Holiday rentals in Oak Island

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Top-rated holiday rentals in Oak Island

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Top guest favourite
A cozy tiny house features a rustic wooden exterior and a metal roof, surrounded by lush greenery. The front porch is adorned with two rocking chairs, inviting guests to enjoy the natural ambiance of the woodland setting.
Tiny home in Charleston
4.93 out of 5 average rating, 402 reviews

The Backpacker

Our "Backpacker" is a cute and cozy 96 sq.ft. of tiny house nirvana. Situated on a small tidal slough, it provides a beautiful natural setting for reflection and appreciation of that which is good in life. For those looking for luxury, the Backpacker is not for you (you may encounter bugs and it's really hot in summer). However, the Backpacker has a pretty cool vibe, and is extremely convenient to historic Charleston and Funky Folly Beach. The Backpacker is for backpackers and nature lovers.

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, 120 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, 236 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 rustic beach bungalow is illuminated by warm outdoor lights, highlighting the inviting wooden deck with yellow Adirondack chairs. Lush greenery surrounds the deck, which features a set of stairs leading to the entrance. Bright windows enhance the cozy ambiance of the cottage.
Bungalow in Folly Beach
4.94 out of 5 average rating, 448 reviews

Fourth Block Private Beach Paradise

Welcome to your Folly paradise! This rustic 1940's beach bungalow was updated with modern appliances, brand new luxury bathroom, art, surfboards, 60" 4K smart TV ready for your subscriptions, stereo with bluetooth, and a huge outdoor shower. Guests love the privacy of having a secluded, full-sized property with great outdoor spaces, parking, and a short walk to the beach, bars and restaurants- for the same rate as a noisy condo. A retreat for guests that want a true old school folly vibe.

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
4.97 out of 5 average rating, 164 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
Home in Folly Beach
4.81 out of 5 average rating, 201 reviews

Heated pool - hot tub - waterfront - Walk to beach

*Please Note* pool won’t be complete until mid April Our home offers some of the most stunning views on Folly! With four private patios, you are able to see amazing wildlife in the marsh, the Intracoastal Waterway, and the Morris Lighthouse. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there is a plenty of rm Enjoy the hot tub overlooking the marsh, a secluded rooftop room with deck with amazing view; plus Golf hitting bay, darts, ping pong STR23-0364799CF LIC00726

Top guest favourite
Home in Folly Beach
4.91 out of 5 average rating, 309 reviews

Pelican's Porch on Folly Beach-Oceanview

Located directly across from beach with a path from the frontyard to the beach. Comfortable beach house, tastefully decorated on the West end of the island with large deck overlooking the ocean. The short sandy beach path is right out the front door. The home has ocean views and peaks of the river to the rear. View both sunrises and sunsets on this end of island. 9 blocks from the vibrant , eclectic center of town is where you'll find local cafes, restaurants, stores, bars and the pier.

Guest favourite
The living room features a reclining leather sofa facing a large flat-screen TV. Two vibrant ocean-themed artworks brighten the space, complemented by a colorful area rug. Natural light enters through sliding glass doors leading to a covered patio with outdoor seating.
Apartment in Charleston
4.89 out of 5 average rating, 212 reviews

Fresh & Modern Folly Beach Condo

Minutes to beautiful Folly Beach! Everything Folly is just moments away from your doorstep. Enjoy the convenience of dedicated covered parking along with the incredible marsh sunsets. This unit has a large covered patio perfect for dining al fresco. Both bedrooms have king beds and the reclining leather sofa in the living room comfortably seats 4 for ultimate relaxation. Offering blazing fast WIFI and smart TVs. Come get away from it all while also having all of the comforts of home.

Top guest favourite
An open kitchen and dining area feature modern appliances and a dining table for four. Warm wooden beams structure the ceiling while a rug adds color to the tiled floor. A spacious layout allows for easy movement between the kitchenette and living area.
Home in Charleston
4.96 out of 5 average rating, 182 reviews

Centrally Located Duplex, Downtown, Beach

Centrally located on James Island, halfway between Downtown Charleston and Folly Beach. It's only 3 miles to downtown Charleston's significant historic sites and world class restaurants. Folly Beach is 7 miles away and home to beautiful beaches, surfing, fishing and wonderful food and nightlife. This rental is walking distance to 3 breakfast spots, a grocery store, great restaurants, bars and Dock Street Park. Cute, cozy and full of amenities in a family friendly neighborhood.

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, 153 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
A large Grand Oak tree provides a natural canopy over the gravel driveway leading to the cozy cottage. Lush greenery surrounds the pathway, while the cottage, framed by the trees, is visible in the background, blending harmoniously with the serene landscape.
Cottage in Charleston
4.96 out of 5 average rating, 181 reviews

Grand Oaks Cottage: Ideal Location!

This charming cottage is a haven tucked off of Folly Road. Only 5 minutes from Folly Beach and 8 minutes from downtown historical Charleston. The porch over looks the large lot that is framed in by four majestic Grand Oaks that are draped with Spanish Moss, hence how the cottage was named. While relaxing it is possible to see the occasional deer, turkey, racoon and fox.

Top guest favourite
A compact sleeping area features a queen-size bed with a light blue patterned blanket. Above the bed, a cheerful 'Folly Beach' art piece adds character. A small table with two yellow chairs is included, and a wall-mounted air conditioning unit is visible.
Tiny home in Folly Beach
4.98 out of 5 average rating, 451 reviews

Itty Shack-small but all you need

We are excited to bring you the newest and cutest members of The RatherShacks family: Itty Shack and Bitty Shack. The concept came to us through customer feedback, extensive research, and many drinks. 2 heartbeats only. This includes all adults, children and infants. I have a fire code I must follow with the City.

Popular amenities for Oak Island holiday rentals