
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.

Salt of the Island Retreat w/ Pool on the Lake
Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

★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!

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

Full Fence/King Suite/Open floor plan
Bring the whole family to this great place with lots of room for fun. Yard is fully fenced. Located in the heart of Johns Island, nearby many restaurants, breweries and the famous angel oak tree. Guests love the location since it is away from the hustle and bustle of downtown, but still with 30 minutes of Kiawah, Folly Beach, and downtown Charleston One of few licensed operators on Johns Island. Book with us and rest assured we won’t get shut down before your arrival. ZSTR-12-24-01051

Make Yourself at Home
Brick ranch, conveniently located between Downtown Charleston and Folly Beach, 5 minutes to King Street, 20 minutes to Mt. Pleasant and 30 minutes to airport. Full house with 3 bedrooms, 2 bathrooms, open kitchen, dining room and large living room with big screen tv. A screened porch, fenced in backyard, washer & dryer , on site parking for 4 vehicles. Walking distance to 2 playgrounds, tennis court, wildlife sanctuary, state park and a great view of Fort Sumpter and the city.

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

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!

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.

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.)
Popular amenities for Hollywood family-friendly rentals
Family-friendly home rentals with a hot tub

Home The On Hill - Near Everything Charleston!

2500SF Downtown 1849 home w/ pool!

Waterfront Home 5 minutes From Downtown Charleston

Private island Treehouse

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

Private Pool Oasis • Walk to Folly Beach

The Endless Summer-Hot Tub-7 beds

TheTreeHouse*Beach7min*Downtown10min*HypoDogs*2Bdr
Family- and pet-friendly home rentals

Santosha at Seascape Villa Steps from the Beach

Guest House Near Beach & Downtown

3BR Spacious Home~EVCharger~NEW Spa-Style Bathroom

Cozy Townhouse 5 mins from Magnolia Plantation

St. Helena Waterfront Retreat

Neighborhood Nest

Beach Blue Bungalow: Bikes, Dogs and Family

Cozy, Private, Quiet 2 Bedroom Pet Friendly Condo
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

Retreat with Pool and Epic Game Room

Happy Stays-In Park Circle-Dtwn-CHS Beach

Serene Cottage with Beautiful Garden & Heated Pool

4BR w/ 2 Primary Suites | Pool + Grill | Parking

Detached Guest Suite with Pool
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £102 | £104 | £134 | £145 | £153 | £139 | £142 | £141 | £132 | £139 | £104 | £97 |
| 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 |
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 £52 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!
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- Rentals with a patio Hollywood
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- 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
- North Charleston Coliseum & Performing Arts Center
- Rainbow Row
- Middleton Place
- Angel Oak Tree
- The Charleston Museum
- White Point Garden
- Magnolia Plantation & Gardens
- Shelter Cove Towne Centre
- Morris Island Lighthouse
- Edisto Beach State Park
- Gibbes Museum of Art
- Hunting Island State Park
- Boone Hall Plantation





