
Holiday rentals in Hollywood
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Top-rated holiday 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!

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!

Comfy 1BR~Mins to Park Circle, Downtown, Outlets
The Sabine is the perfect choice when you need a comfy getaway in Charleston. We’re close to all the sights to see! 🎶2.5 miles to the NC Coliseum & Performing Arts Center 🍍4.2 miles to historic Downtown 🏝️16 miles to Folly Beach 🐩 Pet friendly* 🧽 $0 cleaning fee + professionally cleaned 🕔 Early check-in when possible* 🧳 Early luggage drop off starting at 12pm* 🏡 Safe area 💬 Impeccably responsive host 🚫 Chore-less check out ⭐️ Unbeatable cancellation policy *Fees apply.

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!

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

The Coastal Getaway! A perfect spot for couples!
If you are looking for a clean, quiet vacation spot that is ideally located and perfect for two, look no further than the Coastal Getaway! With its own private entrance, this apartment has no shared indoor space. A private parking spot to boot. A short drive to Sullivan's Island beach. Many restaurants within walking distance. Downtown Charleston is a ten-minute drive. Past guests have loved their stay! Check out the many 5 Star reviews! Permit ST260356 BL# 20132914

Cottage in the Oaks
Cottage in the Oaks is truly a dream cottage. Our goal was to make this cottage a restful, peaceful home away from home. We are nestled on 2.5 acres with multiple ancient Live Oaks. You will feel as though you are in a country setting but are only a 2 minute drive to the center of Historic Summerville, with multiple choices of restaurants, local shops and of course bars. Play pickleball? We know all the local courts and teams, we are happy to help you find a game!

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
Other great holiday rentals in Hollywood

Mistletoe Landing

Cozy Haven in Ravenel, Perfect Getaway

3BR Family Haven~22 mins to beach with huge yard!

"Tee Time & Tranquility"

Rainbow Row of Oakbrook

Full Fence/King Suite/Open floor plan

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

Upscale Pool Club 2BR Near Park Circle & Downtown!
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $123 SGD | $144 SGD | $158 SGD | $137 SGD | $149 SGD | $150 SGD | $140 SGD | $108 SGD | $114 SGD | $151 SGD | $151 SGD | $140 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 |
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 $38 SGD 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!
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- Charleston City Market
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Waterfront Park
- Shem Creek Park
- Bulls Island
- Middleton Place
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- Isle of Palms Beach
- White Point Garden
- Morris Island Lighthouse
- Gibbes Museum of Art
- Riverfront Park
- The Citadel
- Rainbow Row
- College of Charleston
- Coastal Discovery Museum
- Fort Sumter National Monument
- Magnolia Plantation & Gardens
- Children's Museum of the Lowcountry




