Holiday rentals in Fort Caswell

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Top-rated holiday rentals in Fort Caswell

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Top guest favourite
A dining area features a long wooden table surrounded by chairs, illuminated by a chandelier. Decorative elements include a sideboard and a vintage mirror, complemented by a patterned area rug. Natural light enters through windows, enhancing the inviting space.
Cottage in Southport
4.96 out of 5 average rating, 363 reviews

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!

Top guest favourite
The exterior of the single-story home features a well-maintained facade with blue and gray siding. A covered entrance leads to the front door, while landscaping includes neat shrubs and a green lawn. A one-car garage is visible on the left side.
Home in Southport
4.97 out of 5 average rating, 119 reviews

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!

Top guest favourite
A bright living area features a blue sofa and armchair, complemented by decorative pillows. A natural woven coffee table is placed on a soft blue and white area rug. Large glass doors open to a private balcony, allowing natural light and ocean views to fill the space.
Apartment in Oak Island
4.99 out of 5 average rating, 211 reviews

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.

Top guest favourite
The front porch is adorned with colorful flowers in pots and features a small seating area. An American flag gently flutters above, while a gravel pathway leads to the entrance. Lush green trees provide shade, enhancing the inviting exterior of the cottage.
Cottage in Southport
4.97 out of 5 average rating, 468 reviews

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.

Guest favourite
A sitting area features a yellow sofa adorned with colorful striped cushions, accompanied by a small wooden table. A lamp stands beside the sofa, and a striped rug adds texture to the floor. Natural light enters through a partially opened door and window.
Cottage in Southport
4.89 out of 5 average rating, 127 reviews

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.

Superhost
A wooden deck offers direct views of the glistening ocean waters under clear blue skies. The beach stretches across the horizon, bordered by gentle waves and scattered tufts of grass in the foreground, creating a serene coastal atmosphere.
Home in Oak Island
4.75 out of 5 average rating, 248 reviews

Blue Crab Cove A Gorgeous Beachfront Home!

Welcome to the beach!! From the back deck you have your own private entrance to the beach on beautiful and peaceful Caswell Beach. Our Beautiful Beach House is totally renovated!! We are following a strict protocol for cleaning!! Caswell is quiet and not crowded like most Beach Areas. Our Beach House has gorgeous Oceanfront Views of the Sunrise and Sunset! We guarantee satisfaction! The property is Beautiful! Gas card with every reservation of 2 or more days!

Top guest favourite
A clear view of the Cape Fear River is presented, featuring a pool bordered by lounge chairs. A wooden deck extends towards the water, alongside private beach access and a dock. Bright blue skies and gentle clouds create a serene backdrop.
Apartment in Southport
4.93 out of 5 average rating, 136 reviews

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!

Top guest favourite
A spacious living area features a comfortable sectional sofa facing a large window that offers ocean views. A ceiling fan adds to the airy atmosphere, while a wooden sideboard and round coffee table provide functional decor. Light enters from the sliding glass doors leading to the balcony.
Apartment in Oak Island
4.99 out of 5 average rating, 222 reviews

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.

Top guest favourite
The exterior of a charming white cottage is shown, featuring a welcoming front porch with steps leading to a wooden door. Large windows are framed by greenery, while grass and a few trees add a natural touch to the inviting entrance.
Home in Southport
4.97 out of 5 average rating, 149 reviews

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.

Top guest favourite
A spacious bedroom features a large bed dressed in a light-colored patterned comforter with decorative pillows. Two bedside tables with lamps are positioned on either side of the bed. Natural light enters through a window adorned with light curtains, illuminating the wood flooring.
Apartment in Southport
4.98 out of 5 average rating, 161 reviews

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.

Top guest favourite
The exterior of a two-story coastal cottage features a welcoming white façade with dark green windows and a front porch. Two rocking chairs and a lantern are visible, along with landscaping that includes shrubs and grass. The American flag is displayed prominently on the porch.
Cottage in Southport
4.99 out of 5 average rating, 144 reviews

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.

Top guest favourite
An aerial view captures the marina and waterfront of Bald Head Island, showcasing a series of white cottages nestled along the shore. Calm waters reflect the surrounding greenery, while the beach extends into the distance, framed by the gentle curve of the coastline.
Cottage in Bald Head Island
4.96 out of 5 average rating, 112 reviews

Air Cottage @ Bald Head Island

Cozy Marina Retreat • Walk to Ferry • Golf Cart Escape to a cozy marina-side cottage on Bald Head Island—perfect for couples, weekend getaways, and relaxing coastal retreats. Enjoy the included golf cart to explore the island or walk to restaurants, shops, the ferry, and Old Baldy. 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.

Popular amenities for Fort Caswell holiday rentals