Holiday rentals in Fort Caswell

Oceanfront Dog Friendly*Caswell Beach* Views

Looking for a place to relax and bring fido? This is IT! This spacious Caswell Beach front home offers water views from the moment you step inside. If you prefer to spread out while lounging on the beach, Amazing GraySEA is the place for you. It's located past the Oak Island Lighthouse where beach access is only for the surrounding homes. The property is clean and well maintained. The owners provide lots of amenities, make every effort to ensure guests are comfortable and enjoy their stay.

Southport's Canary Cottage

Southport's Canary Cottage is a newly renovated southern, cottage located in a small, historic town along the Cape Fear River! Canary Cottage is located 1 mile from Southport, 2 minutes from the ferry's at Deep Point Marina & 20 minutes to the Oak Island beaches! While in Southport, enjoy the shops, the majestic Live Oaks, dine at fabulous cafes & restaurants with water views, take a carriage ride, watch the boats go by, go on a ghost walk or tour a museum. Southport has something for eveyone!

Downtown Sunshine Cottage and Golf Cart

Charming, renovated cottage, just blocks from downtown. Ride the 6 seat golf cart to shops, waterfront swings, live music, riverfront dining, and spectacular sunsets. Only a 15 min car ride to Oak Island’s beaches & golf. Unwind in the gazebo, play bocce, or snuggle up for a movie by the fireplace. Sleep soundly in plush queen beds. Enjoy a clean kitchen with Keurig & lattes. Three smart TVs, 1.5 bathrooms and washer/dryer. Must be 24+ yrs old to book. (Signed waiver requested after booking).

Southport Serenity

Welcome to this charming 3-bedroom, 2-bath home just 10 minutes from downtown Southport and Oak Island! Perfect for families or friends, this retreat features an open-concept living area, fully equipped kitchen, and cozy bedrooms. Enjoy the fenced-in backyard, ideal for pets or kids, and relaxing under the glow of string lights in the evenings. Close to beaches, dining, and shopping, it’s the perfect base for your coastal getaway. Book now and experience the charm of Southport and Oak Island!

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.

Waterfront Southport Retreat

Unwind at this peaceful, centrally-located Southport Retreat with an elevator. You'll love being right on the waterway with breath-taking daytime and sunset views! Here you are walking distance to all the best of Southport! Walk, bike, or drive to Fishy Fishy, the Provision Company, and many more waterfront restaurants you'll love! Walk, bike, or drive to all the quaint shops like Candy & Company Boutiques, the Southport Market, Southport Cheese Shoppe, and a must The Christmas House.

Bald Head Breeze

Beautifully updated villa (#34) with premier views overlooking the golf course and just steps away from beach access #13 and the BHI Club. Comes equipped with one 6 passenger golf cart. Bikes are provided. Pet friendly for one dog. This is a 3 bedroom, 3 full bathroom villa with 1 king, 1 queen, and 2 bunk beds. Pack n’ play and high chair available. BHI guest club membership is available for separate purchase. Please contact the club directly for purchase of the guest passes.

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.

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.

Kid-Friendly Luxe, Kayak Our Dock, 2 Carts + Clubs

Escape to our renovated coastal retreat in Cape Fear Station on Bald Head Island. Kayak from the private community dock, go crabbing, relax at the club pools, or cruise by golf cart to nearby East Beach. Thoughtfully designed with modern comforts and family-friendly amenities, our home helps you pack lighter and enjoy more of your vacation. Have a question about the home or island? We'd be happy to help make your stay unforgettable.