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Vacation rentals in Hollywood

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Top-rated vacation rentals in Hollywood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Farm stay in Hollywood

4.97 out of 5 average rating, 345 reviews

10guests6beds 3br/2ba 125acre CHS horsefarm

⭐️𝗡𝗼 𝗖𝗹𝗲𝗮𝗻𝗶𝗻𝗴 𝗙𝗲𝗲⭐️ Your own PRIVATE affixed mobile home 🏡 on pastoral horse🐴 farm. 30 mins to downtown Charleston⛲️. A place to enjoy the rural🌳country life, but close to shopping🛍, restaurants🍝, nightlife💃🏼 of downtown🥂 Charleston⛲️. Spend the days☀️ at one of the the beaches- Folly🏖Edisto⛱or Kiawah🏝 and come back to the gated privacy of this serene farm escape🌴. This is a farm🐴 and animal🐐experience🐓. The whole property🌳is to enjoy❤️and you can feed🥕pet and interact w/ the animals anytime❤️

Loft in Charleston

4.95 out of 5 average rating, 428 reviews

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

Guesthouse in Summerville

4.98 out of 5 average rating, 676 reviews

★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*

Guest suite in James Island

4.97 out of 5 average rating, 959 reviews

Lisa's Suite Serenity ~ no cleaning fee~

Pack your bags already!! A safe place to land between downtown Charleston and Folly Beach on James Island. This charming attached guest suite is located in an eclectic neighborhood amid lots of oak trees and foliage. A private, tranquil place to re-center and relax in between exploring our beautiful city and beaches. I live adjacent and care for this safe, fragrance free cleaned retreat and look forward to welcoming you .. providing your private home away from home for wonderful memories.

Guesthouse in Charleston

4.98 out of 5 average rating, 255 reviews

Detached Guest Suite

Detached guest suite (45" Smart TV )with full bathroom. Outdoor veranda space, includes a pool , outdoor kitchen(microwave,fridge , gas cook top,Keurig with coffeepods,cream,sugar,Toaster oven) and gas fireplace with large screen Smart TV . Separate entrance . 14 miles to airport(appx. 20 mins) 10 miles to downtown , Beaches(Kiawah appx. 24 miles or Folly 16 miles ). The pool is shared with the owners but our guests are given plenty of privacy. Operation Permit #OP2024-04522

Tiny home in Johns Island

4.89 out of 5 average rating, 103 reviews

Charleston Tiny Home w/ Private Deck +Boat Parking

Welcome to our charming tiny home on the outskirts of Charleston! Nestled in a peaceful neighborhood, this cozy retreat offers a unique and unforgettable experience for your stay. As you step inside, you'll be greeted by a beautifully designed space that maximizes every inch of its compact layout. Outside, you'll find a delightful deck area where you can relax and unwind after a day of exploring. Our tiny home provides easy access to all the attractions that make Charleston so beloved.

Guest suite in James Island

4.99 out of 5 average rating, 749 reviews

Private Riverland Loft

Listed as number 5 out of the TOP 15 BEST Airbnb’s in Charleston County!! Close to DOWNTOWN CHARLESTON, arts, culture, restaurants, dining, parks. Private room over garage of my home w/ a SEPARATE entrance. Large rm with a sitting area, KING size Bed and a full bath. Keurig coffee maker, microwave and refrigerator with a freezer provided. In the historic Riverland Terrace neighborhood. A short Uber ride to downtown Charleston ( less than 15 minutes ) and about 15 min to Folly Beach.

Guest suite in West Ashley

4.9 out of 5 average rating, 440 reviews

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.

Tiny home in Ravenel

4.9 out of 5 average rating, 533 reviews

CHARLESTON TINY HOUSE ON A GOAT MICRO-FARM

**FRESH UPDATES FOR 2023** Charming, award-winning Tiny House minutes from Historic Charleston and beaches! Collect the eggs, feed the goats, sit by the fire pit under the stars! Escape the hustle and bustle! Come relax with us close to the action yet worlds apart! **We prefer a 2 night weekend stay but if you see one night available, message me and we will get you booked!**

Guesthouse in Johns Island

4.98 out of 5 average rating, 257 reviews

Private waterfront apt in the oaks

Romantic get away for nature lovers. Private 2nd floor studio apartment over garage (guest parking), nestled among large live oaks overlooking tidal creek & dock on wooded property. Less than 30 minutes from downtown Charleston, Folly Beach, Kiawah. Shrimp, fish, crab or just enjoy the hammock on the dock. Or go for a paddle in one of the kayaks provided for a small fee.

Guesthouse in West Ashley

4.9 out of 5 average rating, 589 reviews

Cute, Cozy, Charleston Cottage

Enjoy the wonders of Charleston in this centrally located private space! Conveniently located 6 miles from downtown, 8 miles from the airport, 12 miles to Folly beach, and just minutes away from all of the restaurants, bars, and shops in Avondale. Take a walk down the 9 mile cycling/walking path or relax after a day spent enjoying historic downtown Charleston.

Bus in Hollywood

4.86 out of 5 average rating, 185 reviews

RETRO & FUN 1989 Skoolie Bus Luxury Experience

Enjoy the vintage and modern charm of this fully renovated 1989 School bus that is beautifully positioned on 20 Acres of woods. While enjoying the beautiful land there's on site Frisbee golf, corn hole & a fire pit. The bus is 30 minutes to downtown Charleston or Edisto Beach & 45 minutes to other beaches. Pets are OK with additional fee.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

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Unique stays

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Homes

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Popular amenities for Hollywood vacation rentals

Free parking on premises

Air conditioning

Stay near Hollywood's top sights

Caw Caw Interpretive Center46 locals recommend

Stono Market and Tomato Shed Cafe44 locals recommend

Angel Oak Restaurant28 locals recommend

Publix Super Market at West Ashley Place14 locals recommend

Southside 17 Bar and Grill9 locals recommend

Fillin Station Diner9 locals recommend

Other great vacation rentals in Hollywood

Cottage in Saint Helena Island

5 out of 5 average rating, 218 reviews

Harbor River Cottage

Home in Meggett

4.86 out of 5 average rating, 22 reviews

Froggy Cottage

Guesthouse in Hollywood

5 out of 5 average rating, 37 reviews

Charming Farm Stay in Hollywood

Home in Ravenel

4.95 out of 5 average rating, 37 reviews

Spacious 3 Bed, 2 Bath House

Guesthouse in James Island

4.97 out of 5 average rating, 246 reviews

Parkway Place - Entire Studio Apartment - Sleeps 2

Cottage in Summerville

4.99 out of 5 average rating, 302 reviews

Magnolia Cottage

Guesthouse in Adams Run

5 out of 5 average rating, 4 reviews

Private Guest House Near Beach

Guesthouse in James Island

4.92 out of 5 average rating, 332 reviews

Mother in Law in James Island Riverland Terrace

Quick stats about vacation rentals in Hollywood

Total rentals
40 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

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 house rentals in Hollywood?
Experience the best of Hollywood with our house rentals, starting at about $40 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.

Destinations to explore