Family-friendly holiday 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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Top guest favourite
A spacious sleeping area features a king bed with a simple wooden frame and high-quality linens. Two white dogs sit on the floor, with a neon sign hanging above the bed, stating 'the Folly Beach swell and a Charleston lake.' The room is adorned with tropical-themed decor.
Guest house in James Island
4.99 out of 5 average rating, 219 reviews

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

The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Top guest favourite
A charming A-frame structure is elevated on a wooden deck, surrounded by lush foliage. The entrance features a white door framed by large windows, allowing natural light to illuminate the space. A small staircase leads to the inviting porch with bright yellow chairs.
Treehouse in Saint Helena Island
4.99 out of 5 average rating, 148 reviews

"A" Secluded Quiet Oasis w/ Beach Pass

Detox You'll love this unique and romantic escape. Architectual design allows you to fully take in the view of the lowcountry marsh. The backdrop of the bed allows you to fall asleep to the majestic starry filled night sky! Soak your cares away with a bath that will surely relax and unwind you. The background is breathtaking! The outside shower allows you to take in the scenery while enjoying a hot shower. This is an "unplug" listing, no tv or internet access. Hunting Island Beach Pass included.

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.
Guest house in Summerville
4.98 out of 5 average rating, 744 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
Villa in James Island
5 out of 5 average rating, 161 reviews

Villa overlooking Charleston close to Folly Beach

Nestled in a bird sanctuary on an oak filled tidal creek lot with expansive porch views of Charleston harbor, come share a coffee with friends and family and watch a spectacular marsh morning sun rise. Located minutes to the famous "Edge of America" Folly Beach, beach chairs, coolers and towels are provided for an enjoyable beach excursion. Centrally located, you are a short trip to historical Charleston, James Island County Park Splash Zone, and neighboring barrier islands. Off street parking.

Guest favourite
A serene pathway leads from the grassy area towards a wooden dock extending into the calm waters of the Stono River. Lush greenery is visible on either side, framed by a tall palm tree and dotted with low shrubs, under a clear blue sky.
Home in Johns Island
4.95 out of 5 average rating, 115 reviews

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!

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, 212 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!

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.
Guest house in Hollywood
4.97 out of 5 average rating, 127 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!

Top guest favourite
A circular fire pit is surrounded by six black Adirondack chairs, situated on a gravel patio. The spacious private backyard features lush green grass and a cozy setting, with a brick grill positioned nearby and the renovated home visible in the background.
Home in Melrose
4.98 out of 5 average rating, 101 reviews

Southern Dream - Spacious Home w/ Fire Pit & Patio

Welcome to our beautifully renovated home! Perfect for creating unforgettable memories together. Picture cozy nights around the fire pit in the spacious private backyard, fun barbecues with the outdoor grill, and laughter-filled evenings on the charming covered patio. You'll also enjoy: Free laundry Smart TV's in all rooms Fully stocked and equipped kitchen Extremely safe neighborhood Free parking You are only: 10 mins to Avondale 15 mins to Downtown Charleston 30 mins to Folly Beach

Guest favourite
A cozy living area features a sectional sofa complemented by decorative pillows, with natural light filtering through the windows. Two lamps provide additional lighting, and a woven ottoman adds texture to the space. A plant and a basket are positioned nearby, enhancing the inviting environment.
Guest suite in James Island
4.93 out of 5 average rating, 135 reviews

Sunny Spot on Ocean View

This cozy guest house is located on Ocean View Road, which is a dead end. A quick down walk down the road and you will see Clark Sound and the Morris Island Lighthouse. The private driveway will easily accomodate your vehicle as well as a boat trailer should you decide to bring your own boat. Sunny Spot is 7 miles from Folly Beach and about 7 miles from downtown Charleston. It is also very close to John's Island where some excellent restaurants and breweries can be found.

Top guest favourite
The dining area features a natural wooden table set with bowls and elegant table settings. Surrounding the table are comfortable, light blue chairs. Soft lighting is provided by a modern fixture overhead. A view of the sunroom is visible through the archway, enhancing the space.
Home in Summerville
4.95 out of 5 average rating, 124 reviews

Share-in Dipity Refined 4 bedrooms pool not heated

Welcome to Share-in Dipity, this stylish and relaxing home has everything you need to de-stress and enjoy Charleston. This 4/2.5 home features thoughtful design touches, an incredible outdoor area with a large patio and pool, close proximity to grocery stores/shopping, all set in the walkable and quiet neighborhood of Kings Grant. Though you may be tempted to turn your trip into a staycation, we are only 25 minutes from downtown and 35 minutes to beaches like Sullivans Island.

Top guest favourite
An outdoor patio area features a square stone layout with a firepit at the center. Two wooden chairs are positioned around the firepit, and string lights provide soft illumination in the trees above. A grill is visible nearby, surrounded by greenery.
Guest house in West Ashley
4.91 out of 5 average rating, 678 reviews

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!

Top guest favourite
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.
Guest house in West Ashley
4.99 out of 5 average rating, 230 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# OP2025-06925

Popular amenities for Hollywood family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Hollywood

  • Total holiday rentals

    Explore 20 holiday rentals in Hollywood

  • Nightly prices starting at

    Hollywood holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,610 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Hollywood holiday rentals include wifi 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!