Family-friendly vacation rentals in Oak Island

4.98 out of 5 average rating, 174 reviews

Walk to the Beach, Fenced, Fire Pit, All Dogs Welc

***PLEASE READ: Bookings from May 21 to August 30 MUST be either Friday-Friday OR Monday-Friday OR Friday-Monday OR Monday-Monday*** Welcome to ISLE OF DOGS, a charming, beach cottage created to host dogs that is only a 7 minutes' walk to the ocean (.3 miles) and the intracoastal waterway (.4 miles). This 3-bdr/2-bath one-story house is renovated and nicely decorated, with an open floor plan between the living areas and kitchen. The back deck opens to a shaded backyard surrounded by a fully fen

4.96 out of 5 average rating, 119 reviews

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.

The cottage exterior features a charming wooden facade with large windows allowing natural light. A spacious deck with outdoor seating faces the yard, framed by the shade of surrounding trees. Vibrant cushions add a pop of color to the seating area.

4.99 out of 5 average rating, 222 reviews

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.

4.99 out of 5 average rating, 226 reviews

A bright living area features a blue sofa and armchair, complemented by decorative pillows. A natural woven coffee table is placed on a soft blue and white area rug. Large glass doors open to a private balcony, allowing natural light and ocean views to fill the space.

Condo in Oak Island

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.

The exterior of the home is showcased with a spacious raised porch featuring multiple seating areas. Sturdy wooden stairs lead to the entrance, while overhead fans provide ventilation. The house is surrounded by greenery, contributing to a relaxed coastal atmosphere.

4.97 out of 5 average rating, 140 reviews

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!

The oceanfront beach house is depicted, featuring a spacious deck with wooden stairs leading to the sandy beach below. The exterior is painted in a soft blue hue, contrasting with the clear sky and gentle ocean waves in the background.

4.9 out of 5 average rating, 255 reviews

Oak Island Oceanfront 2BR Condo

Enjoy a perfect oceanfront family getaway on Oak Island's West Beach. This 1st 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 2nd level unit availability at www.airbnb.com/h/oki2

A spacious property is highlighted by an electric golf cart parked on gravel. The entrance features a staircase leading up to a covered porch, with a sign displaying the rental name. Nearby, a privacy fence offers seclusion, while trees provide shade.

5.0 out of 5 average rating, 157 reviews

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.

A spacious deck is lined with wooden chairs, offering unobstructed views of the beach and ocean beyond. Gentle waves can be seen lapping at the shore, with sandy dunes and patches of grass framing the tranquil coastal scene under a blue sky with scattered clouds.

4.89 out of 5 average rating, 175 reviews

Beachfront cottage with views from every room!

Enjoy this slice of paradise, with views from every room and the beach just down the back steps! The home sleeps 6 in 3 bedrooms with one king bed and 2 queens. The master bedroom has the option of closing the pocket doors for privacy, or leaving them open for amazing ocean views. The living space offer an open floorplan, perfect for entertaining. This home is located on the East end of the island between the two bridges that access the island and close to the Ocean Crest Pier.

4.87 out of 5 average rating, 126 reviews

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

4.99 out of 5 average rating, 238 reviews

A spacious living area features a comfortable sectional sofa facing a large window that offers ocean views. A ceiling fan adds to the airy atmosphere, while a wooden sideboard and round coffee table provide functional decor. Light enters from the sliding glass doors leading to the balcony.

Condo in Oak Island

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.

The living area features comfortable seating with green leather sofas arranged around a coffee table. Natural light enters through windows, with wooden floors adding warmth. A serene bedroom showcases a spacious bed topped with a coral bedspread. An outdoor setup includes beach toys and chairs ready for use.

4.95 out of 5 average rating, 191 reviews

Island In This Dream, spacious, modern, near beach

Brand new deck, outdoor shower, and party porch! 🏖️ NO PET FEES! Island in this Dream is a spacious retreat featuring a fully fenced yard, huge screened porch with fans and TV, and backyard fire pit for relaxing evenings. Sleeping up to 9 guests, the home offers 3 bedrooms, 2 full baths, an open-concept living area, and fully stocked granite & stainless kitchen. Less than a mile to the beach with plenty of parking, beach chairs, wagon, linens, and made beds included!

4.91 out of 5 average rating, 105 reviews

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!

Popular amenities for Oak Island family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 112 reviews

Bungalow in Oak Island

Cheers! Waterway Beach Cottage

A light blue bungalow is framed by lush trees, presenting a spacious front porch adorned with red, white, and blue decor. Two chairs invite relaxation, while large windows provide natural light to the inviting entryway.

4.99 out of 5 average rating, 121 reviews

R&R Beach Bungalow

A charming bungalow features a rustic wooden exterior, complemented by vibrant blue window awnings. A welcoming front porch is framed by a palm tree and bordered by a gravel pathway, leading to the entrance. Lush greenery surrounds the property, enhancing the coastal atmosphere.

4.93 out of 5 average rating, 101 reviews

Pet Friendly Beach Bungalow - Short Walk to Beach

4.99 out of 5 average rating, 181 reviews

The image captures a beach pier supported by wooden posts, stretching out over gently rolling ocean waves. The scene features reflections on the wet sand, with the horizon illuminated by the warm colors of a sunset, creating a serene coastal atmosphere.

