Family-friendly holiday rentals in Caswell Beach

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.

Fox In The Sand - a favorite OKI beach home!

Fox In The Sand was renovated completely March 2022! Our home is located in the family friendly dog friendly coastal community of Oak Island, NC. LOCATED ON THE SOUTH SIDE OF OAK ISLAND Dr. NO MAJOR Road TO CROSS. Crossing the G.V. Barbee Bridge which is the closest to our home, a nostalgic feeling comes over you! This timeless town has attracted families year after year since the early 19th century. Our 10 miles of beach will always be our main attraction perfect for every outdoor activity

Walk to beach, Two Seasters Duplex C2

“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 see the dunes. 2 BR/ 1 BA 950 sq ft duplex apartment in Yaupon area. Private entrance, shared 2 outdoor showers , 2 car parking space. Need more room for your family and friends? You can rent the other unit. Location is the key, Direct beach access https://www.airbnb.com/h/twoseastersc1beachhouse direct access to the beach

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.

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!

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

Pinch of Peace, Dogs Welcome!

This is a custom built dog friendly family beach house on the quiet west side of Oak Island, a five minute drive or bike ride to the beach, and one block to the Intercostal Waterway. Artfully decorated, with a fully equipped kitchen, safely fenced back yard for dogs, screened back porch, super dog friendly beach, and a tiny house in back with one bed, sleeping; this house is a place for beach lovers who appreciate comfort and art and want their pooches along with them.

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!

Pelican's Perch, Oak Island, NC

Welcome to our Guesthouse...2-Minute Walk to Ocean / Direct Beach Access. Cozy house with charming furnishings. Full service kitchen with refrigerator, microwave, stove, K-Cup coffee maker and toaster, queen bed and comfy furniture in the living room. Bath w tub/shower. Flat screen TV - YouTube TV/WiFi included. Outside shower for your use while you are visiting with us. Private deck to grill your food. Close to shopping and restaurants. 2 person maximum. 2 dog maximum.

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.

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.

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Bath

Welcome to your perfect beachside retreat! This beautiful 2-Bedroom ocean-view condo in Caswell Beach, NC, offers breathtaking sunsets and panoramic ocean views right from your private covered decks - perfect for outdoor dining or unwinding to the sound of the waves. Just steps from the sand, this peaceful getaway is ideal for families or two couples looking to relax, recharge, and soak up the coastal charm. Walkable to restaurants, pier and golf.