
Holiday houses in Oak Island
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Top-rated holiday rentals in Oak Island
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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

Lisa's Suite Serenity ~ no cleaning fee~
Pack your bags already! This charming ATTACHED studio is located in an eclectic neighborhood amid lots of oak trees and foliage. A safe place to land between downtown Charleston and Folly Beach on James Island. Enjoy this private, tranquil space to re-center and relax in between exploring our beautiful city and beaches. I live adjacent and care for this safe, fragrance free cleaned retreat and look forward to welcoming you .. providing your private home away from home for wonderful memories.

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.

SurfShack OceanFront House@Folly Walk to Bars&Rest
Surf Shack Oceanfront House @ Walk to Bars & Restaurants This fully remodeled 2BR /1Ba luxury oceanfront house sleeps 6 right on the beach with your own private path through the dunes. All new windows-sliders expand your view to the majestic Atlantic, and a full house length deck affords tons of space outside to entertain while taking in the vistas & breezes Folly Beach is famous for. All new kitchen & bath & custom made furnishings make for a comfy beach vaca just a few blocks from Center St.

★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*

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!

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.

Amzing views! Hot-tub! Golf Cart! Walk to beach
Our home offers some of the most stunning views on Folly! With four private patios, you are ablet to see amazing wildlife in the marsh, see the Intracoastal Waterway, and the Morris Lighthouse. With two king beds, two queen beds, and a bunkbed. Enjoy the hot tub overlooking the marsh, a secluded rooftop room with deck with panoramic views a Golf hitting bay and plenty for kids. This spacious house is full of character, complete with hammocks and outdoor chairs. STR23-0364799CF LIC 20072

Tiny Shack - Couples retreat
TinyShack has everything you need despite being so quaint. We are close to the city center, parks, airport, art and culture, and Charleston. You’ll love our place because we are one block from the Beach, and 3 blocks from Down Town Folly Beach. The backyard is private. Includes cute kitchenette, and comfy bed. My place is good for couples, solo adventurers, and business travelers. 2 heartbeats only; including all adults, children and infants. We must follow city rules.

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.

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.)

Peaceful Waterfront Home in Charleston
Come enjoy the southern charm of this newly renovated waterfront Charleston home. A luxurious bed and bath have been created here with your comfort and privacy in mind. Located just 5 minutes from historic downtown Charleston, and another 5 minutes from beautiful Folly Beach, you will be perfectly situated for your trip no matter what your vacation entails or how long your stay!
Popular amenities for Oak Island holiday rentals
Other great holiday rentals in Oak Island

Waterfront Modern Luxury Design & Chef's Kitchen

“Happy Ours” Near Center St. & Beach! Fire Pit

Oceanfront luxury penthouse suite with two pools

Alpaca My Bag Farm Stay

Red Sunsets | 2 Master Bedrooms | Heated Pool

Oceanview 2BR + Deck | Holiday Deals!

Cottage 1 king bed, 1 set bunk beds, heated pool

Little Betty Coastal Retreat~Minutes from Folly!
Destinations to explore
- Saint Johns River Holiday rentals
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- Charleston Holiday rentals
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- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- Bulls Island
- James Island County Park
- Middleton Place
- Shem Creek Park
- Waterfront Park
- The Golf Club at Wescott Plantation
- Angel Oak Tree
- Harbor Island Beach
- Hampton Park
- The Charleston Museum
- Secession Golf Club
- Bull Point Beach
- Isle of Palms Beach
- Morris Island Lighthouse
- Seabrook Island Beach
- Charleston Aqua Park
- Gibbes Museum of Art
- The Beach Club
- White Point Garden
- Hunting Island Beach
- Seabrook Beach




