
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 $119 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

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

Detached Guest Suite with Pool
Operations Permit # OP2025-5734. Separate entrance to suite. Swimming pool is on veranda . Detached guest suite (45" Smart TV with YouTubeTV ) with full bathroom. Outdoor veranda space includes a swimming pool , outdoor kitchen (microwave,fridge , gas cook top,Keurig (with coffee),toaster, gas fireplace, and large screen Smart TV. The pool is shared with the owners but guests are given privacy. 14 miles to airport 10 miles to downtown Beaches-Kiawah-23 miles. Folly Beach-19 miles.

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

Dream Catcher Carriage House Daniel Island
Our carriage house apartment is located on a peaceful marsh on beautiful Daniel Island next to walking/biking paths. It is also walking distance to parks, shops, and restaurants. Daniel Island is approximately 15 to 20 minutes from the airport, downtown Charleston, and local beaches. All AirBnB rentals in Charleston & Daniel Island must have a business license. The application process was not easy but we did it! Dream Catcher's permit number is OP2018 00373.

Cottage in the Oaks
Cottage in the Oaks is truly a dream cottage. Our goal was to make this cottage a restful, peaceful home away from home. We are nestled on 2.5 acres with multiple ancient Live Oaks. You will feel as though you are in a country setting but are only a 2 minute drive to the center of Historic Summerville, with multiple choices of restaurants, local shops and of course bars. Play pickleball? We know all the local courts and teams, we are happy to help you find a game!

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!

Luxe Beach Bungalow Ocean Views Heated Pool

Waterfront Home 5 minutes From Downtown Charleston

Private Pool Oasis • Walk to Folly Beach

The Low Tide - Hot Tub, Marsh View, Fire Pit

The Endless Summer-Hot Tub-7 beds
Family- and pet-friendly home rentals

Island Oasis Hideaway | Easy Beach & City Access

Charleston Charmed Cottage - 3 bd/2ba

Cozy Townhouse 5 mins from Magnolia Plantation

The Rustic Roost

Pet Stay Free, Near Charleston and Kiawah!

Beach Blue Bungalow: Bikes, Dogs and Family

Silverlight Cottage in Park Circle

Cozy 1BR Suite | King Bed | Minutes to Beach + DT
Family-friendly home rentals with a pool

CHS Golfview Guest house - Poolside Retreat

Riverside Condo with Marsh View Balcony

Beautiful 2BD/2BA Seabrook Island Villa

Boho Bungalow | Private Oasis w. Plunge Pool

Little Oak Love | 5 Minutes to Folly | Marsh Views

Beach House- 0.4 Miles from the Ocean STR25-000614

Serene Cottage with Beautiful Garden & Heated 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 | $233 NZD | $238 NZD | $307 NZD | $332 NZD | $349 NZD | $319 NZD | $324 NZD | $322 NZD | $302 NZD | $317 NZD | $238 NZD | $221 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
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- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Gatlinburg Holiday rentals
- Charlotte Holiday rentals
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- 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





