
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.

Casa de Fig
Casa de Fig is a travel and beach inspired guesthouse providing you with all you need to dive into Charleston - newly built and quietly tucked away next to neighborhood parks and multiple water access points. We’re located in Riverland Terrace, one of Charleston's most quintessential neighborhoods on the water. Known for its central location to Folly Beach and downtown and it's walkability to neighborhood restaurants, bars, the Terrace movie theater, the PourHouse music venue, & farmers market.

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!

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!

Quiet, Secluded Getaway
Welcome to bird's chirping, frogs croaking, fresh eggs (should you find them), and peacefulness in our secluded apartment. Nestled behind our home of 2 ponds, and live oaks, you will instantly feel welcome and at ease. We have worked hard in the past few years to provide others with what we are so grateful for. Should you want your privacy or join me and my son out fishing on our small stocked ponds, you are welcome. Join us on a john boat ride through the marsh should desire. .

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.

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

CHS Guest Suite w/Separate Entry 2 Bedroom& 2 Bath
**One of the few Airbnb’s with a legal permit in Charleston, SC. Just 15 minutes from downtown Charleston, SC. Free parking in my driveway! Guest suite. Own private and separate entrance. Comfortably hosts four. We charge a fee if two people want to stay in two separate rooms- the room rate is based on double occupancy. Fee is $40/ppn for 2nd bedroom Guest access to swimming pool. Complimentary coffee/coffee maker, cable TV, water bottles & juice, refrigerator.

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!

Quiet Cottage | Waterfront | Fire Pit
Welcome to our scenic waterfront retreat on Johns Island.We are a handicap friendly cottage with large, flat doorways and no steps. This 2-bedroom, 2-bathroom single-level home offers woods and garden views.There is a dock to Church Creek where you can fish, crab and kayak. The roads are great for walking and biking.. Families and couples will enjoy the serene beauty and wildlife at this comfortable, hidden gem.

Private Waterfront Retreat w/ Sauna
Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.
Popular amenities for Hollywood holiday rentals
Other great holiday rentals in Hollywood

Calico Cottage

77 Oaks on the River

Low Country Loft in Ridgeville.

The Robin ~ Riverfront Bungalow ~ EV Charger

Roomy & Walkable to some of CHS Best Music & Food!

Jenkins Creekside Apartment

Entire Home - Great Location

Homey private studio w/ kitchenette
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 | $104 SGD | $138 SGD | $150 SGD | $151 SGD | $141 SGD | $109 SGD | $115 SGD | $115 SGD | $130 SGD | $115 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 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 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.
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 holiday rentals in Hollywood

Total holiday rentals
Explore 40 holiday rentals in Hollywood

Nightly prices starting at
Hollywood holiday rentals start at $51 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 10 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

4.6 Average rating
Hollywood stays receive an average rating of 4.6 out of 5 from guests
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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
- Shem Creek Park
- Riverfront Park
- Rainbow Row
- North Charleston Coliseum & Performing Arts Center
- Hampton Park
- The Charleston Museum
- Middleton Place
- Edisto Beach State Park
- Magnolia Plantation & Gardens
- Angel Oak Tree
- White Point Garden
- Hunting Island State Park
- The Citadel
- Shelter Cove Towne Centre
- Kiawah Beachwalker Park
- Morris Island Lighthouse





