
Holiday rentals in Hollywood
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Top-rated holiday rentals in Hollywood
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Hart Estates: 2 bedroom retreat on Wadmalaw Island
Cozy Coastal Escape on Beautiful Wadmalaw Island 🌊 Unplug, unwind, & experience true Lowcountry charm at this peaceful island retreat just outside of Charleston. 🏡 Spacious cozy 2-bedroom home thoughtfully built by the Hart family ✨ Professionally cleaned ☀️ Light-filled spaces perfect for slow mornings & relaxed evenings ⏰ Early check-in when possible (available for an additional fee) 🧳 Complimentary early luggage drop-off 📍Lifelong local host happy to share insider tips & recommendations

★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 4 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!

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.

The James: “Tiny” Home b/w Downtown & Folly
The James is a unique 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

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!

Charleston Charmed Cottage - 3 bd/2ba
RANKED TOP 5% of HOMES ON AIRBNB 3 BR / 2 BA cottage in a safe, quiet neighborhood. Modern, beachy décor, new kitchen & bathrooms, screened porch, fenced yard, and game cabinet. Cozy beds with luxury linens, plus bikes, beach chairs, towels, cooler & beach toys. Just 6 mi to Historic Downtown Charleston, 13 mi to Folly Beach, 8 mi to the airport. Dogs welcome ($150). So many extras—it truly feels like your home away from home :) Military, First Responder & Teacher discounts available.

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

Waterfront Retreat, 3 Suites, Pets OK
Welcome to your own peaceful waterfront retreat nestled in nature. This 3-bedroom, 3-bathroom home offers luxury and comfort with natural water views. Enjoy serene mornings on the porch, bike scenic trails, hike nearby parks, or fish from the bank. Just 30 minutes from Edisto Beach and 40 minutes from Downtown Charleston, this secluded getaway offers the perfect blend of tranquility and adventure. Whether unwinding or exploring, Respite Cove is your ideal sanctuary.

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!

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
Other great holiday rentals in Hollywood

77 Oaks on the River

2 King bed 2 Bath*Walkable* Downtown Summerville

Low Country Loft in Ridgeville.

The Cabin at Cool Blow Farms

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

Riverbank Cottage on the Edisto River

The Royal House

Quiet, Secluded Getaway
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $103 SGD | $103 SGD | $105 SGD | $139 SGD | $151 SGD | $152 SGD | $142 SGD | $110 SGD | $116 SGD | $116 SGD | $130 SGD | $116 SGD |
| 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 |
Destinations to explore
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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Shem Creek Park
- Rainbow Row
- Riverfront Park
- Hampton Park
- The Charleston Museum
- Magnolia Plantation & Gardens
- Middleton Place
- Edisto Beach State Park
- Angel Oak Tree
- White Point Garden
- Shelter Cove Towne Centre
- Hunting Island State Park
- Kiawah Beachwalker Park
- The Citadel
- Gibbes Museum of Art





