Vacation rentals in Oak Island

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Top-rated vacation rentals in Oak Island

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Top guest favorite
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.
Guesthouse in Charleston
4.99 out of 5 average rating, 224 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 favorite
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, 130 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 favorite
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.
Condo 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 favorite
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.
Apartment 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.

Top guest favorite
A charming bungalow is surrounded by lush greenery and mature trees, providing a serene outdoor space. The vibrant green exterior is complemented by a garden area with well-maintained grass, and a pathway leads to the entrance. A cozy seating area with chairs is visible nearby.
Cottage in Charleston
5 out of 5 average rating, 207 reviews

Island Bungalow on Bowens Island

Island Bungalow, located on Bowens Island, a one bedroom 400 sq ft stand alone cottage on the Folly River as part of the owners property with deep water dock with sunset views. Fishing/crabbing/boating/paddle boarding/kayaking available right on the island. Cottage is nestled among mature oak and palm trees for that relaxing island ambiance. A walk down the dirt road is the world famous Bowens Island Restaurant, Folly Beach 2 miles by car or bike, 15 minutes to Charleston. LIC#LIC009777

Top guest favorite
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!

Guest favorite
A bright sunroom features large windows framing views of palm trees outside. Two wicker chairs with blue cushions are positioned beside a small wooden table. A serene landscape artwork adorns the wall, complementing the light, airy ambiance of the space.
Condo in Charleston
4.9 out of 5 average rating, 220 reviews

Folly Vibes Modern Condo with great sunset views!

Remodeled with updated appliances, flooring, and new furnishings! Free Charleston County State Park entrance Pass provided which allows FREE parking at Folly, Isle of Palms, and Kiawah Beaches! Two comfortable king size beds and also a queen size fold out couch. Fully supplied kitchen for all your needs. We have covered parking for 2 cars. A storage building filled with body boards, beach chairs, coolers, and toys. Five bikes for cycling Folly Beach! Come and enjoy our sunny place!

Top guest favorite
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.
Guesthouse in Charleston
4.98 out of 5 average rating, 232 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 favorite
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, 165 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.

Guest favorite
Home in Folly Beach
4.96 out of 5 average rating, 161 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!

Guest favorite
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, 102 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.

Top guest favorite
A wooden dock extends over calm waters, leading to a covered gazebo. The sun shines brightly in a clear blue sky, reflecting off the serene surface of the water, with grass and marshland visible in the distance.
Townhouse in Charleston
4.95 out of 5 average rating, 186 reviews

Waterfront Gem on James Island!

Secluded space on the water on James Island. Newly constructed space with 2 bedrooms and 2 bathrooms.  Upstairs unit with magnificent waterfront views.   Come enjoy the amazing sunrises and sunsets while looking over Clarks Sound towards Folly Beach.  Deep in the heart of James Island yet just a few minutes from James Island Youth Soccer Club and only 15min to both downtown and Folly Beach. 

Popular amenities for Oak Island vacation rentals