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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Top guest favorite

A cozy tiny house features a rustic wooden exterior and a metal roof, surrounded by lush greenery. The front porch is adorned with two rocking chairs, inviting guests to enjoy the natural ambiance of the woodland setting.

Tiny home in James Island

4.94 out of 5 average rating, 386 reviews

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.

Top guest favorite

An airy loft space features a suspended wooden swing, inviting relaxation under the high, timbered ceilings. Natural light streams through large windows, illuminating cozy furnishings including a bed and a dining area with a wooden table. Unique decor elements enhance the overall character.

Guesthouse in Summerville

4.98 out of 5 average rating, 719 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*

Top guest favorite

A quaint studio space features a warm wood countertop with a sink, complemented by neatly arranged kitchenware. An antique armoire adds character against a textured brick wall. Soft light filters through sheer drapes, illuminating the cozy sleeping area in the background.

Guesthouse in Hollywood

4.98 out of 5 average rating, 102 reviews

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!

Superhost

A tiny home exterior is displayed, featuring a mix of dark and warm wood finishes. A spacious deck is furnished with two adirondack chairs and a small table, surrounded by trees and a privacy fence. Surfboards lean against the wall, adding a relaxed touch.

Tiny home in Johns Island

4.87 out of 5 average rating, 170 reviews

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 favorite

A comfortable gray couch with green accent pillows is positioned near a large window. A small table is visible beside the couch, while a floor lamp provides soft illumination. A potted plant adds a touch of greenery to the space, enhancing the inviting atmosphere.

Loft in Summerville

4.91 out of 5 average rating, 393 reviews

White Pickett District Loft

Welcome to our charming White Pickett District loft nestled in the heart of historic downtown Summerville! This cozy retreat offers a private one bedroom, one bath with kitchenette, perfect for couples or solo travelers looking to explore the beauty of South Carolina. WPD is just steps away from the town’s rich history and culture. Whether you’re here for a weekend getaway or an extended stay, WPD offers the perfect blend of comfort, convenience & charm for unforgettable experience!

Top guest favorite

The exterior of the villa is shown, featuring a light-colored stucco façade contrasted by large windows. Surrounding landscaped areas include planters with vibrant greenery and flowers. A gravel pathway leads to the entrance, framed by the natural beauty of trees in the background.

Home in Summerville

4.93 out of 5 average rating, 123 reviews

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.

Top guest favorite

A mid century modern bedroom features a spacious bed adorned with neutral linens. Natural light illuminates the room, highlighting a brick fireplace and decorative wall mirrors. A comfortable seating area with a chair and table, along with lush greenery, enhances the serene atmosphere.

Guest suite in West Ashley

4.9 out of 5 average rating, 504 reviews

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.

Top guest favorite

A spacious bedroom features a black metal bed frame adorned with white bedding. Two stylish chairs are positioned beside large windows offering views of the surrounding landscape. A wooden dresser and a woven area rug add elements of comfort and warmth to the room.

Guesthouse in West Ashley

4.99 out of 5 average rating, 209 reviews

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# OP2024-04998

Top guest favorite

A field of blooming yellow flowers is displayed in the foreground, with delicate petals and green stems. In the background, a white farmhouse is visible, providing a serene country setting. The scene captures the tranquility of the flower field adjacent to the cottage.

Tiny home in Moncks Corner

4.98 out of 5 average rating, 130 reviews

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.

Guest favorite

A comfortable living area features a neutral-toned sofa adorned with decorative pillows. A dark coffee table sits in front, and the kitchen area includes white cabinetry, stainless steel appliances, and two wooden stools at the kitchen island. Natural light filters through the window.

Bungalow in West Ashley

4.91 out of 5 average rating, 254 reviews

Fresh Charming Charleston Bungalow

Fresh and clean bungalow! Kitchen is stocked with coffee needs and appliances to be able to do light cooking and simple meals. Bathroom has fresh towels and basic amenities! Centrally located with easy access to all the main roads! Enjoy your own personal space close to all the fun! The beach is 25 min away, 15 min or less to downtown! This is a prime location. We are available for anything you need ensuring a great stay!

Guest favorite

A camper sits under a canopy of trees, featuring a covered awning. Adjacent to the camper, a picnic table with a red umbrella is provided, along with a colorful outdoor rug. The surrounding grass is lush and well-maintained, creating a relaxing outdoor space.

Camper/RV in Summerville

4.93 out of 5 average rating, 212 reviews

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.

Top guest favorite

A charming two-story house is set among lush landscaping, with a spacious lawn and shaded by large trees. A gravel driveway curves toward the home, while a detached garage is visible on the left, providing convenient parking options.

Guesthouse in Johns Island

4.98 out of 5 average rating, 278 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.