Family-friendly holiday rentals in Hollywood

4.99 out of 5 average rating, 219 reviews

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.

Guesthouse in Charleston

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

4.99 out of 5 average rating, 318 reviews

A bright pool area is surrounded by lush greenery and vibrant landscaping. The pool features a unique shape and inviting turquoise water. Comfortable seating is arranged nearby, with colorful chairs contrasting against the light-colored walls of the house and deck.

Guesthouse in Charleston

Salt of the Island Retreat w/ Pool on the Lake

Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

Apartment in Daniel Island

The exterior view features a light blue house with a porch and a dark green picket fence. A driveway leads to a garage marked with a white door. Lush green grass surrounds the area, contributing to a peaceful atmosphere.

4.92 out of 5 average rating, 277 reviews

Daniel Island Studio For Your Enjoyment!

Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

Guesthouse 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, 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*

5 out of 5 average rating, 161 reviews

Villa in Charleston

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.

4.95 out of 5 average rating, 115 reviews

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 2 bikes included. Come and enjoy this beautiful property!

A vibrant sunset casts warm hues over a tidal creek, reflecting beautifully on the still water. The scene is framed by lush greenery and a dock, providing a serene view of the marsh and surrounding trees.

4.98 out of 5 average rating, 108 reviews

James Island Creek Retreat | On the Water |

Welcome to my low country home on James Island, located on a tidal creek within a quiet family neighborhood. The large backyard is on a beautiful marsh with water access allowing for amazing views. It’s 7min from downtown and 10min from Folly Beach. Perfect central location on James Island to everything Charleston has to offer. As a certified US Coast Guard boat Captain I offer discounted private tours to guest. Please book ahead as the summer gets busy. IG Huckleberry_Boat_Tours for photos

4.93 out of 5 average rating, 212 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!

Home in Charlestowne Estates

A welcoming living room features a spacious gray sectional sofa paired with patterned accent chairs. A large coffee table sits at the center, surrounded by a textured area rug. Natural light filters through the window with blinds, and a flat-screen TV is mounted on the wall.

4.98 out of 5 average rating, 131 reviews

Charming 2BR | Near Downtown, Airport & Beaches

Welcome to The Hidden Getaway! Our newly renovated home is located in West Ashley, convenient to local dining & shopping. About 6 miles to historic downtown Charleston, 8 miles to Charleston Int'l Airport, 1.5 miles to Founders Hall & Legare Waring Home at Charles Towne Landing. Craving a beach day? Folly Beach, Sullivan's Island & Isle of Palms are all just a 20-25 minute scenic drive away. Whether here to explore our rich history or savor our incredible cuisine, you'll love our location.

4.97 out of 5 average rating, 127 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.

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 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!

4.92 out of 5 average rating, 142 reviews

A spacious bedroom is furnished with a plush bed featuring a decorative headboard. Two bedside lamps offer soft lighting, and a wooden desk is positioned nearby. Light wood flooring enhances the room's warm atmosphere, with a ceiling fan providing airflow.

Condo in Seabrook Island

Beautiful Marsh Front Villa

Beautiful villa & incredible marsh views of Bohicket Creek on Seabrook Island w/ crabbing dock, private pool and picnic bbq area. Open space concept with kitchen & living room including pullout couch and HD tv. The sitting room is the perfect place for watching the sunset or to enjoy your morning coffee. And a spacious bedroom includes a queen bed. With purchase of amenity cards guests enjoy access to the Island's world class facilities including: beach club pools, custom gym and more.

4.99 out of 5 average rating, 230 reviews

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 Charleston

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Apartment in North Charleston

An elegantly decorated sitting area is presented with a detailed mural ceiling and rich purple drapes. A plush loveseat and two accent chairs surround a circular rug in the center. Windows allow natural light to fill the space, highlighting the ornate moldings.

4.96 out of 5 average rating, 111 reviews

Bridgerton inspired fantasy 2 min from park circle

4.98 out of 5 average rating, 159 reviews

Treehouse in Beaufort

Private island Treehouse

4.96 out of 5 average rating, 157 reviews

Home in Folly Beach

Luxury pool, center of Folly, 2 blocks to beach!

A bright and airy living area is surrounded by floor-to-ceiling windows, allowing natural light to fill the space. Ample seating is provided on a light-colored sectional, with modern furnishings and decor enhancing the open layout. Ceiling fans circulate air throughout, complementing the warm wooden flooring.

4.96 out of 5 average rating, 101 reviews

Renovated luxury home - 10 minutes Folly/downtown

Home in Cannonborough Elliotborough

4.97 out of 5 average rating, 230 reviews

Hot Tub Hideaway • Parking • 1 Block to King St!

4.95 out of 5 average rating, 147 reviews

Home in North Charleston

The Tranquil Token-Hot Tub & Ping Pong Table

4.96 out of 5 average rating, 225 reviews

A two-story duplex features a light-colored exterior with numerous balconies and shaded areas. Lush greenery and palm trees are present in the landscape. A smooth driveway leads to the entrance, where a parked car is visible. The sky is bright with scattered clouds.

