Vacation rentals in Hollywood

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Top-rated vacation rentals in Hollywood

Guests agree: these stays 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
4.99 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

Guest favorite
A cozy living area features soft beige seating paired with a light wooden coffee table. Natural light filters through the windows, highlighting modern artwork on the wall. A small desk is positioned against the wall, while plants add a touch of greenery.
Home in West Ashley
4.92 out of 5 average rating, 113 reviews

Cozy Charleston Cottage • Near Downtown & Beach

Experience the charm of Charleston in this cozy 3 bedroom, 2 bath cottage. This inviting retreat features a warm living area with comfortable seating and an equipped kitchen for home-cooked meals. Each bedroom offers a restful atmosphere, ensuring a peaceful night's sleep. Enjoy the private backyard, ideal for morning coffee or evening relaxation. Located just minutes from historic sites, shopping, and dining, this cottage is your perfect base for exploring the beauty and culture of Charleston.

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, 745 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
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 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
4.95 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 favorite
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!

Top guest favorite
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.
Home in West Ashley
4.98 out of 5 average rating, 133 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.

Guest favorite
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
4.97 out of 5 average rating, 128 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!

Guest favorite
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
4.92 out of 5 average rating, 142 reviews

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.

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, 231 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
Home in West Ashley
4.99 out of 5 average rating, 220 reviews

•The Nina House• 3 Miles to Downtown Charleston

Discover the Nina House, a chic bohemian retreat minutes from historic Charleston. Enjoy the best of both worlds: vibrant city life close by, yet tucked into a quiet neighborhood, free from noise and parking hassles. Relax in sunlight, eclectic interiors or unwind in the private outdoor clawfoot tub. With style, comfort, and convenience in equal measure, The Nina House is your peaceful escape with Charleston‘s charm at your doorstep. (OP2023-04138)

Top guest favorite
Treehouse in Johns Island
5 out of 5 average rating, 151 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.)

Popular amenities for Hollywood vacation rentals

When is the best time to visit Hollywood?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Hollywood?

    Hollywood has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Hollywood?

    Experience the best of Hollywood with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Hollywood?

    Four-legged friends are welcome in Hollywood. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Hollywood?

    Yes! Work meets play with ease at over 20 vacation rentals in Hollywood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do hotel rentals in Hollywood have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Hollywood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hollywood have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Hollywood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hollywood have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Hollywood. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Hollywood have free parking?

    Absolutely! We offer over 10 hotel rentals with free parking in Hollywood. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Hollywood

  • Total vacation rentals

    Explore 40 vacation rentals in Hollywood

  • Nightly prices starting at

    Hollywood vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 2,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Hollywood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hollywood rentals

  • 4.8 Average rating

    Hollywood stays are highly rated by guests—averaging 4.8 out of 5!