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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.

Charming Beach Bungalow (9-min walk to the Beach!)

Newly renovated, refreshingly colorful, and fully stocked with everything you need for a rejuvenating stay at the beach. Lounge on comfy furniture, stream your favorite shows on large smart TVs, and unwind in a rocker on the brand-new screened-in porch. The spacious kitchen is equipped with new appliances, granite countertops, and all the essentials to enjoy a home-cooked meal with your crew. The home is located in the prime of the island just a 9-minute walk to an absolutely beautiful beach.

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.

Above the Tide | *10 Min Walk to Beach* + Bikes

Sunshine & waves awaits you and your family! This cozy home has everything you need for your vacation get away. Only a short walk down the Scenic Walkway to the beach (10 min). Fire pit, picnic table, patio area out back w/ outdoor grill, and outdoor shower. There is also Wi-Fi and 3 TVs. Fully stocked kitchen with all your cooking necessities. Beach Extras: - 4 adult bikes - Shibumi Shade tent - wagon - multiple chairs - coolers - variety of toys/games for your days down at the beach!

Walk to beach, Two Seasters Duplex C1

“The Two Seasters” is a duplex home, just 150 steps, 3 minutes walk and only 600 ft away from direct access to the beach. As soon as you pull in the driveway you can sea the dunes. Located in the neighborhood of Yaupon Beach area 2BR/1BA 950 sq ft of living space, private entrance, outdoor showers & private front porch! Need more room for your family and friends? You can rent the other unit. Location is the key and this duplex has it! https://www.airbnb.com/h/2seasters-beachhouse

Kid & Dog Friendly Stylish Ranch by Middleton Park

Welcome to Sweet Hideaways on Oak Island! This 3-bedroom, 2-bath home features an outdoor shower and a fully fenced yard. Enjoy beach essentials like chairs, umbrellas, boogie boards, and a gorilla cart for an easy trip to the shore. Family-friendly with a high chair, pack n play, toys, playhouses, and a fun custom mural! Just 0.7 miles to the beach and 1 block to the ICW. Walk to Middleton Park and the splash pad in minutes! Conveniently located near restaurants and shops.

Great Marsh View & 2 Blocks to Beach-LongStayDscnt

Escape to Oak Island's tranquil shores and the serenity of the marsh at The Hammock House. This 2-bed, 2-bath haven is surrounded by picturesque marshlands with breathtaking views and the ocean waves just 2 blocks away. Grill out and dine al fresco, relax in the hammocks or lounge in the super comfy living room after a long day at the beach. Enjoy the peace and quiet of the Carolina beaches. LONG STAY DISCOUNT Dec-March $2,500 plus taxes and fees. Send us an injury.

Pet Friendly - Home Close to the Beach

Serenity awaits you at this peaceful updated beach themed home. The home has everything you need to enjoy your Oak Island getaway! You’ll want to come back!! Walk to the beach via the 9th St scenic walkway. Enjoy a day at the beach, kayaking, fishing, boating or any of the many activities Oak Island and nearby Southport offers. Enjoy relaxing evenings at home dining with the family, watching tv, playing games or stargazing. Don’t wait, come make lasting memories.

Pawtucket - dog friendly, short walk to beach

Dog friendly, recently renovated 2 bedroom home (~900 sq ft) - on Oak Island. ~ 0.3 mile to beach. Within walking distance to Publix, donut shop, Middleton Park , tennis courts and eateries. Includes large fenced in yard for fun with family and pet(s) along with outdoor shower. TVs (WiFi w/you tube tv) in living room and both bedrooms . No smoking on premises. Come enjoy the dog days of summer (or any season)! (House is on pilings so must be able to climb stairs)

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.