Family-friendly vacation rentals in Hollywood

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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 favourite
A cozy living room is highlighted by a sectional couch adorned with orange accent pillows. Natural light filters through large windows, illuminating the space. A wooden coffee table rests on a textured rug, while framed artwork adds character to the wall. A doorway leads to an adjoining room.
Guest suite in West Ashley
4.98 out of 5 average rating, 176 reviews

The Indigo Cottage

Escape to this meticulously curated lifestyle cottage. The private residence features rustic wood finishes, floor-to-ceiling tile in the bathroom, contrasting furnishings and decor, & an open layout living area and kitchen. Relax in this serene, sunlit space. The space features an amazing master bedroom with a luxury King Size Bed and walk-in closet. Relax on our brand new mattress and fall asleep under the down comforter. The living room boasts a cozy couch with chaise that pulls out into a queen size sleeper (for two). Modern kitchen, with quartz countertops, rustic kitchen island (which can be used as a working desk) and professional stainless steel Frigidaire appliances. Includes; dishwasher, garbage disposal, microwave, stove, refrigerator, coffee pot, toaster/convection oven, electric kettle and all the cookware necessary to create a gourmet meal. Large bathroom with floor to ceiling tile, walk-in shower and large vanity with double sink. You will have two parking spaces. Since it’s a guest cottage located on the back of the property you will be required to walk 50 yards to the building. Follow the gravel walking path, through the gate, along the fence line to reach The Indigo Cottage. We will provide a wagon to tote your belongings to and from the car. The Cottage is located on the second level, therefore you will need to ascend a flight of stairs. Our young family and two dogs live on the property in the main house. Our pups are extremely friendly and love a good scratch. The yard is fully fenced and we frequently let our dogs spend time lounging in the sun. We are happy to be as accommodating as possible during your stay so please communicate with us if your uncomfortable with dogs and we will plan accordingly. The home is nestled in Charleston’s neighborhood of West Ashley, which is convenient to all and safe. 6.9 miles from downtown Charleston (the heart of the historic district and shopping on King Street) 3.5 miles to Whole Foods & Starbucks 2.0 miles from the entrance to 526 state highway 14.3 miles to Folly Beach 15.4 miles to Sullivan’s Island and beach 27 miles to Kiawah Island and beach 9.5 miles to Airport Uber and Lyft are readily available-prices vary with time of day and surcharge pricing. We ask that dogs be housebroken, well behaved, don’t scratch at doors, and don’t bark incessantly while you’re away. There is a lower studio apartment & a non-stop barking dog isn’t appreciated. Please, no pets on the furniture including the couch and bed. Pets MUST be up to date with flea & tick preventive medicine . A maximum of two dogs allowed, an additional cleaning fee of $25 per pet, per stay, is applicable. This is a non-smoking property, we do not allow smoking in the cottage or outside. Thank you for your understanding and cooperation. We will do our best to accomodate early check-in or late check-out. Most days there’s someone checking in the same day there’s a checkout but we try & go above and beyond if this is requested.

Top guest favourite
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, 724 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 favourite
A vibrant sunset paints the sky in hues of orange and purple, reflecting beautifully on the calm waters of the Stono River. Silhouetted trees frame the horizon, while the serene landscape offers a peaceful atmosphere.
Cottage in Johns Island
4.93 out of 5 average rating, 209 reviews

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!

Top guest favourite
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, 106 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!

Guest favourite
A two-story house is shown, featuring a sloped metal roof and white exterior walls. Large windows are displayed at the front, surrounded by a well-maintained yard with green grass and various plants. Mature trees provide shade, creating a serene outdoor setting.
Home in Ladson
4.96 out of 5 average rating, 107 reviews

Gorgeous 2 bed Farmhouse 15 mins from downtown

Forget your worries in this spacious and serene space. Our home welcomes you with 2 beds, 2 baths, a gorgeous fenced in yard, a screened in porch, and a beautiful fountain to calm your mind. All of your day to day conveniences are available in our home allowing you to settle in like it’s yours. Located 15 mins to downtown Summerville, 25 mins to downtown Charleston, and 30 mins to multiple beautiful beaches. For more space check out my other listing: https://www.airbnb.com/h/chucktowneapt

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 homes in West Ashley
4.85 out of 5 average rating, 177 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.

Top guest favourite
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, 128 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.

Guest favourite
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, 511 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 favourite
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 homes in Moncks Corner
4.98 out of 5 average rating, 136 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.

Top guest favourite
The open living area features large windows that frame views of the surrounding trees and creek. Comfortable seating arrangements are present, with two armchairs positioned across from a sofa. Natural light fills the space, highlighting the wood flooring and inviting atmosphere.
Treehouse in Johns Island
5 out of 5 average rating, 132 reviews

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.)

Top guest favourite
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, 281 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.

Top guest favourite
Two classic cars are parked in front of a detached garage, showcasing a vintage white convertible and a sleek gray vehicle. The garage features two closed doors, framed by light green siding and surrounded by trees, adding to the serene environment.
Guesthouse in Summerville
4.88 out of 5 average rating, 824 reviews

New Loft in Historic Summerville

Lovely , private and quiet space above the detached garage. Perfect for overnights, long weekends or extended stays. Close to everything Historic Summerville has to offer. Easy 30 minute drive to downtown Charleston. You have your own private side entrance above the garage with private bed and bath in the loft. Great get-away!

Popular amenities for Hollywood family-friendly rentals