Family-friendly vacation rentals in Caswell Beach

Sun-drenched beach condo with a view!

This beachfront property on Caswell Beach has one of the best views in the neighborhood. With three bedrooms, a spacious living room, renovated kitchen, and incredible light, it's truly the perfect vacation getaway - especially for groups of friends or family. Plus, there are two pools and the furniture is all new! The porch overlooks a nature preserve that not only acts as protection for our home against the elements but also as a home to many beautiful birds and deer you'll see during sunset.

Indoor spaces · Kitchen · Decor

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.

Kitchen · Family · Outdoor spaces

150 steps Direct Access, 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

Indoor spaces · Family · Value

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

Kitchen · Family · Quiet

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.

Kitchen · Family · Access

Prime OKI location; walk to 43rd St beach access

Welcome to our Coastal Oasis! Our space is 3 bedrooms (4 beds+ pack and play+ bassinet), 2 bathrooms, outdoor shower, extra large screened in front porch and back deck with dining area and grill. Our home caters perfectly to families (including those with infants and children) and everyone in between! Between lounging on the front porch (rocking chairs, egg chair, and couch set) or listening to music while grilling out back, we hope your time here is nothing but happy memories and fun times!

Indoor spaces · Kitchen · Condition

Sleeps 18*1 Block to Beach*2 Master Suite*Gameroom

3-4 min. walk to the beach! 3 night min stay stay June-August 2026. Sleeps 18! Stay at our spacious "American Dreaming" cottage on Yaupon Beach/Oak Island and check off all of your vacation boxes! Sit by the firepit and listen to the sounds of the crashing waves, which are only 1 block away. Head down to the beach during the day and then cool off in our private stock tank pool while your kids play ping pong in the game room. Enjoy a short 10 minute drive down to historic Southport!

Kitchen · Indoor spaces · Walkability

150 steps Direct Access, 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

Family · Indoor spaces · Biking

Private Heated Pool | 4 Min to Beach | King Beds

Happy Hour at OKI by Mountain to Waves – Just a 4-min verified walk to the beach! ✔ 4-minute walk to beach access ✔ Private heated pool ✔ Fully fenced backyard (perfect for pets) ✔ outdoor dining under a pergola, and a fire pit (wood provided). ✔ Arcade + air hockey for family fun ✔ Fully stocked kitchen for home-cooked meals ✔ Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. ✔ Beach chairs, wagon & essentials included ✔ Quiet family neighborho

Indoor spaces · Kitchen · Check-in

Beach Cottage in the Trees, Dog Friendly

🐶 Welcome to our Beach Cottage in the Trees 🌳. A peaceful, dog-friendly haven for everyone in your family. This quaint, cozy “home away from home” is close to the beach (0.2 mi), local shopping, restaurants, and golf course, but in a quiet neighborhood away from the crowds. Beautiful screened-porch among the trees for relaxing, and a spacious back-yard on a wooded lot for all to enjoy. 📝PLEASE read entire listing and ALL rules prior to booking. 🐶DOGS always WELCOME.

Family · Kitchen · Nearby

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.

Family · Indoor spaces · View

The Beach Hive- Oak Island Beach Villas

Welcome to the Beach Hive! Book your next beach retreat to this warm and welcoming 3-bedroom, 2-bath vacation condo located on Oak Island. Featuring a comfortably furnished interior with granite countertops, a wet bar, full kitchen, and access to plenty of community amenities including a pool and private beach access, this charming beach nook has it all! Golf at the Oak Island Golf Club, visit the Oak Island Lighthouse, or simply soak up the sun on Caswell Beach.

Family · Indoor spaces · Checkout