Family-friendly holiday rentals in Oak Island

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.

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

Cozy Rustic OCEAN FRONT Cottage

Enjoy 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. During season stay Sunday to Sunday, Sun to Thurs or Thurs to Sunday. Check in ANY DAY during the off season for as little as three days. Pets allowed with pet fee. Please provide your linens (sheets and towels)

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!

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.

Making Waves-Scenic Getaway- Heated Pool & Hot Tub

Add some peace and tranquility to your trip...beautifully furnished on the inside, fully stocked house, with an oasis of a backyard - this is a home you'll want to visit again and again. With your own HEATED saltwater pool & hot tub, in a private backyard paradise...you may not ever want to leave the property. Minutes away from the beach, steps away from the Intracoastal Waterway, and one street over from the scenic beach walkway, this house will not disappoint.

Live Oaks Beach Bungalow

Are you looking for a simple remodeled bungalow on the best kept secret Island in North Carolina ? You also love the shade of coastal live oaks and palmettos, and you love to sip drinks on a large front porch with friends ? You enjoy the beach but also kayaking, surfing and biking ? You prefer a non-commercial and family friendly environment ? We have it all ! We are a real family, not a rental company and we take pride to at least meet our guests expectations.

Oceanfront Incredible Ibis w private beach access

Sandy shorelines are calling you to this 3-bedroom, 1.5-bath vacation cottage on Oak Island! This beachfront property will leave you relaxed and rejuvenated. Panoramic ocean views from the deck! Our home offers a getaway that invites you to surf the waves, perfect your tan, and catch up on your favorite book while digging your toes in the sand. Featured in the Fall 2021 Hallmark film "One Summer." Enjoy a moment now!