Holiday rentals with a washing machine and dryer in Southport

Whimsy Whale Cottage, Oceanview, Fenced Yard

We’d love for your happy beach memories to be made here at our cottage by the sea, The Whimsy Whale. Our island cottage is perfectly placed under a canopy of magnificent live oaks, about 300 steps away from the ocean. Nestled on a quiet beach access street, central to all the best attractions, shopping and eateries on Oak Island; close to attractions in Southport. It is one of our favorite places to spend time together and we look forward to sharing it with you, your loved ones and friends.

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!

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.

Downtown Sunshine Cottage & GolfCart

Charming, renovated cottage, just blocks from downtown. Ride the 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 cozy kitchen with Keurig & latte spinner. Three smart TVs, 1.5 bathrooms and washer/dryer. Must be 24+ yrs old to book. (Signed waiver requested after booking).

Hydrangea Hideaway: A 2 block walk to the beach!

Just 2 blocks to the beach, our vintage Oak Island home has been fully updated and is the perfect space to get away from the every day and find your own island oasis! In the desirable Yaupon Beach area and a 5 minute walk to the beach, a par 5's distance from the Oak Island Golf Club & a few doors down from a bakery & wine shop. Beach gear included, plus a hot water outdoor shower. Hydrangea Hideaway is waiting to welcome you to your Oak Island home! Long term rates available in off-season!

Southport Tree Escape * King Studio Near Downtown

“Perfect for two. Easy access. Very quiet.” – William, ‘25 This vaulted studio in the trees is the perfect setting for a romantic getaway or a weekend respite – and it’s just a short walk from the heart of Southport, America's Happiest Seaside Town. You'll be hosted by year-round Southporters who have taken great pride in creating a space that's comfortable and contemporary – but with all the charm and small-town feel - close to dining and the waterfront but in a special private location.

The Loft at Alley 76

Contemporary Carriage House in the heart of Wilmington, on a historic property with tranquil garden & neighborhood views. The property is accessed from a quiet alley & includes covered parking beneath the unit. Two gracious bedrooms have large picture window views of a historic Azalea Festival garden & former coronation grounds. Bathroom has a double vanity & custom tile tub/shower. Lots of natural light adorns the open kitchen & living room. In unit laundry & dishwasher included.

Southport’s Southern Charm

Quaint coastal condo located close to all Southport has to offer. This 1 bedroom 1 bath condo right on the main street of Southport! You’ll have a restaurants, shops, and bars within easy walking distance! The large balcony, with covered and uncovered areas has large palm trees and a good view of Howe St. You’re only 6 blocks from the water! The condo comes with everything you could ever need. Wine, snacks, and coffee come standard. Come see why Southport is our “Safe Haven”!

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: The heart of downtown Southport

Step into history without sacrificing luxury at the Captain's Cottage! Located blocks from the water on one of the first 100 lots in Southport, is a beautifully furnished coastal cottage. The home boasts a commercial quality kitchen, spacious rooms 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.