
Holiday rentals in Hollywood
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Top-rated holiday 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.

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!

Charming Home Located Close to Everything
Enjoy your stay in Charleston at this comfortable, and centrally-located duplex. You'll love the charming, historic neighborhood with hundred-year-old oaks, and how quickly you can hop to downtown (3 minutes) and the beach (15 min). You'll be able to walk to a local, organic grocery store, coffee shop, and several restaurants and local boutiques. The property backs up to sixteen miles of paved paths - perfect for walks or a bike ride. This is the ideal home base for your visit to Charleston!

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!

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.

Bright, clean and close to everything!
You and yours will enjoy easy access to everything Charleston has to offer from this centrally located 1 bedroom apartment. -10 minutes to Downtown Charleston -15 minutes to Folly Beach -2 minutes to the public golf course, yes you read that right! Close to everything, check! Our 1 bedroom apartment offers a California king bed, a spacious kitchen, off street car+boat parking, personal washer & dryer and of course, WiFi. Need more? Just ask! We are happy to accommodate.

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

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.

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 holiday rentals
Other great holiday rentals in Hollywood

Southern decadence 2 min from park circle

Charleston Waterfront Retreat w/ Deep Water Dock

The Rustic Roost

The Cabin at Cool Blow Farms

ZenDen-close to CHS and airport

Charleston Tranquility

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

Relaxing fall getaway cottage close to beaches
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $125 SGD | $145 SGD | $159 SGD | $139 SGD | $150 SGD | $152 SGD | $141 SGD | $109 SGD | $116 SGD | $153 SGD | $153 SGD | $141 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 $39 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
- Bulls Island
- Middleton Place
- Shem Creek Park
- 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
- Riverfront Park
- Edisto Beach State Park
- Magnolia Plantation & Gardens




