Family-friendly holiday rentals in Hollywood

4.93 out of 5 average rating, 392 reviews

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 Charleston

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.

Guest suite in North Charleston

A modern studio space features an open layout with a comfortable queen bed and a dining area. The kitchen is equipped with essential appliances and a granite countertop. A fan is suspended from the ceiling, and a sectional sofa is placed near a window, enhancing the airy ambiance.

4.92 out of 5 average rating, 176 reviews

Centrally Located, Hidden Gem Studio

Centrally located. 2 minutes from the highway, 12 minutes to downtown, 5 minutes from airport, Tanger outlets&Coliseum, 10 minutes to Park Circle and NCHS Waterfront, and 20-25 mins from the beaches. Entire luxurious studio with private driveway and backyard in a quiet neighborhood. Full kitchen, comfortable queen bed, walk-in closet, &futon. Amazing bathroom w/ spacious shower. Self controlled AC unit in studio. Security cameras on premises. City of N.C. Short-Term Rental Permit 2024-0065

4.94 out of 5 average rating, 386 reviews

In the foreground, a dolphin gently surfaces in the calm blue water. In the background, a historic lighthouse stands tall against a clear sky, with coastal vegetation dotting the shoreline.

Flat in Mount Pleasant

Kate's Place on the Coast

Take note of our low winter rates! Welcome to Kate's Place, a cozy and clean vacation getaway in Mt. Pleasant. Many guests have described Kate's Place as an ideal retreat, given its close proximity to beaches (one mile away) and restaurants. Downtown Charleston, a ten-minute drive. This unit has a separate entrance and private parking spot! You'll love Kate's Place! Perfect for two! Do check out all the 5-STAR reviews! Please see our other Airbnb: "The Coastal Getaway" Permit: ST250170

Guest house in Summerville

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.

4.98 out of 5 average rating, 728 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*

4.93 out of 5 average rating, 211 reviews

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!

4.96 out of 5 average rating, 112 reviews

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

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!

4.96 out of 5 average rating, 111 reviews

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

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

4.85 out of 5 average rating, 181 reviews

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 West Ashley

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.

4.91 out of 5 average rating, 399 reviews

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

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!

4.93 out of 5 average rating, 136 reviews

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

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 suite in West Ashley

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.

4.9 out of 5 average rating, 520 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.

Tiny home in Moncks Corner

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.

4.95 out of 5 average rating, 139 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.

Popular amenities for Hollywood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 187 reviews

A spacious living area features high ceilings with large windows allowing natural light. A circular yellow sofa surrounds a central coffee table. Unique purple lamps stand in the corners, and vibrant artwork adorns the walls. A modern fireplace adds a cozy touch to the setting.

Home in Isle of Palms

Intracoastal water view luxurious family retreat

4.97 out of 5 average rating, 313 reviews

A front porch features slatted rocking chairs and a decorative door, inviting relaxation. The exterior view of the home displays a charming façade surrounded by a manicured lawn and palm trees. The backyard offers a spacious area with seating around a fire pit and a hot tub beneath a shaded canopy.

Home in Park Circle

Home The On Hill - Near Everything Charleston!

4.83 out of 5 average rating, 365 reviews

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 Charleston

Waterfront Home 5 minutes From Downtown Charleston

4.88 out of 5 average rating, 102 reviews

Home in West Ashley

The Low Tide - Hot Tub, Marsh View, Fire Pit

4.85 out of 5 average rating, 453 reviews

A wooden deck illuminated by string lights creates a welcoming outdoor space. A table set for dining sits at the center, surrounded by comfortable seating. The inviting atmosphere is enhanced by ample space for relaxation and gatherings.

Home in Park Circle

Best of Both Worlds with Beautiful Back-Yard Oasis

4.81 out of 5 average rating, 198 reviews

An outdoor deck features a large blue area rug surrounded by four wooden lounge chairs and one small table. In the background, a modern grill is positioned against the house, complemented by expansive glass doors that provide a view of the surrounding greenery.

Home in Folly Beach

Amzing views! Hot-tub! Golf Cart! Walk to beach

4.94 out of 5 average rating, 137 reviews

The exterior of a single-story home is depicted, featuring a well-manicured lawn and vibrant landscaping. A shaded area is created by a large tree in the front yard, and the driveway is visible leading to a garage door. A warm sunset adds a soft glow to the scene.

Home in North Charleston

The Tranquil Token-Hot Tub & Ping Pong Table

Guest suite in Mount Pleasant

A serene outdoor space is framed by lush greenery, featuring a new spa tub illuminated by soft lighting. Surrounding paths are lined with smooth stones, and seating areas invite relaxation. The entrance showcases inviting architectural details, creating a harmonious blend of comfort and aesthetics.

