Holiday rentals with outdoor seating in Bald Head Island

Black Pearl Bungalow - Steps to the beach

Black Pearl is in the top 5% of Airbnbs in nation! Book now for your summer vacation. No parking worries because you’re a short stroll to the beach. Load up the beach cart (provided), and enjoy everything OKI has to offer. Prime location in the highly desirable Yaupon Beach area, Less than 500 steps to the beach. Sit on the screened front porch and listen to the ocean, enjoy dinner alfresco, or relax in the comfort of this beautiful bungalow. Seasonal requirements - Sat to Sat 6/20 - 8/22

Happy's Place Downtown Southport

This is my uncle Happy's place. It is in historic downtown Southport, walking distance from restaurants, shopping, and the Cape Fear river. Located on a quaint alley just off the town's main street, this happy little cottage is nestled among large live oaks and in the shadow of Southport's iconic water tower. The home has one bedroom with a queen bed. The living area has a twin bed and two chairs. There is a full kitchen and small bathroom. Southport’s beautiful waterfront and parks await.

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 & a loft for the kids. Located in Royal James Landing, a private pool and picnic area are available just a few steps away. Our condo is accessible by stairs on the 2nd floor. 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.

Coastal Cottage, Sleeps 6, Walk to Ocean, Pets Ok!

Welcome to our charming coastal cottage in the heart of Carolina Beach! Located a short walk to the sandy shores, the lively boardwalk and local restaurants and coffee shops, this thoughtfully designed retreat captures the laid back coastal vibe and inviting charm the area is known for! With its relaxing interior, fenced in backyard and modern conveniences, this space offers the perfect blend of comfort and beachside character creating an inspiring escape for your next beach getaway!

Escape to the Cape On the Gorgeous SPT Waterfront

Located on the beautiful Southport Waterfront you'll enjoy a well-appointed gem located within the RiverHotel of Southport that includes a small balcony with views of the Cape Fear River, guest pool, and private beach exclusively for our guests. We also have a huge deck with lots of tables and chairs to enjoy the spectacular water views! Covered parking is available within steps of the elevator. Make your Southport vacation memorable! Escape to the Cape awaits you!

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

Downtown Southport Cottage

Adorable remodeled cottage in downtown Southport. Walking distance to waterfront, restaurants, bars, quaint shops and parks for the kids. Enjoy strolls through town or walks to the waterfront or minutes drive from oak island for a sandy beach afternoon. Also minutes away from Southport car ferry for a great day trip to Fort Fisher Aquirium and state park or catch the ferry to bald head and ride bikes or rent a golf cart for the day of discovery, golfing or beaches.

Oak and Tide Guest Suite

Renovated Master Bedroom Suite with shiplap walls, whirlpool tub and bidet toilet. Very Spa like and perfect for the single or couple that want to get away. Easy walk to beach., farmers market and outdoor concerts . Walking distance to eateries Your room has its own entrance on second story. Large screened in porch also yours to enjoy! We have Roku TV . New bedroom furniture and mattress with adjustable bed . Not set up for children safety.

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 | Historic | Walkable

Wake up to park views from rocking chair porches in one of Southport's most iconic homes — a beautiful coastal cottage on the first 100 lots. Steps from the waterfront, shops, and restaurants. The home boasts a commercial quality kitchen, unique touches 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.

Southport Tree Escape - King Treehouse Downtown

“Perfect for two. Easy access. Very quiet.” – William, ‘25 Escape to your private vaulted studio nestled in the trees — the perfect setting for a romantic getaway or peaceful weekend retreat. Hosted by year-round locals, this charming guesthouse blends contemporary comfort with the relaxed feel of small-town Southport. Perfect for two guests seeking a quiet retreat close to downtown and the waterfront.

Coral Cottage

Welcome to newly renovated 2 bedroom 1 bath beach cottage with outdoor shower, gas grill, 5 beach cruiser bicycles, large dog crate, beach chairs, and linens. Short 2 minute walk to direct beach access and 1.5 miles to boat ramp. Walking distance to restaurants and pier.