Holiday rentals in Hollywood

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Top-rated holiday rentals in Hollywood

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Top guest favourite
A spacious sleeping area features a king bed with a simple wooden frame and high-quality linens. Two white dogs sit on the floor, with a neon sign hanging above the bed, stating 'the Folly Beach swell and a Charleston lake.' The room is adorned with tropical-themed decor.
Guest house in Charleston
4.99 out of 5 average rating, 227 reviews

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique NEW 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

Top guest favourite
A serene marsh view is presented, featuring lush green grasses and a calm waterway reflecting the vibrant colors of the sunset. The sky is filled with shades of orange and purple, marking the transition from day to evening, creating a peaceful atmosphere.
Home in Seabrook Island
5 out of 5 average rating, 106 reviews

Sunset Paradise - Great Location on Island

Enjoy Seabrook year round. It's spectacular! Well-appointed two bedroom/ two bath second-floor condo with magnificent marsh view. Beautiful sunroom to relax while enjoying a glass of wine/coffee. Enjoy biking on the beach, tennis, pickleball, golf, & horseback riding. Three bicycles are included for pedaling on Island. Condo is close to Bohicket Marina for sunsets & short bike ride to Fresh Fields for shopping. Unit includes FREE amenity card for club access. Great location. Stay and play!

Top guest favourite
An airy loft space features a suspended wooden swing, inviting relaxation under the high, timbered ceilings. Natural light streams through large windows, illuminating cozy furnishings including a bed and a dining area with a wooden table. Unique decor elements enhance the overall character.
Guest house in Summerville
4.98 out of 5 average rating, 752 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
A serene pathway leads from the grassy area towards a wooden dock extending into the calm waters of the Stono River. Lush greenery is visible on either side, framed by a tall palm tree and dotted with low shrubs, under a clear blue sky.
Home in Johns Island
4.95 out of 5 average rating, 120 reviews

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!

Top guest favourite
A vibrant sunset paints the sky in hues of orange and purple, reflecting beautifully on the calm waters of the Stono River. Silhouetted trees frame the horizon, while the serene landscape offers a peaceful atmosphere.
Cottage in Johns Island
4.93 out of 5 average rating, 212 reviews

Stono River Retreat - Waterfront.

New cozy wood cabin tastefully decorated, situated among the live oak trees on the Stono River (ICW). Cabin is convenient to downtown Charleston, the white sand beaches of Kiawah Island and Folly Beach. Enjoy nearby sights and fabulous local food. End your day relaxing on the screened porch and deck overlooking the serene Stono River & the sunsets! Enjoy the water by launching your kayak or boat on the Stono River at the Limehouse boat landing, just 2 miles away. Abundant wildlife viewing!

Guest favourite
A quaint studio space features a warm wood countertop with a sink, complemented by neatly arranged kitchenware. An antique armoire adds character against a textured brick wall. Soft light filters through sheer drapes, illuminating the cozy sleeping area in the background.
Guest house in Hollywood
4.97 out of 5 average rating, 132 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
A spacious dining table is set for six with woven placemats, clear glassware, and decorative centerpieces. The screened-in porch offers views of lush trees and marshland, with overhead pendant lights casting a warm glow over the setting.
Home in Edisto Island
4.98 out of 5 average rating, 134 reviews

Marshfront Villa In The Trees - Near Beach & Bay

"The most unique and relaxing place to enjoy the tranquility and experience of Edisto. We did not want to leave" - Sambo Nestled atop 360-degree marsh views, you'll be immersed in the exotic natural beauty and wildlife of the Edisto sea island. Hear the waves crashing at the beach from the front porch and watch the marsh tides rise and fall from your choice of the many porches. "Nature with luxury.. our group loved floating from the house out to the inlet for private beach days" - JP

Top guest favourite
The image captures a tranquil pool area illuminated by soft green lights against a backdrop of palm trees. The serene water reflects the surrounding greenery, with a light-colored patio surface complementing the ambiance. The two-story house is partially visible, adding to the inviting atmosphere.
Guest house in Charleston
4.98 out of 5 average rating, 268 reviews

Detached Guest Suite with Pool

Operations Permit # OP2025-5734. Separate entrance to suite. Swimming pool is on veranda . Detached guest suite (45" Smart TV with YouTubeTV ) with full bathroom. Outdoor veranda space includes a swimming pool , outdoor kitchen (microwave,fridge , gas cook top,Keurig (with coffee),toaster, gas fireplace, and large screen Smart TV. The pool is shared with the owners but guests are given privacy. 14 miles to airport 10 miles to downtown Beaches-Kiawah-23 miles. Folly Beach-19 miles.

Top guest favourite
The exterior of the guest house features a mix of textured siding and an intricately designed balcony supported by stylish columns. Surrounded by greenery, it includes a circular window and a swing on the porch, inviting relaxation in a tranquil setting.
Guest suite in Charleston
4.99 out of 5 average rating, 433 reviews

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Top guest favourite
A spacious bedroom features a black metal bed frame adorned with white bedding. Two stylish chairs are positioned beside large windows offering views of the surrounding landscape. A wooden dresser and a woven area rug add elements of comfort and warmth to the room.
Guest house in Charleston
4.98 out of 5 average rating, 236 reviews

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

Top guest favourite
Treehouse in Johns Island
5 out of 5 average rating, 156 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.)

Guest favourite
A serene cottage sits beside a calm pond, reflecting the surrounding trees. The structure features a spacious porch with rocking chairs, framed by palm trees. Large windows and skylights invite natural light, enhancing the connection with the tranquil outdoor environment.
Cottage in Johns Island
4.96 out of 5 average rating, 103 reviews

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.

Popular amenities for Hollywood holiday rentals

When is the best time to visit Hollywood?

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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 hotel rentals in Hollywood have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Hollywood. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Hollywood have free parking?

    Absolutely! We offer over 10 hotel 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