5 out of 5 average rating, 343 reviews

TheTreeHouse*Beach7min*Downtown10min*HypoDogs*2Bdr

Family- and pet-friendly home rentals

Guest house in Charleston

An open living space is seen with a brown leather sectional sofa adorned with colorful throw pillows. A wooden coffee table sits in front of the sofa on a blue area rug. The kitchen features white cabinetry and modern appliances, with natural light filtering through a nearby window.

4.92 out of 5 average rating, 740 reviews

Island Oasis Hideaway | Easy Beach & City Access

4.87 out of 5 average rating, 245 reviews

A friendly dog stands on lush green grass with a bright and joyful expression. Text overlay indicates that dogs are welcome, alongside mentions of free early check-in and late checkout. The setting suggests a spacious backyard for pets to enjoy.

Home in North Charleston

Charleston Hideaway Fenced Yard, Dogs Welcome*

4.93 out of 5 average rating, 174 reviews

The open-concept kitchen and dining area features a round white table surrounded by light-colored chairs. A large refrigerator and stainless-steel appliances are visible, with a wall adorned in a neutral pattern. Natural light fills the space, highlighting the greenery of a potted plant.

Home in Park Circle

The Blue Bungalow- Central Park Circle

4.95 out of 5 average rating, 170 reviews

A large Grand Oak tree provides a natural canopy over the gravel driveway leading to the cozy cottage. Lush greenery surrounds the pathway, while the cottage, framed by the trees, is visible in the background, blending harmoniously with the serene landscape.

Cottage in Charleston

Grand Oaks Cottage: Ideal Location!

4.95 out of 5 average rating, 182 reviews

A cozy living room features a modern fireplace with a wooden mantel and a mounted TV above it. A circular rattan chair is positioned beside a small coffee table adorned with a vase of pink flowers. Two tall bookshelves are visible, filled with various decorative items and books.

Townhouse in West Ashley

Cozy Townhouse 5 mins from Magnolia Plantation

4.96 out of 5 average rating, 109 reviews

A dining area features a wooden table surrounded by six chairs. Expansive windows provide natural light and views of the outdoors. A cozy rug lies beneath the table, and a wooden cabinet adds storage and decor to the space.

Villa in Kiawah Island

Lagoon view villa with office, easy walk to beach!

Home in Riverland Terrace

4.78 out of 5 average rating, 114 reviews

Beach Blue Bungalow: Bikes, Dogs and Family

Apartment in North Charleston

4.94 out of 5 average rating, 172 reviews

Cozy, Private, Quiet 2 Bedroom Pet Friendly Condo

Family-friendly home rentals with a pool

Guest house in Summerville

The image captures a serene outdoor area featuring a large swimming pool surrounded by lush greenery and palm trees. A charming cottage with a gabled roof sits near the pool, complemented by a shaded patio area. The surroundings include well-maintained landscaping and a wooden fence.

4.99 out of 5 average rating, 108 reviews

The Cottage for Two

Townhouse in Mount Pleasant

A front porch features a cheerful turquoise door surrounded by white trim and sidelights. A welcome mat with the word 'hello' is placed at the entrance. Green shrubbery and seasonal decorations flank the sides, enhancing the inviting entryway.

4.78 out of 5 average rating, 316 reviews

Cozy & 10 minutes to downtown!

5 out of 5 average rating, 226 reviews

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 7)

4.97 out of 5 average rating, 148 reviews

A dining area features a round table set for four, complete with plates and utensils. A cozy living room with a large couch and armchairs is visible, along with a staircase leading to the upper level. Natural light floods the space through patio doors.

Apartment in Charleston

Cozy Coastal Crib near Downtown and the Beach!

4.91 out of 5 average rating, 115 reviews

A light-filled living area is observed from above, featuring a comfortable gray sectional sofa and a colorful patterned coffee table. A pop of color is provided by a bright pink accent pillow. Large windows allow natural light to illuminate the space, which is decorated with cheerful artwork.

Townhouse in Charleston

Clean, Spacious w Pool Access - Convenient & Quiet

4.98 out of 5 average rating, 168 reviews

An outdoor area features a private saltwater pool surrounded by lounge chairs and an umbrella. The spacious backyard is fenced, with game options visible in the bright interior, including foosball and a cozy living area with a fireplace and ample seating.

Home in North Charleston

Family Retreat | Pool | Game Room | Fenced Yard

Guest house in Johns Island

A welcoming entrance features a gravel drive leading to a charming white house with a metal roof and a detached garage. Lush greenery surrounds the property, including tall trees and landscaped areas. A white picket fence outlines the front yard, enhancing the overall inviting appearance.

4.96 out of 5 average rating, 272 reviews

Gated Farmhouse with Salt Water Pool