Family-friendly holiday rentals in Oak Island

Ocean View/Pup Lovin’/Steps to Beach/King Bed!

When ordinary vacations just won’t cut it, one destination will change everything you thought you knew about relaxation & hospitality. In a world of run-of-the mill rentals, comes an experience that defies expectations. Prepare yourself for a vacation that will make your Social media viewers question their life choices.  Critics are saying: “They have put so much thought into the details of this home” “Amazing experience!” Book now for a stay that will ruin all other vacations forever. 

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.

Cheers! Waterway Beach Cottage

Relax peacefully and have fun with the whole family. With the ICW in your back yard you can sit, fish on the longest pier on the island, work(if you must) with availability to charge devices or just relax and have a beverage watching the sun set. Just minutes from the beach, walk or take the golf cart for a day of fun in the sun. After a long day grab some takeout or cook in the fully furnished kitchen and dine on one of the tables outside or inside and watch the boats go by on the waterway.

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.

Oak Island Oceanfront – Top Floor 2BR Condo

Enjoy a perfect oceanfront family getaway on Oak Island's West Beach. This 2nd level unit of our beach house has separate entrance, two bedrooms, one bathroom, and sleeps six guests. The kitchen is fully equipped with pots, pans, utensils, full size fridge, microwave, stove/oven, and dishwasher. Enjoy sunrises and sunsets on the huge deck watching the waves and the occasional dolphins. If your dates are not available, please check out our 1st level unit availability at www.airbnb.com/h/oki1

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!

Pet Friendly/Game Room/Golf Cart - 3Bed 2Bath

Welcome to "5 More Minutes" beach house located near the ICW and Wooded section of Oak Island, NC. This open-floor plan home on pilings is on the island's west side and features a three-bedroom (three-bath)/two-full-bathroom configuration. Oak Island beaches are a short one-mile walk or drive away. We offer a 6-seater electric golf cart with a pre-paid parking pass to rent by the day. You must be over 21 to operate it. The golf cart rental fee is handled separately from the house rental.

Donovan's Out Of The Blue

Stretch out in comfort in this beautiful spacious Beach house with convenient beach access. This house has 3 bedrooms, a sofa bed, and office space with 1600 square feet of living area! The master bedroom has a on suite master bath and a private access to the front deck . This Gorgeous Beach House has an elevator and a Beautiful fenced in Backyard for pets! Satisfaction guaranteed! We have a 5 star rating! If you have any problems contact us we will fix them immediately!

OKI Beach Escape | 2 Blocks to Ocean | Dogs OK

Family & dog-friendly 4BR beach house just 2 blocks from the ocean on Oak Island! Sunday-Sunday for Summer! This 3rd-row getaway features spacious decks, a firepit, beach chairs, toys & plenty of room for the whole family. Walk to 2 beach access points, the Ocean Crest Pier & Island Way Restaurant in under 5 minutes. Perfect for summer vacations, beach days, fishing trips & relaxing coastal getaways with kids and pups. Enjoy easy beach access in a prime island location!

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.

1960's Ocean Front Cottage

1960's vintage ocean front cabin. Pine paneled interior with vaulted ceilings. Easy upkeep. Three bedrooms that sleep six (king, full, two twins) with one blowup mattress and portacrib. Two full baths and one outdoor shower. Original kitchen cabinets. Bar seats 6. Pod and Mr. Coffee makers, blender, toaster oven, microwave, crockpot. Large front deck overlooking ocean with adjoining side deck. Very private. No houses on second row. Great fishing!

Blue Turtle Beach Cottage

Welcome to the Blue Turtle Beach Cottage- we are a block from the beautiful Atlantic Ocean and offer the comfort and relaxing pace that personifies Oak Island. Wake up and enjoy coffee on your screened in porch overlooking the ocean, and walk up to the shops and restaurants that are only a block or two in the other direction. Quiet and private, yet convenient to everything- come enjoy all that wonderful Oak Island has to offer!