
Family-friendly vacation 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.

★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*

Charming Glamper Airstream-between Downtown& Folly
Our vintage '76 Airstream has everything you need for a comfortable stay including: full kitchen, full bath, heater & AC, tankless water heater, Smart TV, Wifi, memory foam mattresses & more! Nestled next to our creek, you'll enjoy sipping your morning coffee in our outdoor seating area. Just 15 mins to Folly Beach & 6 min to Downtown Charleston, we are in an ideal location. *Please note, this sleeps a max of 2 adults. The bunks are too small to accommodate more than that. Backyard is shared.

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!

N Charleston Home Close to Downtown - Pets Welcome
Need a weekend getaway? We’ve got you covered with our 2BR townhome! ✅ $0 cleaning fee + professionally cleaned 👜 Free early luggage drop-off + early check-in when available 📍 20 mins to downtown CHS 🏖️ Beach day? You’re only 45 minutes away! ✈️ 10 mins from CHS airport 🏊♂️ Pool access available 🚶♀️ Safe & walkable neighborhood 👑 Comfy king bed 🌳 Fenced backyard 🐶 Pet friendly 🧹 Chore-free checkout Book with confidence~ easy cancellation policy — 100% refund within 5 days!

Charleston Tiny Home w/ Private Deck +Boat Parking
Welcome to our charming tiny home on the outskirts of Charleston! Nestled in a peaceful neighborhood, this cozy retreat offers a unique and unforgettable experience for your stay. As you step inside, you'll be greeted by a beautifully designed space that maximizes every inch of its compact layout. Outside, you'll find a delightful deck area where you can relax and unwind after a day of exploring. Our tiny home provides easy access to all the attractions that make Charleston so beloved.

Cozy Cottage w Games, Firepit, Grill, and More!
Centrally located cottage perfect for exploring the wonders of Charleston! - Amazing location; quick drive to downtown, minutes from Avondale, 12 miles to Folly Beach. - On a beautiful 9 mile bike & walking path - Backyard oasis with games, firepit, grill, and outdoor dining space - Beach chairs, cooler, and umbrella available - Updated interiors with king bed, games, streaming, and fast wifi Enjoy the perfect home base to explore the Lowcountry. We can't wait to host you!

The Goose Cottage at Wild Goose Flower Farm
Located next to the family farmhouse at Wild Goose Flower Farm, The Goose Cottage was designed to immerse guests in our calm and peaceful country life. We are located 15 minutes from the hearts of Cane Bay, Nexton and Exit 194 on I-26, and 45 minutes from Downtown Charleston. Two can sleep in the queen size bed but the sofa also extends into a queen-sized sleeper. Please reach out with further questions or if you would like to inquire about an extended stay.

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.)

Secluded 1 bedroom camper/RV with free parking.
This memorable place is anything but ordinary. Located on private property tucked away off Hwy 78 East. 20 minutes from Charleston International Airport and 7 minutes from downtown Summerville. It has a queen-sized bed, and the dining table converts to a full-sized bed. You'll have access to a comfortable firepit and seating area and a barbecue grill if you want to grill out.

Private waterfront apt in the oaks
Romantic get away for nature lovers. Private 2nd floor studio apartment over garage (guest parking), nestled among large live oaks overlooking tidal creek & dock on wooded property. Less than 30 minutes from downtown Charleston, Folly Beach, Kiawah. Shrimp, fish, crab or just enjoy the hammock on the dock. Or go for a paddle in one of the kayaks provided for a small fee.
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

Lux Beach Bungalow Ocean Views Heated Pool

Amzing views! Hot-tub! Golf Hitting Bay! Walk2bch

Discounted Charleston Hot Tub Patio Hammock

TheTreeHouse*Beach7min*Downtown10min*HypoDogs*2Bdr

Luxe Hilton Head Beach Villa w/ Pool Views

Boho Bliss: Hot Tub Haven Near Great Dining
Family- and pet-friendly home rentals

Charleston Charmed Cottage - 3 bd/2ba

The Blue Bungalow- Central Park Circle

Cozy Townhouse 5 mins from Magnolia Plantation

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

Private Studio - minutes to Folly Beach & Downtown

~ NEWLY RENOVATED 3BR/2BA HOME IN SUMMERVILLE SC ~

Cozy, Private, Quiet 2 Bedroom Pet Friendly Condo

Charleston Casita near Folly Beach *Dog Friendly*
Family-friendly home rentals with a pool

Share-in Dipity Refined 4 bedrooms pool not heated

Beautiful 2BD/2BA Seabrook Island Villa

Ocean View! Steps to beach! Remodeled HHBT Condo!

Beautifully Transformed Upper Level Deluxe Villa

My Happy Place

Happy Stays/ Mins to Park Circle, Dtwn, CHS Beach

Gated Farmhouse with Salt Water Pool

Detached Guest Suite
Destinations to explore
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Western North Carolina Vacation rentals
- Atlanta Vacation rentals
- Myrtle Beach Vacation rentals
- Gatlinburg Vacation rentals
- Charleston Vacation rentals
- Charlotte Vacation rentals
- Pigeon Forge Vacation rentals
- Hilton Head Island Vacation rentals
- Savannah Vacation rentals
- Jacksonville Vacation rentals
- Park Circle
- Sullivan's Island Beach
- Hunting Island State Park Beach
- Palmetto Dunes Oceanfront Resort
- Bulls Island
- Middleton Place
- Shipyard Beach Access
- James Island County Park
- Waterfront Park
- The Golf Club at Wescott Plantation
- Shem Creek Park
- Angel Oak Tree
- Bradley Beach
- Hampton Park
- Harbor Island Beach
- The Charleston Museum
- Dolphin Head Golf Club
- Secession Golf Club
- Congaree Golf Club
- Bull Point Beach
- Driftwood Beach
- Isle of Palms Beach
- Morris Island Lighthouse
- Long Cove Club