
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 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.

Daniel Island Studio For Your Enjoyment!
Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

★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 2 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!

Waterfront Nature’s Retreat Cottage 2Bd/2B
Take it easy at this unique & tranquil waterfront getaway where you will be able to enjoy the stunning views of the Ashley river and beautiful sunsets over Magnolia Gardens. The 2 BR Cottage is located on 1.5 acres on private property Whether you are here for work or play, this property is centrally located: Min from airport, outlets, breweries, restaurants, I-26, 526, Boeing, 20 min from DT Charleston 30 min from the beach. NO PARTIES NO SMOCKING NO PET NO SWIMMING NO DOCK ACCESS 5 PERS

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.

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

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!

Beach condo with pool and stunning nature views

Bridgerton inspired fantasy 2 min from park circle

Family Friendly w/ HOT TUB, near DT, Beach & Park

Luxury pool, center of Folly, 2 blocks to beach!

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

Luxury Beach Front Pet Friendly

The Tranquil Token-Hot Tub & Ping Pong Table
Family- and pet-friendly home rentals

Charleston Charmed Cottage - 3 bd/2ba

Grand Oaks Cottage: Ideal Location!

Cozy Townhouse 5 mins from Magnolia Plantation

Waterfront Gem on James Island!

Pet Stay Free, Near Charleston and Kiawah!

Beach House- 0.4 Miles from the Ocean STR25-000614

Pool House on a tidal creek

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

Share-in Dipity Refined 4 bedrooms pool not heated

Beautiful 2BD/2BA Seabrook Island Villa

The Oasis (Charming, Close, Sleeps 7)

Resort-Style Pool, Cute House 88 Steps to Sand

Little Oak Love | 5 Minutes to Folly | Marsh Views

Gorgeous Executive Home on Pond *5 beds*

Serene Edisto Beach Cottage Among Stately Oaks

CHS Guest Suite w/Separate Entry 2 Bedroom& 2 Bath
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 £53 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
- Augusta Holiday rentals
- 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
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- House rentals Hollywood
- Rentals with outdoor seating Hollywood
- Pet-friendly rentals Hollywood
- Rentals with a firepit Hollywood
- Rentals with a washing machine and dryer Hollywood
- Rentals with a patio Hollywood
- Family-friendly rentals Charleston County
- Family-friendly rentals South Carolina
- Family-friendly rentals United States
- Charleston City Market
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Bulls Island
- Shem Creek Park
- Waterfront Park
- Middleton Place
- Angel Oak Tree
- Hampton Park
- Isle of Palms Beach
- The Charleston Museum
- College of Charleston
- Rainbow Row
- White Point Garden
- Morris Island Lighthouse
- Magnolia Plantation & Gardens
- North Charleston Coliseum & Performing Arts Center
- Riverfront Park
- Gibbes Museum of Art
- Boone Hall Plantation
- The Citadel
- Cypress Gardens
- Fort Sumter National Monument




