Holiday rentals in Hollywood

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Top-rated holiday rentals in Hollywood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.93 out of 5 average rating, 403 reviews

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.

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, 741 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 West Ashley
4.95 out of 5 average rating, 112 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!

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, 124 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 favourite
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.
Apartment in Seabrook Island
4.91 out of 5 average rating, 140 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.

Guest favourite
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
4.96 out of 5 average rating, 121 reviews

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

Top guest favourite
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
4.94 out of 5 average rating, 141 reviews

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.

Top guest favourite
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
4.95 out of 5 average rating, 189 reviews

Cozy Townhouse 5 mins from Magnolia Plantation

This recently renovated townhouse is located in the heart of West Ashley amidst a nice quiet neighborhood. As you enter you will find a living room with a gorgeous fireplace, smart TV, and a cozy couch. A full kitchen, washer/dryer, backyard, and parking for 2 are there for your convenience. You are conveniently located to Downtown, Tanger Outlets, Airport, Historic Plantation District, and Folly Beach. Regardless of your choice of activity, you will be comfortable and have fun!

Guest favourite
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.
Guest suite in West Ashley
4.9 out of 5 average rating, 537 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.

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
4.99 out of 5 average rating, 225 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 Charleston
4.95 out of 5 average rating, 1,232 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
A bright and airy screened porch features two modern lounge chairs, accented with decorative pillows. Natural light filters through large windows, showcasing greenery outside and a wooden deck floor that adds warmth to the serene space.
Cottage in Park Circle
4.98 out of 5 average rating, 233 reviews

Silverlight Cottage in Park Circle

A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.

Popular amenities for Hollywood holiday rentals

When is the best time to visit Hollywood?

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Frequently Asked Questions

  • 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.

  • Are there family-friendly vacation rentals in Hollywood?

    Hollywood has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • 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.

  • Do house rentals in Hollywood have free parking?

    Absolutely! We offer over 10 house rentals with free parking 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 house rentals in Hollywood have air conditioning?

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

  • 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.

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 £22 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 20 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

  • 4.8 Average rating

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