
Family-friendly holiday 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

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

★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*

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!

Beautiful Marsh Front Villa
Beautiful villa & incredible marsh views of Bohicket Creek on Seabrook Island w/ crabbing dock, private pool and picnic bbq area. Open space concept with kitchen & living room including pullout couch and HD tv. The sitting room is the perfect place for watching the sunset or to enjoy your morning coffee. And a spacious bedroom includes a queen bed. With purchase of amenity cards guests enjoy access to the Island's world class facilities including: beach club pools, custom gym and more.

Cozy Townhouse 5 mins from Magnolia Plantation
This recently renovated townhouse is located in the heart of West Ashley amidst a nice quiet neighborhood. As you enter you will find a living room with a gorgeous fireplace, smart TV, and a cozy couch. A full kitchen, washer/dryer, backyard, and parking for 2 are there for your convenience. You are conveniently located to Downtown, Tanger Outlets, Airport, Historic Plantation District, and Folly Beach. Regardless of your choice of activity, you will be comfortable and have fun!

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

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.

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

Beach condo with pool and stunning nature views

Bridgerton inspired fantasy 2 min from park circle

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

Best of Both Worlds with Beautiful Back-Yard Oasis

Coastal Beach Getaway for Sunsets & Flip Flops HHI

Heated pool - hot tub - waterfront - Walk to beach

Country Haven, Pool, Hot Tub, Game Rm! Mins 2 Dwtn

The Blue Crab-Seasonal Hot Tub -Recently Renovated
Family- and pet-friendly home rentals

Charming Park Circle Two Bedroom with Fenced Yard

Secluded 1 bedroom camper/RV with free parking.

Grand Oaks Cottage: Ideal Location!

1~Charleston Charm~4 Miles to Downtown

Waterfront home w/ Deepwater dock on Stono River!

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

Great reviews! Stylish Port Royal cottage!

Cozy, Private, Quiet 2 Bedroom Pet Friendly Condo
Family-friendly home rentals with a pool

Private Entrance Suite w/ pool, 5 min from beach

Beautiful 2BD/2BA Seabrook Island Villa

Great Rates! Screen Porch! Pool!

Peaceful, Pet-Friendly Treehouse w/Bikes included

Oceanfront Top Floor ☼ Beautiful Panoramic View!

Beautifully Transformed Upper Level Deluxe Villa

Beach House- 0.4 Miles from the Ocean STR25-000614

Stunning Completely Renovated Golf Course Villa
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 £51 per night before taxes and fees

Verified guest reviews
Over 1,610 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!
Destinations to explore
- St Johns River Holiday rentals
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- House rentals Hollywood
- Rentals with outdoor seating Hollywood
- Rentals with a firepit Hollywood
- Pet-friendly rentals Hollywood
- Rentals with a patio Hollywood
- Rentals with a washing machine and dryer Hollywood
- Family-friendly rentals Charleston County
- Family-friendly rentals South Carolina
- Family-friendly rentals United States
- Charleston City Market
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Waterfront Park
- Shem Creek Park
- Bulls Island
- Middleton Place
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- Isle of Palms Beach
- White Point Garden
- Morris Island Lighthouse
- Gibbes Museum of Art
- Riverfront Park
- The Citadel
- Rainbow Row
- College of Charleston
- Coastal Discovery Museum
- Fort Sumter National Monument
- Magnolia Plantation & Gardens
- Children's Museum of the Lowcountry