Home in Folly Beach

Lux Beach Bungalow Ocean Views Heated Pool

4.95 out of 5 average rating, 127 reviews

A sunlit kitchen and dining area feature wooden beams and large windows allowing natural light. A central island with two bar stools is highlighted, alongside a wooden dining table. A floral arrangement and decorative items blend with the warm tones of the cabinetry.

Home in Folly Beach

Spectacular Oceanview Home with Hot Tub - Private!

Family- and pet-friendly home rentals

A screened porch features a round glass dining table surrounded by six wicker chairs. Soft lighting from hanging bulbs creates a warm ambiance, while colorful flower planters add a touch of nature. Sunlight filters through the porch, highlighting the inviting space.

4.97 out of 5 average rating, 232 reviews

Charleston Charmed Cottage - 3 bd/2ba

Superhost

The exterior of a single-story home is depicted, featuring a well-maintained lawn and a welcoming blue front door. Two chairs are positioned on the porch, and a flag is displayed on the left side. Lush trees frame the background against a bright, clear sky.

4.89 out of 5 average rating, 114 reviews

Family Friendly 2 Bd/2 Ba w. Playroom & Yard!

Townhouse in North Charleston

A modern kitchen features a large central island with four stools. Stainless steel appliances and a light-colored countertop are visible, complemented by white cabinetry and subtle tile accents. A dining area with a round table is situated nearby, enhancing the inviting layout.

4.93 out of 5 average rating, 113 reviews

Splendorous Spoleto Ln.

4.95 out of 5 average rating, 182 reviews

A wooden dock extends over calm waters, leading to a covered gazebo. The sun shines brightly in a clear blue sky, reflecting off the serene surface of the water, with grass and marshland visible in the distance.

Townhouse in Charleston

Waterfront Gem on James Island!

Home in Harleston Village

The exterior of a charming carriage house is framed by lush hedges and gravel pathways. Arched black windows and a handsome brick facade enhance the building's historical character, while neighboring architecture showcases the elegance of the area.

4.98 out of 5 average rating, 107 reviews

Casa Zoë | Historic Garden Carriage House CHS

4.95 out of 5 average rating, 268 reviews

A charming cottage exterior is showcased, featuring a large screened porch with white railings. Lush greenery and shrubs surround the entrance, with a gentle walkway leading up to the porch steps. Sunlight filters through the trees, creating a serene outdoor atmosphere.

Cottage in Summerville

Nina's Cottage -Historic Downtown Summerville

4.91 out of 5 average rating, 279 reviews

A primary bedroom is presented with a spacious bed centered against a dark accent wall. Two bedside tables with lamps flank the bed, and decorative glass ornaments hang from the ceiling. A window allows natural light, and a television is positioned against the opposite wall.

Home in Summerville

~ NEWLY RENOVATED 3BR/2BA HOME IN SUMMERVILLE SC ~

4.95 out of 5 average rating, 106 reviews

A colorful wooden sign displays the name 'Edistopia' in playful, bold lettering. Vibrant hues of orange, pink, and blue blend in the background, while palm trees and ocean waves are artistically incorporated into the design.

Home in Edisto Island

EDISTOPIA - A Bodacious Beach Block Beauty!

Family-friendly home rentals with a pool

Guesthouse 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, 109 reviews

The Cottage for Two

4.88 out of 5 average rating, 123 reviews

A fire table is displayed with flames dancing over decorative stones, positioned near a swimming pool. Two glasses filled with a vibrant drink are placed on the edge. Lush greenery surrounds the area, creating a serene outdoor space.

Home in Mount Pleasant

Hammock Haus Snowbird rates for longer stays

Guesthouse in Saint Helena Island

The screened-in porch features a hanging bed adorned with colorful pillows and a soft blanket. Surrounding seating areas include patterned chairs and a decorative rug. Large windows provide views of the greenery outside, allowing natural light to illuminate the space.

4.99 out of 5 average rating, 236 reviews

Charming Waterfront Cottage with Beautiful Views.

4.94 out of 5 average rating, 268 reviews

A spacious backyard features a sparkling heated pool surrounded by a sun deck. Comfortable outdoor seating is arranged under a vibrant orange umbrella, while lush greenery and mature trees provide a natural backdrop for relaxation.

Home in Mount Pleasant

Coastal Family Getaway, Heated Pool

4.92 out of 5 average rating, 278 reviews

A cozy living room features a soft sofa adorned with decorative pillows, complemented by a wooden coffee table. A piece of artwork hangs above, showcasing calming ocean tones. Natural light highlights the serene color palette, while a textured area rug adds warmth to the space.

Townhouse in Charleston

Lowcountry Oasis

Apartment in Johns Island

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.

4.93 out of 5 average rating, 244 reviews

Sailors Rest: Pool & Sauna Johns Island SC Retreat

Guesthouse in North Charleston

A shaded outdoor seating area is furnished with a comfortable couch and chairs, surrounded by tropical plants. A flat-screen TV is mounted on the wall, while a dining table awaits nearby. The entrance door adds a touch of charm to the inviting space.

4.92 out of 5 average rating, 169 reviews

My Happy Place