Family-friendly holiday 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 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

★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*

FamilyKitchenAccuracy

4.98 out of 5 average rating, 776 reviews
Guest favourite
A lively entryway is adorned with a green wall, complemented by a neon sign that reads 'Where the magic happens.' Four sleek gold bar stools are positioned at a white counter with three circular mirrors above it, adding a fun and interactive element to the space.
Home in North Charleston

Central, Unique, Putt Putt, King Beds, Vanity Area

Welcome to the Palette House, your vibrant Charleston escape! This charming 3-bedroom home offers uniquely decorated spaces for a memorable stay! Enjoy fun amenities like foosball, TVs in every room, and an outdoor putting green! The enclosed patio offers a relaxing spot to unwind, while the spacious vanity area with plenty of mirrors makes getting ready a breeze. Just 10 miles from downtown, 2 miles from the airport and with free parking for 4 cars, it’s ideal for any celebration or retreat!

Indoor spacesFamilyPool

4.97 out of 5 average rating, 119 reviews
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

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!

FamilyKitchenWalkability

4.93 out of 5 average rating, 213 reviews
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

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 4 bikes included. Come and enjoy this beautiful property!

Indoor spacesFamilyPets

4.94 out of 5 average rating, 140 reviews
Top Guest favourite
Guesthouse in Hollywood

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 Downtown Charleston, 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!

FamilyKitchenBarbecue

4.97 out of 5 average rating, 164 reviews
Top Guest favourite
A bright and airy living room features two large, comfortable couches arranged around a wooden coffee table. Large windows allow natural light to fill the space, while light-colored curtains add a soft touch. A cozy fireplace is situated beneath a wall-mounted TV.
Home in Seabrook Island

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

KitchenIndoor spacesAmenities

4.95 out of 5 average rating, 186 reviews
Guest favourite
The exterior of a single-story house is displayed, featuring a light grey facade and a welcoming entrance. A gravel driveway leads to the parking area. Surrounded by lush greenery, the yard offers ample space for outdoor activities.
Home in Johns Island

Full Fence/King Suite/Open floor plan

Bring the whole family to this great place with lots of room for fun. Yard is fully fenced. Located in the heart of Johns Island, nearby many restaurants, breweries and the famous angel oak tree. Guests love the location since it is away from the hustle and bustle of downtown, but still with 30 minutes of Kiawah, Folly Beach, and downtown Charleston One of few licensed operators on Johns Island. Book with us and rest assured we won’t get shut down before your arrival. ZSTR-12-24-01051

FamilyIndoor spacesHeating

4.95 out of 5 average rating, 123 reviews
Guest favourite
The exterior of a brick ranch house is visible, showcasing a well-maintained front yard with greenery and a large tree. A driveway leads up to a single-car garage with a white door. The entrance features a covered porch highlighted by light blue shutters.
Home in James Island

Make Yourself at Home

Brick ranch, conveniently located between Downtown Charleston and Folly Beach, 5 minutes to King Street, 20 minutes to Mt. Pleasant and 30 minutes to airport. Full house with 3 bedrooms, 2 bathrooms, open kitchen, dining room and large living room with big screen tv. A screened porch, fenced in backyard, washer & dryer , on site parking for 4 vehicles. Walking distance to 2 playgrounds, tennis court, wildlife sanctuary, state park and a great view of Fort Sumpter and the city.

FamilyIndoor spacesBathroom

4.89 out of 5 average rating, 216 reviews
Guest favourite
A serene waterway is flanked by lush greenery and reflected clouds, creating a peaceful natural landscape. The calm waters mirror the sky, with a boat visible in the distance, indicating opportunities for exploration and relaxation.
Home in Johns Island

The River Girl, Private Dock, Great Outdoor Spaces

The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!

FamilyIndoor spacesCheckout

4.94 out of 5 average rating, 126 reviews
Top Guest favourite
An inviting living area features a comfortable sofa with decorative pillows, paired with a coffee table displaying tasteful decor. A dining area with a large table and colorful chairs is visible. Natural light fills the space through multiple windows, enhancing the warm ambiance.
Home in Charleston

Charleston Charm ~ Sleeps 10!

This home features 4 well appointed bedrooms, including 2 King and 3 Queen beds. Centrally located to big businesses like Boeing and Bosch, just 10 minutes from the Charleston International Airport, 25 minutes to downtown and 30-40 minutes to local beaches. Enjoy sipping coffee on the private back patio, make breakfast in the cozy kitchen and sit around the table for a big family meal. Why stay in a hotel, when you can relax in the comfort of home!

KitchenFamilyQuiet

4.94 out of 5 average rating, 108 reviews
Top Guest favourite
A spacious pool area is surrounded by lush greenery, featuring vibrant tropical plants. Poolside seating includes lounge chairs, shaded by colorful umbrellas. A patio area is visible, designed for outdoor gatherings, with a backdrop of natural beauty enhancing the serene atmosphere.
Apartment in Johns Island

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.

KitchenFamilyBreakfast

4.94 out of 5 average rating, 266 reviews
Top Guest favourite
A serene cottage sits beside a calm pond, reflecting the surrounding trees. The structure features a spacious porch with rocking chairs, framed by palm trees. Large windows and skylights invite natural light, enhancing the connection with the tranquil outdoor environment.
Cottage in Johns Island

Quiet Cottage | Waterfront | Fire Pit

Welcome to our scenic waterfront retreat on Johns Island.We are a handicap friendly cottage with large, flat doorways and no steps. This 2-bedroom, 2-bathroom single-level home offers woods and garden views.There is a dock to Church Creek where you can fish, crab and kayak. The roads are great for walking and biking.. Families and couples will enjoy the serene beauty and wildlife at this comfortable, hidden gem.

