Holiday rentals in Fort Caswell

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!

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.

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.

Romantic waterfront retreat

Tucked away at beautiful South Harbour Village Marina, this is the perfect place to unwind. Relax on the peaceful balcony overlooking the waterway, stroll to one of the nearby parks, or spend the day kayaking or boating with easy access to launches and transient boat slips. Located within walking distance to two restaurants (Italian & seafood), just minutes from the beach, and 15 minutes to picturesque downtown Southport, this is a perfect home base for exploring all the area has to offer.

The Historic Backdoor Cottage in Southport, NC

The charming Backdoor Cottage is located in the Historic District of Southport, NC. It's named the Backdoor Cottage because you park and enter through the backdoor into the living space. It is within walking distance of the whole Historic District including the waterfront, restaurants, shops, churches and art galleries. Much of the art work in the cottage was done by local artists. Watch Nicholas Sparks' movie, Safe Haven, if you'd like to see what Southport looks like. It was filmed here.

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.

Cozy Southport Cottage

Enjoy front porch living at this cottage just a few steps away from downtown Southport. This wonderful home has been totally renovated while still keeping its original old Southport style and charm. Original wood floors and doors totally refinished back to their beauty. You can relax and get a peaceful night’s sleep in one of the 2 cozy bedrooms. Cook a delicious meal on our brand new gas range or take a short walk or drive to one of the many quaint restaurants nearby.

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.

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.