Family-friendly vacation rentals in Pleasure Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pleasure Island

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Treehouse in Wilmington

4.9 out of 5 average rating, 380 reviews

Live in the trees! Covid vaccines required.

Enjoy a stay up in the trees in the Robbin's Nest Treehouse built by Charles Robbins. On a 4 acre wooded property, 10 minutes to Wrightsville Beach,1 minute from Intracoastal Waterway with paddle board, kayak and power boat rentals providing easy access to our beautiful North Carolina coast. A unique hand crafted treehouse inspired by Treehouse Masters. The interior features beautiful wood to bring nature inside. Outdoor porch and deck are perfect for morning coffee or evening glass of wine.

Guest favorite

Cottage in Oak Island

4.85 out of 5 average rating, 191 reviews

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 the season rents by the week with SUNDAY CHECK-IN only. -Check in ANY DAY during the off season and stay for as little as three days. Pets allowed with pet fee. Please provide your linens (sheets and towels)

Guest favorite

Condo in Carolina Beach

4.95 out of 5 average rating, 207 reviews

Oceanfront Condo w/ Spacious Private Deck & Pool

Welcome to The Endless Summer CB Condo! Whether you're visiting Carolina Beach as a couple, with family, or a group of friends, The Endless Summer CB is your perfect oceanfront paradise! The home has been designed with all of our guests' comfort in mind. Enjoy breathtaking views from your spacious patio or the miles of pristine coastline just steps away with a private beach access. Minutes to downtown CB, the Boardwalk, restaurants, and more! >>Check us out on Instagram! @theendlesssummerCB

Guest favorite

Cottage in Oak Island

4.93 out of 5 average rating, 324 reviews

Beachy Cottage w/ screened porch & outdoor shower

Located in a quiet neighborhood with a cute screened in porch, private outdoor shower, open rinse off shower side of house, deck with grill, and privacy fence. A short drive to the beach, a 5-10 minute bike ride over the canal at 20th St or walk over to enjoy the sunset. Bring bikes and ride all over the island. Kitchen is fully equipped. We even have cornhole and a couple of other outdoor games to play in the backyard. Our goal is to make our guest feel at home. Enjoy !

Guest favorite

Cottage in Carolina Beach

4.93 out of 5 average rating, 211 reviews

The Mariner's Cottage

203 steps from the sand! The Mariner's Cottage is a downstairs efficiency with kitchen. There is a pantry, storage closet, bath and washer/dryer unit. Pets considered at owner's discretion. Carolina Beach is located on Pleasure Island and is the perfect place for your relaxing vacation. If relaxing on the sand is not your thing, Carolina Beach has lots of activities for adults and children. Traveling with friends? See if the downstairs unit is available!

Guest favorite

Guesthouse in Oak Island

4.94 out of 5 average rating, 256 reviews

Pelican's Perch, Oak Island, NC

Welcome to our Guesthouse...2-Minute Walk to Ocean / Direct Beach Access. Cozy house with charming furnishings. Full service kitchen with refrigerator, microwave, stove, K-Cup coffee maker and toaster, queen bed and comfy furniture in the living room. Bath w tub/shower. Flat screen TV - YouTube TV/WiFi included. Outside shower for your use while you are visiting with us. Private deck to grill your food. Close to shopping and restaurants. 2 person maximum!

Guest favorite

Cottage in Wilmington

4.89 out of 5 average rating, 322 reviews

Waterside Cottage 'HoriZen'

This is a recently renovated rustic 1947 cottage with an outstanding view of and access to the Intracoastal Waterway. It is perfect for meditation or quiet time by the water's edge, or for fishing, art, reading, writing, kayaking or paddleboarding. It is close to Wilmington, Wrightsville Beach, Topsail Island and Hampstead where there is shopping, restaurants, outdoor and cultural activities and beautiful beaches. It's old, but it is full of charm!

Superhost

Home in Carolina Beach

4.9 out of 5 average rating, 163 reviews

The Kure at Carolina Beach!

Welcome to our home located right on the border of Carolina Beach and Kure Beach. We are less than a 10 min walk to the beach and a block from the greenway. This spacious, beautifully furnished and decorated 4-bedroom, 3-full bathroom duplex sleeps and hosts 10 comfortably, has awesome outdoor living areas with two porches, backyard deck, fenced in yard, and a private outdoor shower and comes ready to enjoy with all bedding, sheets and towels included.

Guest favorite

Condo in Carolina Beach

4.88 out of 5 average rating, 212 reviews

SeaScape-Top Floor Ocean Views & Dips in the Pool!

You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool. This NON-SMOKING condo includes all linens & towels, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably.

Guest favorite

Home in Oak Island

4.91 out of 5 average rating, 253 reviews

The Pink Flamingo

The Pink Flamingo is located on the northeast quadrant of Oak Island, ¾ mile from the beach, ½ block to the Oak Island Nature Park on the Intracoastal Waterway, and a short walk to the public boat launch. It sits on a large lot, with ample room to park your boat and the backyard is fully fenced to keep your furry friends safe! It is in a quiet neighborhood, a short walk/drive to restaurants, family-friendly activities, and shopping.

Guest favorite

Condo in Carolina Beach

4.9 out of 5 average rating, 184 reviews

Spectacular * Oceanfront Condo - Once Upon A Tide

Fully updated oceanfront condo with an unbeatable ocean view located in the heart of Carolina Beach! This 3rd floor, 2 bed/2 bath, oceanfront condo is equipped with everything you need for an unforgettable visit to Carolina Beach. The unit is located within walking distance of the Boardwalk, Carolina Beach Lake Park, a variety of restaurants, nightlife, shopping, and many other popular local attractions.

Guest favorite

Tiny home in Wilmington

4.9 out of 5 average rating, 529 reviews

Private Tiny Home in the Woods!

This is a small cabin at the back of our property that has good privacy from the main house. It's a cozy space, but with a King size bed and a loft it easily accommodates 3 people! Very close to the beach. Dogs are welcome (sorry, no cats), please add as a "pet" to your reservation. The fee is $30 per stay. Dogs must be crated if left alone. We have one available if required.