
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.

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.

★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*

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!

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!

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.

Waterfront Nature’s Retreat Cottage 2Bd/2B
Take it easy at this unique & tranquil waterfront getaway where you will be able to enjoy the stunning views of the Ashley river and beautiful sunsets over Magnolia Gardens. The 2 BR Cottage is located on 1.5 acres on private property Whether you are here for work or play, this property is centrally located: Min from airport, outlets, breweries, restaurants, I-26, 526, Boeing, 20 min from DT Charleston 30 min from the beach. NO PARTIES NO SMOCKING NO PET NO SWIMMING NO DOCK ACCESS 5 PERS

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.

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# OP2024-04998

The Blue Bungalow- Central Park Circle
This 2 bedroom home in the heart of Park Circle has just undergone a full renovation. It is conveniently located. 10-15 min drive to downtown Charleston. It is a short walk to all the Park Circle restaurants, breweries, parks, bars, and more. Holy City Brewery, Firefly Distillery, and Riverfront park are right by the house. To enjoy the beach head about 25-35 min to Sullivans Island, Isle of Palms or Folly Beach. Please note there is a train track behind backyard fence.

Peaceful Haven -5 miles to Folly Beach or Downtown
Welcome to Peaceful Haven! We live in Oregon, but visit often to spend time with our grandchildren. You will find our house fully-stocked-we have stayed in many Airbnbs, and want to make sure you have what's needed, without being burdened with our belongings. LOCATION: Our home is located right between Charleston and Folly Beach - 12 minutes/5 miles to each. ISSUES? Our son & daughter-in-law live right around the corner, and care for the home. EV Charger on site.

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.

Luxury Sea Cabin Guest Suite - Across from Beach
After a years remodel, our downstairs apartment is ready for you! Across from the best surfing beach in the state, 'the Washout,' this 1 Bedroom suite has everything you need for an easy getaway to the island. Just a few steps to the beach, a bike ride to great restaurants, or 15 minutes drive to historic Charleston, this private spot is perfect for couples, surfers, beach lovers, or solo travelers. Please read additional details below.
Popular amenities for Hollywood vacation rentals
Other great vacation rentals in Hollywood

Mistletoe Landing

Charleston Waterfront Retreat w/ Deep Water Dock

ZenDen-close to CHS and airport

Sand Dollar Carriage House

Charleston Tranquility

Cottage 1 king bed, 1 set bunk beds, heated pool

NEW Secluded Waterfront Retreat 3br 3ba sleeps 6

Johns Island Cottage
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $135 CAD | $157 CAD | $172 CAD | $150 CAD | $162 CAD | $164 CAD | $153 CAD | $118 CAD | $125 CAD | $165 CAD | $165 CAD | $153 CAD |
| Avg. temp | 10 °C | 12 °C | 15 °C | 19 °C | 23 °C | 26 °C | 28 °C | 27 °C | 25 °C | 20 °C | 15 °C | 11 °C |
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 vacation rentals in Hollywood

Total vacation rentals
Explore 40 vacation rentals in Hollywood

Nightly prices starting at
Hollywood vacation rentals start at $42 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Hollywood vacation 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!
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- Charleston City Market
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Waterfront Park
- Bulls Island
- Shem Creek Park
- Middleton Place
- Angel Oak Tree
- Hampton Park
- Fort Sumter National Monument
- The Charleston Museum
- Isle of Palms Beach
- Morris Island Lighthouse
- White Point Garden
- Gibbes Museum of Art
- Whirlin' Waters Adventure Waterpark
- Children's Museum of the Lowcountry
- Coastal Discovery Museum
- Rainbow Row
- Edisto Beach State Park
- Sheldon Church Ruins
- Pirate's Island Adventure Golf




