Holiday rentals in Hollywood

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Top-rated holiday rentals in Hollywood

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Top guest favourite
Guest house in James Island
4.99 out of 5 average rating, 234 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 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.
Guest house in Summerville
4.98 out of 5 average rating, 756 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 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
4.95 out of 5 average rating, 124 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!

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
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!

Guest favourite
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
4.97 out of 5 average rating, 134 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 favourite
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, 138 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 favourite
The exterior of the guest house features a mix of textured siding and an intricately designed balcony supported by stylish columns. Surrounded by greenery, it includes a circular window and a swing on the porch, inviting relaxation in a tranquil setting.
Guest suite in West Ashley
4.99 out of 5 average rating, 442 reviews

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Guest favourite
A modern kitchen features a central wooden table and contrasting black and white cabinetry. Hexagonal tiles cover the floor, while natural light enters through a window above the sink. Additional appliances and kitchenware are organized along the countertops.
Home in Johns Island
4.97 out of 5 average rating, 100 reviews

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

Top guest favourite
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.
Guest house in West Ashley
4.98 out of 5 average rating, 239 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 favourite
A bright bedroom is filled with natural light, featuring a spacious bed adorned with turquoise accent pillows. Soft beige curtains frame the windows. A small table and a bench offer additional seating, while a microwave can be seen on a nearby console.
Guest suite in James Island
4.95 out of 5 average rating, 1,262 reviews

Newly Renovated Guest Suite with Exterior Entrance

Stay in one of Charleston's few legally permitted AirBnB properties located just minutes from downtown Charleston, SC. You will find our spacious, newly renovated 1 bedroom guest suite with it's own exterior entrance perfect for your trip to Charleston. Enjoy amenities such as a Kuerig with complimentary coffee, microwave and fridge . Folly Beach is also a short drive from the old well established neighborhood you will be in. City of Charleston Permit 05732.

Top guest favourite
An inviting guesthouse is surrounded by lush greenery and vibrant pink flowers, showcasing a wraparound porch with white railings. Tall trees and palm plants create a serene and natural setting, while soft sunlight illuminates the charming structure.
Cottage in Johns Island
4.97 out of 5 average rating, 426 reviews

Captain's Quarters

Nestled at the end of an avenue of Live Oaks, our lowcountry guesthouse offers a peaceful retreat with all of the modern conveniences. Our property is home to beautiful birds, turkey & deer. We are centrally located with easy access to downtown Charleston, Folly, or the airport in 20 minutes, 20 minutes to Kiawah, Seabrook and Wadmalaw Islands. Dinner nearby at Johns Island restaurants, Wild Olive/Royal Tern, or cook up your own fresh catch of the day!

Superhost
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
4.93 out of 5 average rating, 117 reviews

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!

Popular amenities for Hollywood holiday 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 hotel rentals in Hollywood?

    Experience the best of Hollywood with our hotel rentals, starting at about $80 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 10 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 hotel rentals in Hollywood have wifi?

    Absolutely! We offer over 10 hotel 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 holiday rentals in Hollywood

  • Total holiday rentals

    Explore 40 holiday rentals in Hollywood

  • Nightly prices starting at

    Hollywood holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Hollywood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hollywood rentals

  • 4.6 Average rating

    Hollywood stays receive an average rating of 4.6 out of 5 from guests