Holiday rentals in Hollywood

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Top-rated holiday rentals in Hollywood

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Superhost

Farm stay in Ravenel

4.81 out of 5 average rating, 105 reviews

Cozy Farmhouse Suite With Deck and Firepit

The cozy farmhouse suite sits on 10 beautiful acres! Experience all the historic wonder in Downtown Charleston (25 minutes), then retreat back to a peaceful country setting to relax & unwind. Enjoy horses, goats, & chickens or sit beside a bonfire (we provide firewood). If you enjoy boating or kayaking, visit the public boat landing up the road. There is also a bike path. Explore nearby restaurants, beaches, plantations, parks, & shops. We are pet friendly (must add pet as a guest-$30 pet fee).

Top guest favourite

Guest house in Summerville

4.98 out of 5 average rating, 702 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*

Top guest favourite

Guest house in Hollywood

4.99 out of 5 average rating, 80 reviews

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!

Top guest favourite

Treehouse in Adams Run

5 out of 5 average rating, 36 reviews

Tree House Close to Beach

Nestled high among the branches this enchanting tree house offers a unique escape into nature. With panoramic views and the soothing sounds of rustling leaves, it’s the perfect retreat for adventurers and relaxation seekers alike. Featuring cozy interiors, modern amenities, and a rustic charm, this elevated hideaway invites you to unwind, explore, and reconnect with the great outdoors. Experience the magic of treetop living and create unforgettable memories in this serene woodland sanctuary.

Guest favourite

Tiny home in West Ashley

4.88 out of 5 average rating, 150 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 favourite

Loft in Summerville

4.91 out of 5 average rating, 380 reviews

White Pickett District Loft

Welcome to our charming White Pickett District loft nestled in the heart of historic downtown Summerville! This cozy retreat offers a private one bedroom, one bath with kitchenette, perfect for couples or solo travelers looking to explore the beauty of South Carolina. WPD is just steps away from the town’s rich history and culture. Whether you’re here for a weekend getaway or an extended stay, WPD offers the perfect blend of comfort, convenience & charm for unforgettable experience!

Top guest favourite

Guest house in Hollywood

5 out of 5 average rating, 34 reviews

Charming Country Retreat

Welcome to Moon Dam Farm, a picturesque retreat in the heart of Adams Run, South Carolina. This unique guest home is gracefully situated on an expansive 8+ acre estate, providing you with the space and freedom to relax and unwind. Nestled in the charming community of Adams Run, just moments away from the vibrant city of Charleston, you'll enjoy the perfect fusion of rural tranquility and urban accessibility. Come revel in the serene, open space, this charming retreat has to offer.

Guest favourite

Home in Summerville

4.93 out of 5 average rating, 111 reviews

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.

Top guest favourite

Cottage in Summerville

4.96 out of 5 average rating, 259 reviews

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!

Top guest favourite

Treehouse in Johns Island

5 out of 5 average rating, 115 reviews

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.)

Superhost

Home in Johns Island

4.87 out of 5 average rating, 151 reviews

Serene Johns Island 2/1 Home Between Chas & Kiawah

This newly renovated Midcentury Modern style home is situated on Johns Island, half way between Charleston and Kiawah/Seabrook Islands. Whether you enjoy golfing, beach days, or exploring the charm and history of Downtown Charleston, you'll be close to it all. We are 30 minutes to Folly Beach, 24 minutes to Kiawah Island, 27 minutes to Seabrook Island, and 22 minutes to Downtown Charleston.

Top guest favourite

Guest house in Johns Island

4.98 out of 5 average rating, 270 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.