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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.

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!

Cozy Studio unit with bikes & fire pit, walk to be

Modern and cozy studio in a quiet, pet-friendly neighborhood. Five minute walk from multiple restaurants and three blocks (10 minute walk) from direct beach access. Enjoy the sounds of birds and ocean breeze while you grill or relax in the covered breezeway. Bring your wood and build a relaxing fire in our beautiful fire pit! This stylish spot has a kitchenette, full bathroom, closet, an amazingly comfortable bed and sofa! The perfect getaway spot for a couple or a few friends!!

Oak Island Beach House- Steps from Sand, Sun, Fun!

Relax in this adorable newly renovated beach house that is just one block away from Oak Island's sand and surf. This house boasts a large screened porch with rocking chairs for relaxed lazy days and stargazing summer nights. The beds are comfy and the bathrooms are roomy. The living room boasts a large sectional with a pull-out Queen size bed. TVs are in the living room and in each bedroom. The house is pet friendly and has a fenced-in large back yard for games, grilling and picnics!

Beauty & The Beach: Family Vacation Home

Escape to Oak Island this fall: amazing weather, empty beaches, and no waits at restaurants! You, your family/friends, and your pups will love this home near shops & restaurants! With 4 bedrooms (sleeps 8), 2 full baths, screened porch, & fully stocked granite & stainless kitchen, this home has it all! Fast internet to power all your devices. Beach chairs and buggy included. All linens included with the beds made! Need additional space? Our Beach Haven OKI is right around the corner!

Sandpiper~ Beachfront Cottage (pet-friendly)

Original beachfront cottage on Holden Beach, just steps from the sand and water. Enjoy the dolphins and shorebirds from the rockers on the covered porch. Cozy studio has been renovated with thoughtful upgrades. Kitchen is fully stocked including coffee maker, spices, condiments, and premium cookware. No stairs, ground-level are ideal for children, older guests, and pets (pet fee collected separately). Lots of amenities and beach items are provided for your comfort and convenience.

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.

Beautiful House close to 31st Street beach access

Beautiful Oak Island, NC home nestled in between the beach, Davis Canal and intracoastal waterway is centrally located to kayaking accessibility, paddle boarding, quite walks on the beach through the scenic beach access. The island is filled with local restaurants that never disappoint. The home is cozy with a large front porch with rocking chairs and a side screened porch with gas grill. Beach is just a short walk away over the scenic walkway. Located close to everything!

Need an escape - fish, golf or a quiet time?

Nestled in a quiet wooded cul-de-sac street the Bungalow Near the Sea offers a spacious layout loaded with amenities to make your beach vacation comfortable and enjoyable. Only a 2 minute drive to the beach you will love our Oak Island house for your home away from home. After a day of fun in the sun at the beach return to the house for some down time playing foosball, an array of games, cook out or spend quiet time on multiple patios reading or watching tv. Pet friendly.

Pet Friendly - Home Close to the Beach

Serenity awaits you at this peaceful updated beach themed cottage. 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.

CityWoes2SandyToes, dog-friendly fully-fenced yard

Oak Island is 9 miles of a family-friendly beach vacation getaway making it the perfect place for your Family to escape “City Woes” and trade them for “Sandy Toes”. Located between the intercostal waterway and the beach, “City Woes to Sandy Toes” is 0.8 mile to the beach on foot via scenic walkway or drive via NE 40 St. for a convenient, direct route to one of our favorite beach accesses. A plethora of restaurants and shopping are just 2 miles away on E Oak Island Dr.

Cozy Rustic OCEAN FRONT Cottage

Enjoy Sunday to Sunday April- Nov. Come vacation at this old-school cottage with knotty pine walls. Pet friendly. Deck seating, gorgeous sunrise/sunset views. Walk directly to beach. Half mile walk to pier. Spacious open living area. Large dining table for games and puzzles. 3 BR (2 full, 4 twin). 1 Full bath, one half bath. April thru Oct stay Sunday to Sunday. Nov- Mar is a three night minimum. Pets allowed with pet fee. Bring your linens.