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.

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Guest favorite

Home in Wadmalaw Island

4.96 out of 5 average rating, 337 reviews

Historic Southern Home in Paradise

@RockvilleAirBnB: This nationally registered historic home was built in the early 1800s and is a 35 minute scenic drive to downtown Charleston, Popular beaches, as well as many historical landmarks and parks. If you are looking for a place defined by Natural Beauty and Southern Charm--there is nothing closer to stepping back in time before the busyness of modern life than here in the village of Rockville. We welcome anyone looking for some peace and quiet on a front porch overlooking the river.

Guest favorite

Loft in Charleston

4.95 out of 5 average rating, 428 reviews

Studio Apartment in Charleston’s Plantation Dist.

Cozy studio apartment w/a private entrance overlooking golf course in quiet neighborhood. Studio located in Historic Plantation District minutes from Middleton Place, Magnolia Plantation, & Drayton Hall w/shopping, downtown, & beaches nearby. Equipped w/a cozy queen sized bed, flat screen TV, Xfinity HD cable, high speed internet, Keurig Coffee maker, kitchenette, washer/dryer, & full bathroom! Inquire for Early Check-In/Late Check out available for additional fee. City Operation #00605

Guest favorite

Guesthouse in Summerville

4.98 out of 5 average rating, 676 reviews

★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*

Guest favorite

Rental unit in Johns Island

4.93 out of 5 average rating, 222 reviews

Sailors Rest: Heated Pool & Fireplace Johns Island

Escape to Sailors Rest, a Johns Island oasis located just a short drive from Charleston, SC & Kiawah Beach. We offer a unique blend of luxury & natural beauty, complete with pool (typically heated April - Nov.), infrared sauna, farm-fresh eggs daily, 2 luxury Queen beds, cozy fireplace & patio for al fresco dining. As the only guests on premises, you'll enjoy privacy and tranquility, surrounded by gardens, fountains & Koi Pond. Book Sailors Rest now if you're looking for ultimate rejuvenation.

Guest favorite

Guesthouse in West Ashley

4.93 out of 5 average rating, 736 reviews

Charleston's Coolest Neighborhood

You can't beat the location! You'll be 5-10 minutes from downtown Charleston, but with free off-street parking, AND you can walk to dozens of bars, restaurants, coffee shops, etc. Avondale is Central to all parts of Charleston, and its a cinch to drive to everywhere from here. This studio apartment is private, modern, and newly renovated. You'll have a kitchenette, grill, outdoor seating, and access to beach equipment. Also only a 5 minute walk to the West Ashley Greenway for biking/jogging!

Guest favorite

Cottage in Johns Island

4.9 out of 5 average rating, 234 reviews

Li'l Blue Cottage - NO PET FEE!

So much to see, do and eat near this cozy spot! Lovely studio tiny house situated on the main thoroughfare of Johns Island — just a short drive or ride share to downtown Charleston, minutes from Wild Olive, Royal Tern, Tattooed Moose and Seanachai and less than 1/4 of a mile from Lowtide Brewery. It’s also a quick trip through the tunnel of beautiful oaks to the barrier islands lining Charleston historic coastline: Kiawah, Seabrook and Wadmalaw. Minutes from funky Folly Beach as well.

Guest favorite

Guest suite in James Island

4.99 out of 5 average rating, 749 reviews

Private Riverland Loft

Listed as number 5 out of the TOP 15 BEST Airbnb’s in Charleston County!! Close to DOWNTOWN CHARLESTON, arts, culture, restaurants, dining, parks. Private room over garage of my home w/ a SEPARATE entrance. Large rm with a sitting area, KING size Bed and a full bath. Keurig coffee maker, microwave and refrigerator with a freezer provided. In the historic Riverland Terrace neighborhood. A short Uber ride to downtown Charleston ( less than 15 minutes ) and about 15 min to Folly Beach.

Guest favorite

Guest suite in James Island

4.95 out of 5 average rating, 1,073 reviews

Newly Renovated Guest Suite with Exterior Entrance

Stay in one of Charleston's few legally permitted AirBnB properties located just minutes from downtown Charleston, SC. You will find our spacious, newly renovated 1 bedroom guest suite with it's own exterior entrance perfect for your trip to Charleston. Enjoy amenities such as a Kuerig with complimentary coffee, microwave and fridge . Folly Beach is also a short drive from the old well established neighborhood you will be in. City of Charleston Permit 04378.

Guest favorite

Guesthouse in James Island

4.91 out of 5 average rating, 676 reviews

Island Oasis—Near Downtown

Private detached Guest house (500 ft²) with NO connecting neighbors - Safe and secure off-street parking right next to your door - A perfect jumping off point for those who want to experience Folly Beach and Downtown Charleston! - Located in the established walkable Bayfront community with waterfront Dock Street Park just a block away. Perfect if you want to get a "locals" feel of the area.

Guest favorite

Guesthouse in Johns Island

4.98 out of 5 average rating, 257 reviews

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.

Guest favorite

Guesthouse in Park Circle

4.93 out of 5 average rating, 377 reviews

Cozy Park Circle, Charleston Guest House

My guest house is available for your enjoyment within walking and biking distance to Park Circle's quaint village and the Riverfront Park on the Cooper River. You have complete privacy with your own parking, kitchen, laundry, bathroom, bedroom, and living room. I live in the main house and am available for whatever you may need. Short Term Rental Permit 2024 - 0121

Guest favorite

Guest suite in James Island

4.9 out of 5 average rating, 368 reviews

Quite Private Location with Free EV Charging

The James Island Suite is a beautiful converted garage apartment located in iconic Charleston, SC. This suite is equipped with a walk in closet, bathroom, kitchenette, queen bed and spacious a living area. Conveniently located 15 min from Folly beach and 15 min from downtown Charleston. We are pet friendly with a small $50 pet fee (total for stay, not per night).