Home in Holden Beach

Three Happy Crabs

4.86 out of 5 average rating, 145 reviews

A cozy living area features a blue sofa and an accent chair with a floral pattern. Light streams through large glass doors, revealing views beyond. A patterned area rug is centered on the floor, while a decorative coffee table adds style. Soft furnishings enhance comfort.

Cottage in Kure Beach

Summer Lovin Kure Beach oceanfront with hot tub

4.91 out of 5 average rating, 159 reviews

A spacious home is seen from above, featuring a private pool in the foreground and serene pond views beyond. Surrounding gardens provide a natural setting, while lush trees frame the landscape, creating a peaceful atmosphere.

Home in Wilmington

River Road Retreat - Heated Private Pool, Pond, Fi

4.97 out of 5 average rating, 118 reviews

A hot tub is surrounded by lush greenery and palm trees, providing a serene outdoor space. The tub features bubbling water and a cover positioned to the side, allowing sunlight to filter through. A wooden table is visible nearby, contributing to the relaxed atmosphere.

Apartment in Oak Island

turtle time-Walk to the beach, Private Hot Tub

5.0 out of 5 average rating, 101 reviews

Condo in Crescent Beach

Oceanfront Condo | Sleeps 8 | Resort Pools

Family- and pet-friendly home rentals

4.86 out of 5 average rating, 251 reviews

Cozy Rustic Ocean Front Cottage

5.0 out of 5 average rating, 143 reviews

Bungalow in Oak Island

🐶 BOW•WOW🐾 BEACH•BUNGALOW™🏖 🏠Cozy & Dog Friendly🐶

4.96 out of 5 average rating, 136 reviews

Kid & Dog Friendly Stylish Ranch by Middleton Park

The elevated beach cottage features a welcoming front porch with rocking chairs framing the entrance. The ground level is accessible with a concrete driveway, and a hammock is visible underneath the house, providing a relaxed outdoor space. Lush landscaping surrounds the property.

4.92 out of 5 average rating, 114 reviews

Dog Friendly: It's a "Ruff Life" beach cottage

5.0 out of 5 average rating, 129 reviews

A well-lit living area features comfortable seating, including a sofa and armchair adorned with tropical patterns. A white coffee table sits at the center, and storage is provided by a shelving unit against a wall. Large windows allow natural light to fill the space.

Bungalow in Oak Island

Pawtucket - dog friendly, short walk to beach

A charming cottage exterior features a blue facade with white trim and a welcoming front porch. Several tall trees provide shade, while a driveway accommodates parking. An American flag decorates the front, accentuating the inviting atmosphere of the property.

4.93 out of 5 average rating, 138 reviews

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

The exterior of the light blue beach cottage features a raised structure with a staircase leading to the entrance. A palm plant is positioned in the foreground, and an American flag is displayed on the left. The grassy area around the house is well-maintained.

4.85 out of 5 average rating, 185 reviews

Blue Turtle Beach Cottage

4.93 out of 5 average rating, 109 reviews

Cozy Coastal Oasis

Family-friendly home rentals with a pool

A serene backyard oasis features a heated saltwater pool, surrounded by lounge chairs and tropical landscaping. The two-story house is elevated, showcasing a spacious deck with shaded seating and stairs leading down to the pool area, inviting relaxation and enjoyment.

4.96 out of 5 average rating, 186 reviews

Scenic Getaway with Pool & Hot Tub

Condo in Ocean Isle Beach

An aerial view captures the oceanfront duplex amidst nearby residences. The beach stretches along the horizon with golden sand and gentle waves, while a pool is visible on the property. The location is marked for clarity, emphasizing proximity to the shoreline.

Oceanfront Duplex~ linens included!

4.99 out of 5 average rating, 231 reviews

4.97 out of 5 average rating, 100 reviews

A bright living room is furnished with a large blue sectional sofa, accented by a decorative pillow. Expansive windows frame views of the ocean and palm trees beyond. A ceiling fan circulates air while light spills into the space, creating a welcoming atmosphere.

Condo in Oak Island

Panoramic Ocean Views, 2 Pools, Huge Deck, Golf!

4.95 out of 5 average rating, 110 reviews

Sip & Dip* Large Saltwater Pool*Huge Porch*Mural

A private backyard features a refreshing pool surrounded by lush, turfed areas. Lounge chairs and umbrellas provide shade, while a pickleball court and putting green are visible in the background. The space is enclosed by a white fence and framed by palm trees.

4.99 out of 5 average rating, 85 reviews

Brand New w/ Pickleball Court & Heated Pool

5.0 out of 5 average rating, 21 reviews

Luxury Beach House w/ Pool & Hot Tub - Sleeps 12

The modern house is raised on stilts, featuring multiple outdoor decks with stylish railings. The ground level includes a paved area suitable for outdoor dining. Lush green grass surrounds the base, enhancing the inviting outdoor space. Large windows offer ample natural light to the interior.

4.89 out of 5 average rating, 19 reviews

The Black Pearl

A vibrant beachfront home in a coastal style features an elevated structure with wooden supports and a turquoise exterior. The property is situated steps away from the sandy beach, with two large pink window shutters adding a pop of colour. Clear blue skies stretch overhead.