FamilyKitchenPets

4.97 out of 5 average rating, 116 reviews

Popular amenities for Hollywood family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
A three-story home is set amidst lush greenery, featuring a front staircase that leads to a spacious porch. The backdrop showcases marshland and a distant view of the downtown skyline under a bright blue sky, creating a serene and inviting atmosphere.
Home in James Island

Waterfront Home 5 minutes From Downtown Charleston

Indoor spacesFamilyGetting around

4.82 out of 5 average rating, 408 reviews
Guest favourite
Home in North Charleston

The Endless Summer-Hot Tub-7 beds

Indoor spacesKitchenWalkability

4.93 out of 5 average rating, 244 reviews
Top Guest favourite
Home in Folly Beach

Heated Pool - Marsh Front - Hot Tub - Walk toBeach

FamilyIndoor spacesOutdoor spaces

4.83 out of 5 average rating, 222 reviews
Top Guest favourite
Home in North Charleston

Private HotTub•Comfy Beds•Fenced•Central Location

FamilyIndoor spacesHot tub

4.9 out of 5 average rating, 251 reviews
Guest favourite
Home in Mount Pleasant

Pleasant Place New Build + Pool Great for Families

Indoor spacesKitchenGetting around

4.89 out of 5 average rating, 178 reviews
Top Guest favourite
An aerial view of a spacious beach home surrounded by lush greenery. The property includes a private pool and a patio area with lounge chairs. Multiple decks are visible, highlighting the layout of the building and outdoor space.
Home in Folly Beach

Red Sunsets | Luxury Furnishings | Pool & Elevator

KitchenIndoor spacesParking

4.98 out of 5 average rating, 190 reviews
Superhost
A cozy living area features a spacious sectional sofa adorned with plush cushions. A stone fireplace is positioned in the center, with a ceiling fan overhead. Light wood beams add character, while a television sits on a media console, and large windows allow natural light to fill the room.
Home in North Charleston

The Yan~family friendly spacious 4BR w/ hot tub!

FamilyKitchenHospitality

4.84 out of 5 average rating, 128 reviews
Top Guest favourite
A private deck features a hot tub alongside white wicker seating, offering views of the ocean and sandy shore. The horizon is visible under a clear blue sky, framing the serene seaside setting.
Cottage in Folly Beach

Luxury Beach Front Pet Friendly

KitchenIndoor spacesAccess

4.89 out of 5 average rating, 221 reviews

Family- and pet-friendly home rentals

Family-friendly home rentals with a pool

Guest favourite
The living area features a spacious gray sofa with decorative pillows and a light coffee table placed on warm wooden flooring. A bright orange chair and a blue chair complement the seating arrangement. Natural light enters through multiple windows, and artwork adorns the walls.
Townhouse in Charleston

Charming Charleston townhouse!

FamilyIndoor spacesOutdoor spaces

4.9 out of 5 average rating, 266 reviews
Top Guest favourite
An aerial view captures the spacious backyard, featuring a rectangular swimming pool surrounded by a patio. Several sun loungers are positioned around the pool, and lush greenery encircles the area. The house with a dark roof is visible nearby, alongside well-maintained landscaping.
Home in North Charleston

4BR w/ 2 Primary Suites | Pool + Grill | Parking

KitchenIndoor spacesAccuracy

5.0 out of 5 average rating, 123 reviews
Top Guest favourite
The welcoming exterior features a charming two-story house surrounded by lush greenery, while a heated pool is enclosed in a screened area, showcasing colorful lounge chairs and float. The inviting dining area is set on the deck, perfect for outdoor meals. A cozy bedroom highlights a spacious bed with soft linens, complemented by calming wall colors and stylish decor.
Home in North Charleston

Crushing on Charleston *Pool *Game Room *Fire Pit

KitchenFamilyHeating

4.99 out of 5 average rating, 133 reviews
Superhost
Four images showcase the serene surroundings of the Marsh House Retreat. A cowboy pool offers a refreshing escape, surrounded by lounge chairs. Hammocks are shaded under trees, and string lights illuminate a cozy seating area. The dining space features a vibrant atmosphere with decorative lighting.
Home in North Charleston

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit

FamilyKitchenBiking

4.93 out of 5 average rating, 116 reviews
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

Share-in Dipity Refined 4 bedrooms pool not heated

FamilyKitchenQuiet

4.95 out of 5 average rating, 145 reviews
Top Guest favourite
A spacious living area features a large sectional sofa adorned with colorful patterns, accompanied by matching ottomans. A TV is mounted on the wall, while a bright painting adds a cheerful touch. Natural light filters in through nearby windows, enhancing the welcoming atmosphere.
Townhouse in Charleston

Clean, Spacious w Pool Access - Convenient & Quiet

FamilyIndoor spacesParking

4.93 out of 5 average rating, 148 reviews
Top Guest favourite
A serene outdoor balcony features a round table surrounded by colorful chairs, offering expansive views of marshlands at sunset. The warm colors of the sky reflect on the water, creating a peaceful setting. Glass door access enhances the connection to the interior space.
Condo in Charleston

Little Oak Love | 5 Minutes to Folly | Marsh View

KitchenIndoor spacesBiking

4.97 out of 5 average rating, 271 reviews
Top Guest favourite
A bright living area features a comfortable sectional sofa and accent chairs. A large flat-screen TV is mounted on the wall above a dark wood console. Natural light floods the space through sliding glass doors, which open to a screened back porch.
Townhouse in Charleston

The Oasis (Charming, Close, Sleeps 5)

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 255 reviews