
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 $121 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Hollywood holiday 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!
Top-rated family-friendly rentals in Hollywood
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

The James: “Tiny” Home b/w Downtown & Folly
The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Cozy Apartment in Secluded Wooded Neighborhood
UPDATE:Brand new king bed!Centrally located to all things “Charleston”! Minutes to Magnolia Gardens, Middleton Place, Downtown, Folly Beach, Angel Oak, and a ton of wonderful places to indulge the taste buds! You will find well thought out accommodations in a cozy loft style setting. This is a completely separate space at the back of my home with its own private entrance and plenty of parking. I provide a stocked coffee bar, mini fridge w/ freezer,and many thoughtful touches throughout the space

★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!

Urban Oasis, West of the Ashley
Private, renovated guesthouse in a quiet neighborhood. Studio includes everything needed for a short or long stay, including a kitchen with a stove and microwave for cooking, seating area to relax, and beautiful deck to enjoy the outdoors. Separate entryway and fenced in area for ultimate privacy. Convenient to all the charm Charleston offers, including: 5 miles to downtown, biking distance to great restaurants and bars, 12 miles to Folly Beach and 14 miles to Sullivan's Island.

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.

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!

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!

Private Beach on Sound | 3 Pools/Spa | Free Tennis

Waterfront Home 5 minutes From Downtown Charleston

Private Pool Oasis • Walk to Folly Beach

The Endless Summer-Hot Tub-7 beds

Hot Tub Hideaway • Parking • 1 Block to King St!
Family- and pet-friendly home rentals

Santosha at Seascape Villa Steps from the Beach

Family Friendly 2 Bd/2 Ba w. Playroom & Yard!

Cozy Townhouse 5 mins from Magnolia Plantation

The Rustic Roost

Pet Stay Free, Near Charleston and Kiawah!

Neighborhood Nest

Beach Blue Bungalow: Bikes, Dogs and Family

Silverlight Cottage in Park Circle
Family-friendly home rentals with a pool

CHS Golfview Guest house - Poolside Retreat

Beautiful 2BD/2BA Seabrook Island Villa

The Oasis (Charming, Close, Sleeps 5)

Salt of the Island Retreat w/ Pool on the Lake

Little Oak Love | 5 Minutes to Folly | Marsh Views

Serene Cottage with Beautiful Garden & Heated Pool

Detached Guest Suite with Pool

CHS Guest Suite w/Separate Entry 2 Bedroom& 2 Bath
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 NZD | $242 NZD | $311 NZD | $336 NZD | $354 NZD | $323 NZD | $328 NZD | $326 NZD | $305 NZD | $321 NZD | $242 NZD | $224 NZD |
| 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 fire pit Hollywood
- Rentals with a patio Hollywood
- House rentals Hollywood
- Pet-friendly rentals Hollywood
- Rentals with outdoor seating 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
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Shem Creek Park
- North Charleston Coliseum & Performing Arts Center
- College of Charleston
- Riverfront Park
- Rainbow Row
- Hampton Park
- Middleton Place
- The Charleston Museum
- Angel Oak Tree
- White Point Garden
- Magnolia Plantation & Gardens
- Shelter Cove Towne Centre
- Morris Island Lighthouse
- Edisto Beach State Park
- Hunting Island State Park
- The Citadel
- Gibbes Museum of Art





