
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 Violet Villa w/no cleaning fee
Relax and unwind in this beautiful private guesthouse, perfectly located just minutes from shopping, dining, entertainment, and the beach. Upon arrival, enjoy chilled bottled water waiting just for you. As evening falls, take a peaceful stroll along the nearby nature trail and catch a stunning sunset from the neighborhood dock. When you return, settle in for the night with your favorite movies on the 70” smart TV—no shared armrest required. Come stay, relax, and make this getaway all about you.

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.

Centrally Located, Hidden Gem Studio
Centrally located. 2 minutes from the highway, 12 minutes to downtown, 5 minutes from airport, Tanger outlets&Coliseum, 10 minutes to Park Circle and NCHS Waterfront, and 20-25 mins from the beaches. Entire luxurious studio with private driveway and backyard in a quiet neighborhood. Full kitchen, comfortable queen bed, walk-in closet, &futon. Amazing bathroom w/ spacious shower. Self controlled AC unit in studio. Security cameras on premises. City of N.C. Short-Term Rental Permit 2024-0065

★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!

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!

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.

Guest House/Villa
Enjoy your stay at this immaculately designed new build Villa. Located on a family property surrounded by 2 acres of trees, in a quiet rural neighborhood. Lots of privacy, peace and quiet, yet only 5 minutes from restaurants and stores. 15 minutes from Downtown Summerville, 40 minutes from Charleston and various coastal attractions. The villa is separate from main house and has no shared space other than the driveway. NO smoking, No pets. Laundry service available for long stays.

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.

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.

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

Intracoastal water view luxurious family retreat

Home The On Hill - Near Everything Charleston!

Waterfront Home 5 minutes From Downtown Charleston

Best of Both Worlds with Beautiful Back-Yard Oasis

Amzing views! Hot-tub! Golf Cart! Walk to beach

The Tranquil Token-Hot Tub & Ping Pong Table

TheTreeHouse*Beach7min*Downtown10min*HypoDogs*2Bdr

The Blue Crab-Seasonal Hot Tub -Recently Renovated
Family- and pet-friendly home rentals

Grand Oaks Cottage: Ideal Location!

Jay’s Upstairs Suite

Cozy Townhouse 5 mins from Magnolia Plantation

Convenience Galore!

N Charleston Home Close to Downtown - Pets Welcome

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

The Spot

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 7)

Beautifully Transformed Upper Level Deluxe Villa

Family Retreat | Pool | Game Room | Fenced Yard

Gorgeous Executive Home on Pond *5 beds*

Stunning Completely Renovated Golf Course Villa

Gated Farmhouse with Salt Water Pool

Detached Guest Suite
Quick stats about vacation rentals that are family-friendly in Hollywood

Total vacation rentals
Explore 10 vacation rentals in Hollywood

Nightly prices starting at
Hollywood vacation rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Wi-Fi availability
10 of Hollywood vacation 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!
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- Rentals with outdoor seating Hollywood
- Pet-friendly rentals Hollywood
- House rentals Hollywood
- Rentals with a washer and dryer Hollywood
- Rentals with a fire pit Hollywood
- Rentals with a patio Hollywood
- Family-friendly rentals Charleston County
- Family-friendly rentals South Carolina
- Family-friendly rentals United States
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- Middleton Place
- Shem Creek Park
- Shipyard Beach Access
- The Golf Club at Wescott Plantation
- Angel Oak Tree
- Hampton Park
- Bradley Beach
- Harbor Island Beach
- The Charleston Museum
- Secession Golf Club
- Dolphin Head Golf Club
- Bull Point Beach
- Congaree Golf Club
- Driftwood Beach
- Isle of Palms Beach
- Long Cove Club
- Morris Island Lighthouse
- Sandy Point Beach




