Holiday rentals in Bald Head Island

Whimsy Whale Cottage, Oceanview, Fenced Yard

We’d love for your happy beach memories to be made here at our cottage by the sea, The Whimsy Whale. Our island cottage is perfectly placed under a canopy of magnificent live oaks, about 300 steps away from the ocean. Nestled on a quiet beach access street, central to all the best attractions, shopping and eateries on Oak Island; close to attractions in Southport. It is one of our favorite places to spend time together and we look forward to sharing it with you, your loved ones and friends.

Rise and Shine! Beach, pool, & amazing views!

Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

Southport Tree Escape * King Studio Near Downtown

“Perfect for two. Easy access. Very quiet.” – William, ‘25 This vaulted studio in the trees is the perfect setting for a romantic getaway or a weekend respite – and it’s just a short walk from the heart of Southport, America's Happiest Seaside Town. You'll be hosted by year-round Southporters who have taken great pride in creating a space that's comfortable and contemporary – but with all the charm and small-town feel - close to dining and the waterfront but in a special private location.

Luxe & Family Friendly - Kayak Our Dock, 2 Clubs

Relax in our cozy, modern home tucked in the woods of Cape Fear Station. Kayak from our private community dock, go crabbing, swim at either of the club pools or take a quick golf cart ride to nearby East Beach! Stylish & comfortable, this home has been fully renovated and outfitted with family-friendly, thoughtful amenities to elevate your vacation and help you pack a little lighter! Have a question about our home or need something important for your stay? Let me know, I'd love to help!

Oceanfront Condo With Balcony and Pool

Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay.

The Surf Shack at BHI: 2Br East Beach cottage

Welcome to the most magical little island. The Surf Shack at BHI is the best place for your family and friends to experience the magic of Bald Head Island. With 2 bedrooms each with their own bathroom, it is perfect for 2 couples or a family with children. Located in the tranquil neighborhood of Surfman's Walk, it is only a short bike ride or golf cart to East Beach and Shoals Club. Enjoy your morning coffee on the porch, ride to the market for coffee, and spend your days at the beach.

Cozy BHI Condo - Community Pool and BHI Club

Welcome to "Marooned Five". We enjoy sharing our home so others can experience the beauty and magic of Bald Head Island. Our home has 2 bedrooms, 2 full baths, fully stocked kitchen (renovated March 2024 and 2022!) & a spacious loft for the kids. Located in Royal James Landing, a private pool and picnic area are available for use just a few steps away. There are 6 bikes (4 adult/ 2 child) & 2 4-person golf carts. Guest memberships for the BHI Club are available for an additional fee.

Egret ~ Beachfront Cottage (pet-Friendly)

Original beachfront cottage on Holden Beach, just steps from the sand and water. Enjoy the dolphins and shorebirds from the rockers on the covered porch. Cozy studio has been completely renovated with thoughtful amenities. Enjoy the fully stocked kitchen including coffee, condiments, spices, and premium cookware. No stairs to climb, level walkway, and a fully fenced yard are ideal for children, pets (fee applies), and older guests. Lots of amenities and beach equipment are provided.

Air Cottage @ Bald Head Island

"Air" is a charming cottage located on the Bald Head Marina & the perfect home on BHI for a couples getaway, nomad traveler, or businessperson looking to enjoy the WFH lifestyle from a beach chair. Hi-speed Internet makes it easy to stay connected while taking in the views of the ocean and marina, or get out and enjoy nature. 5 min walk from Bald Head Island Ferry Terminal, restaurants, shops, rentals **Golf cart is included** **Shoals Club access available for additional fee**

Love Nest @ A Bird House on BHI~a Couple's Retreat

Welcome to A Bird House's Love Nest, a beautiful maritime forest home on exclusive Bald Head Island. This listing is the 1st floor which includes master bedroom and bathroom with garden jacuzzi tub, kitchen, living room, dining room, screened in back porch as well as golf carts and bicycles. Forget your worries in this spacious and serene space. Isn't it time the two of you took a romantic getaway? Note: This listing is not available around holidays.

Stones Throw to downtown Southport

Welcome to our gorgeous 1 bedroom/ 1bath home away from home! These roomy accommodations are just steps from the Southport Marina and in the heart of historic Southport. You have at your disposal boat parking, outdoor pool area, and walking access to Southport's many charms, such as fine dining and shopping. Bikes and beach chairs are in the closet in the covered parking. Your relaxation begins with easy self check-in and keyless entry! Enjoy your stay.

Captain's Cottage: The heart of downtown Southport

Step into history without sacrificing luxury at the Captain's Cottage! Located blocks from the water on one of the first 100 lots in Southport, is a beautifully furnished coastal cottage. The home boasts a commercial quality kitchen, spacious rooms throughout, and two cozy porches overlooking Historic Franklin Square Park. The location is ideal within walking distance of all that Southport has to offer and is a short drive to several beaches.