Family-friendly vacation 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 favorite
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 James Island
4.98 out of 5 average rating, 241 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 favorite
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 James Island
4.99 out of 5 average rating, 337 reviews

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.

Top guest favorite
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, 759 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 favorite
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
4.94 out of 5 average rating, 130 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 4 bikes included. Come and enjoy this beautiful property!

Guest favorite
Guesthouse in Hollywood
4.97 out of 5 average rating, 138 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 favorite
A spacious dining table is set for six with woven placemats, clear glassware, and decorative centerpieces. The screened-in porch offers views of lush trees and marshland, with overhead pendant lights casting a warm glow over the setting.
Home in Edisto Island
4.98 out of 5 average rating, 139 reviews

Marshfront Villa In The Trees - Near Beach & Bay

"The most unique and relaxing place to enjoy the tranquility and experience of Edisto. We did not want to leave" - Sambo Nestled atop 360-degree marsh views, you'll be immersed in the exotic natural beauty and wildlife of the Edisto sea island. Hear the waves crashing at the beach from the front porch and watch the marsh tides rise and fall from your choice of the many porches. "Nature with luxury.. our group loved floating from the house out to the inlet for private beach days" - JP

Top guest favorite
The image captures a tranquil pool area illuminated by soft green lights against a backdrop of palm trees. The serene water reflects the surrounding greenery, with a light-colored patio surface complementing the ambiance. The two-story house is partially visible, adding to the inviting atmosphere.
Guesthouse in Charleston
4.98 out of 5 average rating, 269 reviews

Detached Guest Suite with Pool

Operations Permit # OP2025-5734. Separate entrance to suite. Swimming pool is on veranda . Detached guest suite (45" Smart TV with YouTubeTV ) with full bathroom. Outdoor veranda space includes a swimming pool , outdoor kitchen (microwave,fridge , gas cook top,Keurig (with coffee),toaster, gas fireplace, and large screen Smart TV. The pool is shared with the owners but guests are given privacy. 14 miles to airport 10 miles to downtown Beaches-Kiawah-23 miles. Folly Beach-19 miles.

Top guest favorite
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 West Ashley
4.98 out of 5 average rating, 243 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

Top guest favorite
A charming pathway lined with greenery leads through a white picket gate. The brick-paved path is bordered by flourishing plants and small trees, inviting a serene stroll through the garden-like setting.
Apartment in Charleston
5 out of 5 average rating, 409 reviews

Dream Catcher Carriage House Daniel Island

Our carriage house apartment is located on a peaceful marsh on beautiful Daniel Island next to walking/biking paths. It is also walking distance to parks, shops, and restaurants. Daniel Island is approximately 15 to 20 minutes from the airport, downtown Charleston, and local beaches. All AirBnB rentals in Charleston & Daniel Island must have a business license. The application process was not easy but we did it! Dream Catcher's permit number is OP2018 00373.

Top guest favorite
A charming cottage is surrounded by vibrant azaleas and lush greenery. The inviting porch features comfortable seating with a view of the flower-filled garden, creating a peaceful outdoor atmosphere. Tall trees provide shade, emphasizing the serene country setting.
Cottage in Summerville
4.97 out of 5 average rating, 287 reviews

Cottage in the Oaks

Cottage in the Oaks is truly a dream cottage. Our goal was to make this cottage a restful, peaceful home away from home. We are nestled on 2.5 acres with multiple ancient Live Oaks. You will feel as though you are in a country setting but are only a 2 minute drive to the center of Historic Summerville, with multiple choices of restaurants, local shops and of course bars. Play pickleball? We know all the local courts and teams, we are happy to help you find a game!

Top guest favorite
Treehouse in Johns Island
5 out of 5 average rating, 159 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.)

Guest favorite
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
4.96 out of 5 average rating, 108 reviews

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.

Popular amenities for Hollywood family-friendly rentals

When is the best time to visit Hollywood?

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Avg. priceﺩ.ﺇ 503ﺩ.ﺇ 514ﺩ.ﺇ 661ﺩ.ﺇ 716ﺩ.ﺇ 753ﺩ.ﺇ 687ﺩ.ﺇ 698ﺩ.ﺇ 694ﺩ.ﺇ 650ﺩ.ﺇ 683ﺩ.ﺇ 514ﺩ.ﺇ 477
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Quick stats about vacation rentals that are family-friendly in Hollywood

  • Total vacation rentals

    Explore 20 vacation rentals in Hollywood

  • Nightly prices starting at

    Hollywood vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

  • Verified guest reviews

    Over 1,560 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Hollywood vacation rentals include wi-fi 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!