
Vacation rentals in Hollywood
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Top-rated vacation rentals in Hollywood
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★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!

James Island Creek Retreat | On the Water |
Welcome to my low country home on James Island, located on a tidal creek within a quiet family neighborhood. The large backyard is on a beautiful marsh with water access allowing for amazing views. It’s 7min from downtown and 10min from Folly Beach. Perfect central location on James Island to everything Charleston has to offer. As a certified US Coast Guard boat Captain I offer discounted private tours to guest. Please book ahead as the summer gets busy. IG Huckleberry_Boat_Tours for photos

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!

Bridgerton inspired fantasy 2 min from park circle
Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

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!

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

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!

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.

Cozy Cottage w Games, Firepit, Grill, and More!
Centrally located cottage perfect for exploring the wonders of Charleston! - Amazing location; quick drive to downtown, minutes from Avondale, 12 miles to Folly Beach. - On a beautiful 9 mile bike & walking path - Backyard oasis with games, firepit, grill, and outdoor dining space - Beach chairs, cooler, and umbrella available - Updated interiors with king bed, games, streaming, and fast wifi Enjoy the perfect home base to explore the Lowcountry. We can't wait to host you!

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

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!
Popular amenities for Hollywood vacation rentals
Other great vacation rentals in Hollywood

Entire Home in Charleston

Laurel Cottage, a "precious gem of a home"

Charleston Waterfront Retreat w/ Deep Water Dock

Riverfront Stay w/ Dock + Kayaks – Pet Friendly

Bohicket River Retreat

Low Country Loft in Ridgeville.

The Cabin at Cool Blow Farms

Roomy & Walkable to some of CHS Best Music & Food!
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $132 CAD | $154 CAD | $169 CAD | $148 CAD | $160 CAD | $161 CAD | $150 CAD | $116 CAD | $123 CAD | $123 CAD | $138 CAD | $123 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 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 house rentals in Hollywood?
Experience the best of Hollywood with our house rentals, starting at about $70 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 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 free parking?
Absolutely! We offer over 10 house rentals with free parking in Hollywood. Enjoy a tailored experience with all the comforts you desire.
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 $55 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 10 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

4.6 Average rating
Hollywood stays receive an average rating of 4.6 out of 5 from guests
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- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Shem Creek Park
- Waterfront Park
- College of Charleston
- Middleton Place
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- Rainbow Row
- Riverfront Park
- White Point Garden
- Magnolia Plantation & Gardens
- Morris Island Lighthouse
- North Charleston Coliseum & Performing Arts Center
- The Citadel
- Gibbes Museum of Art
- Boone Hall Plantation
- Cypress Gardens
- Fort Sumter National Monument




