouse

The Endless Summer-Hot Tub-7 beds

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

Lux Beach Bungalow Ocean Views Heated Pool
Family- and pet-friendly home rentals

Lowcountry living (Pet Friendly)

Grand Oaks Cottage: Ideal Location!

Cozy Townhouse 5 mins from Magnolia Plantation

Casa Zoë | Historic Garden Carriage House CHS

Beach House- 0.4 Miles from the Ocean STR25-000614

Happy Stays-In Park Circle-Dtwn-CHS Beach

Beach Blue Bungalow: Bikes, Dogs and Family

Beautiful updated 50's bungalow in Avondale
Family-friendly home rentals with a pool

Beautiful 2BD/2BA Seabrook Island Villa

The Oasis (Charming, Close, Sleeps 5)

Little Oak Love | 5 Minutes to Folly | Marsh Views

Serene Cottage with Beautiful Garden & Heated Pool

Detached Guest Suite with Pool

Clean Coastal Cottage 5mi to Isle of Palms Beach

Marshfront 5BD Oasis | Pool, Yard & Steps to Beach

Crushing on Charleston *Pool *Game Room *Fire Pit
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 SGD | $179 SGD | $230 SGD | $250 SGD | $262 SGD | $239 SGD | $243 SGD | $242 SGD | $227 SGD | $238 SGD | $179 SGD | $166 SGD |
| Avg. temp | 10°C | 12°C | 15°C | 19°C | 23°C | 26°C | 28°C | 27°C | 25°C | 20°C | 15°C | 11°C |
Destinations to explore
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Gatlinburg Holiday rentals
- Charlotte Holiday rentals
- Hilton Head Island Holiday rentals
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Cape Fear River Holiday rentals
- Rentals with a patio Hollywood
- Pet-friendly rentals Hollywood
- Rentals with a washing machine and dryer Hollywood
- Rentals with outdoor seating Hollywood
- Rentals with a firepit Hollywood
- House rentals Hollywood
- Family-friendly rentals Charleston County
- Family-friendly rentals South Carolina
- Family-friendly rentals United States
- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Shem Creek Park
- College of Charleston
- Hampton Park
- Riverfront Park
- Middleton Place
- Rainbow Row
- Angel Oak Tree
- North Charleston Coliseum & Performing Arts Center
- The Charleston Museum
- Shelter Cove Towne Centre
- Morris Island Lighthouse
- White Point Garden
- Magnolia Plantation & Gardens
- Edisto Beach State Park
- Gibbes Museum of Art
- Hunting Island State Park
- Boone Hall Plantation





