
Vacation rentals in Hollywood
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Top-rated vacation rentals in Hollywood
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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.

Centrally Located, Hidden Gem Studio
Centrally located. 2 minutes from the highway, 12 minutes to downtown, 5 minutes from airport, Tanger outlets&Coliseum, 10 minutes to Park Circle and NCHS Waterfront, and 20-25 mins from the beaches. Entire luxurious studio with private driveway and backyard in a quiet neighborhood. Full kitchen, comfortable queen bed, walk-in closet, &futon. Amazing bathroom w/ spacious shower. Self controlled AC unit in studio. Security cameras on premises. City of N.C. Short-Term Rental Permit 2024-0065

Studio Apartment in Charleston’s Plantation Dist.
Cozy studio apartment w/a private entrance overlooking golf course in quiet neighborhood. Studio located in Historic Plantation District minutes from Middleton Place, Magnolia Plantation, & Drayton Hall w/shopping, downtown, & beaches nearby. Equipped w/a cozy queen sized bed, flat screen TV, Xfinity HD cable, high speed internet, Keurig Coffee maker, kitchenette, washer/dryer, & full bathroom! Inquire for Early Check-In/Late Check out available for additional fee. City Operation #00605

★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!

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!

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!

Quaint Cottage Studio in Ashley Forest (Avondale).
Take in the peace, calm, and hospitality of Charleston at this small, quaint, stand-alone cottage. The studio is situated on our property and shares an outdoor lounge and dining area. Located in the neighborhood of Ashley Forest, a small corner of Avondale, you are walking distance to breweries, cafes, wine bars, sushi restaurants and more. Downtown is a 10 minute ride share away, and there is also a bus stop five minutes from the property that will take you to the heart of King Street.

Charleston Tiny Home w/ Private Deck +Boat Parking
Welcome to our charming tiny home on the outskirts of Charleston! Nestled in a peaceful neighborhood, this cozy retreat offers a unique and unforgettable experience for your stay. As you step inside, you'll be greeted by a beautifully designed space that maximizes every inch of its compact layout. Outside, you'll find a delightful deck area where you can relax and unwind after a day of exploring. Our tiny home provides easy access to all the attractions that make Charleston so beloved.

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.

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

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
Other great vacation rentals in Hollywood

Mistletoe Landing

Southern decadence 2 min from park circle

Tiny Garden Dollhouse

2 King beds 2 Bath*Fire Pit* Downtown Summerville

Country Cottage Retreat

The Cabin at Cool Blow Farms

ZenDen-close to CHS and airport

Birds in Flight Cottage
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,304 GYD | G$23,653 GYD | G$25,955 GYD | G$22,606 GYD | G$24,490 GYD | G$24,699 GYD | G$32,025 GYD | G$34,537 GYD | G$24,909 GYD | G$25,327 GYD | G$24,909 GYD | G$23,025 GYD | 
| 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 house rentals in Hollywood? - Experience the best of Hollywood with our house rentals, starting at about $50 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 G$10,466 GYD per night before taxes and fees 
 - Verified guest reviews- Over 2,840 verified reviews to help you choose 
 - Family-friendly vacation rentals- 10 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 10 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! 
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- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- Bulls Island
- James Island County Park
- Middleton Place
- Shipyard Beach Access
- Waterfront Park
- Shem Creek Park
- The Golf Club at Wescott Plantation
- Bradley Beach
- Angel Oak Tree
- Hampton Park
- Harbor Island Beach
- The Charleston Museum
- Secession Golf Club
- Dolphin Head Golf Club
- Bull Point Beach
- Congaree Golf Club
- Isle of Palms Beach
- Driftwood Beach
- Long Cove Club
- Morris Island Lighthouse
- Seabrook Island Beach
