Holiday rentals in Oak Island

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Top-rated holiday rentals in Oak Island

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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, 225 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 spacious open floor plan is presented, featuring a comfortable King size bed adorned with white bedding. A light-colored coffee table is centered in front of a cozy couch. Kitchen amenities are visible in the background, and wood-paneled ceilings add warmth to the space.
Guest house in Charleston
4.99 out of 5 average rating, 152 reviews

Luxury Loft (2 miles from Folly Beach)

The Luxury Loft is perfect for one person or a couple. The stylish surfer vibe loft is adjacent to the main house with a separate entrance. Located 2 miles from Folly Beach, walking distance to a grocery store, and 20 minutes from Downtown Charleston. Spacious shower, kitchen with hot plate, convection oven, microwave, coffee maker and blender. It has Wifi and smart TV with a split unit A/C. Off-street parking space for one and one space street parking. Beach vibes without all the crowds.

Top guest favourite
The cottage exterior features a bright yellow facade with multiple outdoor spaces, including a stairway leading to a wrap-around deck. Palm trees and lush greenery surround the home. An American flag is displayed prominently, and a shaded area includes a patio with built-in seating.
Home in Folly Beach
4.98 out of 5 average rating, 131 reviews

*Folly’s Treehouse* Walk to Beach, Center St, Pier

Island Life at its Best. Enjoy a beach stay at this bright and airy 2 bedroom 1.5 bathroom cottage located 2 blocks from beach & 1 block from Center St. Walk to Beach, Pier, Bert's, restaurants, and shops on Center St. With an airy interior and awesome outdoor spaces this classic Folly cottage will not disappoint. Also, don't miss the outdoor shower and super comfy beds. Beach chairs included! 20 min to Downtown Charleston. **We have a severe animal allergy in the family, please no animals.**

Top guest favourite
A cozy screened-in terrace offers expansive views of the surrounding marshland, framed by large open windows. A small glass table with seating for four is positioned alongside a comfortable couch, inviting relaxation while enjoying the natural beauty at sunset.
Apartment in Charleston
4.97 out of 5 average rating, 247 reviews

Little Oak Love | 5 Minutes to Folly | Marsh Views

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor, two-bedroom, two-bath condo offers stunning views from almost every room, and ultimate privacy. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Plus, you're only a 20-minute drive from historic Downtown Charleston. This condo is perfect for the ultimate Lowcountry vacation experience!

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, 118 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
The contemporary exterior of a luxury apartment is showcased, perched above a lush landscape featuring grasses and shrubbery. Scenic views of the marsh and distant coastline can be seen, emphasizing the tranquil setting and natural beauty surrounding the property.
Flat in Charleston
4.96 out of 5 average rating, 170 reviews

The Folly River Flat at Folly Beach NOW WITH DOCK!

Luxury Apartment WITH DOCK ACCESS! The space is attached to main residence. Private living room, kitchen, bedroom, bathroom, with private porch w/great sunset view and private entry. 1 mile from the beach, 3/4 mile to the Folly Beach landing and water sport rentals, and 3/4 mile from Center Street Folly Beach where there are great shops, restaurants, and activity rentals. Has a yard with great views. Dock free unless you use for your boat/kayak. $25/night for kayak, $60/night for boat.

Guest favourite
The exterior of a colorful cottage is shown, featuring vibrant green walls and a welcoming front porch. Lush greenery surrounds the house, with artistic murals decorating the fence. A playful sign labeled 'The Smile House' is visible, emphasizing the inviting entrance.
Bungalow in Folly Beach
4.88 out of 5 average rating, 297 reviews

Smile House

The Smile house shares a porch area with the main house/Inn at Beachside. The 2 king bed/2 bath beach cottage (formerly Christy's dental office) has since been converted back and filled with Folly charm! Amenities include fully equipped kitchen, living areas, as well as a large front porch! Paid parking is available across the street, however there is parking in front on a first come first serve basis. Due to the great location, many guests never use their car once they have arrived.

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, 432 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, 234 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
A private balcony features two comfortable wicker chairs facing a small table, overlooking lush salt marshland. The blue sky is dotted with fluffy clouds, creating a serene backdrop for outdoor relaxation. The wooden flooring complements the natural surroundings, enhancing the tranquil setting.
Guest suite in Charleston
5 out of 5 average rating, 167 reviews

Marsh view retreat near Folly Beach and Downtown

**Please review additional notes below about potential construction noise** Welcome to Lighthouse Lookout, a private-entry guest suite, offering a truly unique Charleston experience. Conveniently located on James Island, between Folly Beach and Downtown Charleston. The private balcony provides stunning views of the salt marsh and historic Morris Island Lighthouse. It’s the perfect place to relax and enjoy the changing tides, abundant wildlife, and scenic sunrises.

Top guest favourite
Home in Folly Beach
4.96 out of 5 average rating, 162 reviews

Luxury pool, center of Folly, 2 blocks to beach!

Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Top guest favourite
A two-story duplex features a light-colored exterior with numerous balconies and shaded areas. Lush greenery and palm trees are present in the landscape. A smooth driveway leads to the entrance, where a parked car is visible. The sky is bright with scattered clouds.
Home in Folly Beach
4.97 out of 5 average rating, 232 reviews

Lux Beach Bungalow Ocean Views Heated Pool

Luxury furnishings and linens. Stay in a home not just an Airbnb. One block to Center Street which means you are walking distance to all the shops, bars, and restaurants on the island, the pier, and across the street from Berts corner store. Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music. LIC 063713, STR25-A0098

Popular amenities for Oak Island holiday rentals