Holiday rentals in Fort Caswell

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Top-rated holiday rentals in Fort Caswell

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Guest favourite
A spacious outdoor deck overlooks the ocean, featuring a large wooden dining table surrounded by several chairs. Lounge chairs are positioned for comfort, with vibrant sunset hues visible in the sky, creating a serene atmosphere.
Home in Oak Island
4.96 out of 5 average rating, 78 reviews

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.

Top guest favourite
The welcoming porch features a pair of rocking chairs and a swing, surrounded by greenery and potted plants. A colorful rug adds vibrancy to the entrance, while the house number is displayed on the front door. Natural light filters through, creating a peaceful ambiance.
Home in Southport
5 out of 5 average rating, 25 reviews

Heart of DT Southport+fenced yd - Maebel’s Cottage

Relax in my cute, sunlit cottage with a shady, private fenced yard in downtown Southport. Perfect for pets! Only 3 blocks from the water in a sweetheart location-right in center of bustling historic district but tucked away in a quiet nook. Sit in swing by street and feel ocean breezes with a peek-a-boo view of water at end of road. Fire pit - patio -2 miles from Fort Fisher and Bald Head ferries- 10 min from quiet, uncrowded Oak Island and Caswell beaches or just walk to shops and restaurants

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, 366 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
Home in Southport
4.99 out of 5 average rating, 131 reviews

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).

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
4.98 out of 5 average rating, 122 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
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, 471 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, 128 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
Camper van/Motorhome in Wilmington
5 out of 5 average rating, 4 reviews

Vintage Glamping with Hot Tub Near Carolina Beach

Escape the ordinary at "Holiday Homestead", a one-of-a-kind glamping retreat where vintage charm meets modern comfort. Thoughtfully designed for relaxing and reconnecting, enjoy a private hot tub with an outdoor TV, a cozy Zen Den, fire pit, café-lit outdoor living space, and peaceful pond access with complimentary canoes. Just minutes from Carolina Beach, Downtown Wilmington, and countless coastal adventures, Holiday Homestead is more than a place to stay—it’s a destination all its own.

Guest favourite
A welcoming living area features two comfortable sofas adorned with assorted cushions. A large fish wall decoration adds a nautical touch. A light-colored coffee table sits on a patterned rug, complemented by a small bar area in the background with a variety of beverages.
Flat in Southport
4.89 out of 5 average rating, 36 reviews

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.

Top guest favourite
Villa in Bald Head Island
5 out of 5 average rating, 12 reviews

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.

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, 137 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 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, 163 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.

Popular amenities for Fort Caswell holiday rentals