Family-friendly vacation rentals in Bald Head Island

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Top-rated family-friendly rentals in Bald Head Island

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Top guest favorite

Cottage in Oak Island

4.99 out of 5 average rating, 190 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.

Top guest favorite

The front porch is adorned with colorful flowers in pots and features a small seating area. An American flag gently flutters above, while a gravel pathway leads to the entrance. Lush green trees provide shade, enhancing the inviting exterior of the cottage.

Cottage in Southport

4.97 out of 5 average rating, 435 reviews

Happy's Place Downtown Southport

This is my uncle Happy's place. It is in historic downtown Southport. Walking distance from restaurants, shopping, and the Cape Fear river. Located on a quaint alley just off the Main Street of town. This happy little cottage is nestled amongst large live oaks and in the shadow of Southport's iconic water tower. The home has one bedroom with a queen bed. The living area has a twin bed and two chairs. There is a full kitchen and small bathroom. Southport’s beautiful waterfront and parks await.

Guest favorite

A dining area features a long wooden table surrounded by chairs, illuminated by a chandelier. Decorative elements include a sideboard and a vintage mirror, complemented by a patterned area rug. Natural light enters through windows, enhancing the inviting space.

Cottage in Southport

4.96 out of 5 average rating, 330 reviews

Southport's Canary Cottage

Southport's Canary Cottage is a newly renovated southern, cottage located in a small, historic town along the Cape Fear River! Canary Cottage is located 1 mile from Southport, 2 minutes from the ferry's at Deep Point Marina & 20 minutes to the Oak Island beaches! While in Southport, enjoy the shops, the majestic Live Oaks, dine at fabulous cafes & restaurants with water views, take a carriage ride, watch the boats go by, go on a ghost walk or tour a museum. Southport has something for eveyone!

Top guest favorite

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

4.99 out of 5 average rating, 175 reviews

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.

Top guest favorite

Guesthouse in Southport

5 out of 5 average rating, 221 reviews

Southport Tree Escape * King Studio Near Downtown

“Perfect for two. Easy access. Very quiet.” – William, ‘25 This vaulted studio in the trees is the perfect setting for a romantic getaway or a weekend respite – and it’s just a short walk from the heart of Southport, America's Happiest Seaside Town. You'll be hosted by year-round Southporters who have taken great pride in creating a space that's comfortable and contemporary – but with all the charm and small-town feel - close to dining and the waterfront but in a special private location.

Superhost

Condo in Kure Beach

4.83 out of 5 average rating, 149 reviews

Oceanfront Condo With Balcony and Pool

Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay..

Guest favorite

Home in Oak Island

4.97 out of 5 average rating, 183 reviews

Above the Tide on OKI - *10 Min Walk to the Beach*

Sunshine & waves awaits you and your family! This cozy home has everything you need for your vacation get away. Only a short walk down the Scenic Walkway to the beach (10 min). Fire pit, picnic table, patio area out back w/ outdoor grill, and outdoor shower. There is also Wi-Fi and 3 TVs. Fully stocked kitchen with all your cooking necessities. Beach Extras: - 3 adult bikes - Shibumi Shade tent - wagon - multiple chairs - coolers - variety of toys/games for your days down at the beach!

Top guest favorite

A spacious living area features a large L-shaped sectional sofa and a wooden coffee table in the center. Natural light pours in through large windows, complemented by soft curtains. A ceiling fan enhances airflow above a decorative mounted TV and modern wall decor.

Townhouse in Bald Head Island

4.95 out of 5 average rating, 329 reviews

Cozy BHI Condo - Community Pool and BHI Club

Welcome to "Marooned Five". We enjoy sharing our home so others can experience the beauty and magic of Bald Head Island. Our home has 2 bedrooms, 2 full baths, fully stocked kitchen (renovated March 2024 and 2022!) & a spacious loft for the kids. Located in Royal James Landing, a private pool and picnic area are available for use just a few steps away. There are 6 bikes (4 adult/ 2 child) & 2 4-person golf carts. Guest memberships for the BHI Club are available for an additional fee.

Top guest favorite

The exterior of the beachfront cottage is shown during sunset, with warm hues illuminating the sky. The covered porch features rocking chairs, and a grassy area leads to a set of stairs. The architecture blends traditional coastal charm with a tranquil environment.

Home in Holden Beach

4.95 out of 5 average rating, 172 reviews

Egret ~ Beachfront Cottage (pet-Friendly)

Original beachfront cottage on Holden Beach, just steps from the sand and water. Enjoy the dolphins and shorebirds from the rockers on the covered porch. Cozy studio has been completely renovated with thoughtful amenities. Enjoy the fully stocked kitchen including coffee, condiments, spices, and premium cookware. No stairs to climb, level walkway, and a fully fenced yard are ideal for children, pets (fee applies), and older guests. Lots of amenities and beach equipment are provided.

Top guest favorite

A cozy evening view showcases a two-story building with glowing porch lights illuminating the balcony. Palm trees add a tropical touch to the scene, while the night sky serves as a backdrop, highlighting the architecture's charming details.

Condo in Southport

4.97 out of 5 average rating, 304 reviews

Southport’s Southern Charm

Quaint coastal condo located close to all Southport has to offer. This 1 bedroom 1 bath condo right on the main street of Southport! You’ll have a restaurants, shops, and bars within easy walking distance! The large balcony, with covered and uncovered areas has large palm trees and a good view of Howe St. You’re only 6 blocks from the water! The condo comes with everything you could ever need. Wine, snacks, and coffee come standard. Come see why Southport is our “Safe Haven”!

Top guest favorite

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

4.99 out of 5 average rating, 192 reviews

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch 2022 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.

Guest favorite

The exterior of a two-story coastal cottage features a welcoming white façade with dark green windows and a front porch. Two rocking chairs and a lantern are visible, along with landscaping that includes shrubs and grass. The American flag is displayed prominently on the porch.

Cottage in Southport

4.98 out of 5 average rating, 124 reviews

Captain's Cottage: The heart of downtown Southport

Step into history without sacrificing luxury at the Captain's Cottage! Located blocks from the water on one of the first 100 lots in Southport, is a beautifully furnished coastal cottage. The home boasts a commercial quality kitchen, spacious rooms throughout, and two cozy porches overlooking Historic Franklin Square Park. The location is ideal within walking distance of all that Southport has to offer and is a short drive to several beaches.