Cottage vacation rentals in Pleasure Island

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Pleasure Island

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Superhost
Cottage in Kure Beach
4.85 out of 5 average rating, 103 reviews

Kure Cabana*Cottages@Kure*Ocean View*Pool*Historic

Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated 3-bedroom cottage with Front Porch ● Free Parking ●Outdoor pool for guests ● All the comforts of home; just perfect for a beach getaway for 4 ● One short block to the beach, Kure Beach Pier, restaurants and arcade are a quick stroll away ● Drive to Carolina Beach Boardwalk for famous Britt's doughnuts, Fort Fisher Museum, Aquarium and the Ferry that goes to Southport for an adventure you're sure to enjoy!

Top guest favorite
A scenic view of the Intracoastal Waterway features a long wooden pier extending into calm waters, framed by lush greenery and marsh grass. Nearby, small boats can be seen anchored, with a distant island adding to the tranquil coastal landscape under a clear blue sky.
Cottage in Wilmington
4.96 out of 5 average rating, 165 reviews

The Cove At Myrtle Grove

Enjoy waterfront views and relax in this comfy house nestled along the Intracoastal Waterway and ​the Masonboro​ Island Reserve​. Water views from inside the cottage, outside on the deck, sitting at the fire-pit, playing in the yard, or on the hosts' private pier. You can see lots of boats, a wide variety of native wildlife, sunrises, and more. On the pier you may fish, lounge, launch your kayak, paddle board, etcetra. 10 - 20 minutes from the beaches, board walks, fine dining, boating, and more

Guest favorite
A bright living area showcases a white sofa adorned with soft pillows, complemented by natural wood accents. A stylish mirror reflects the light from a nearby lamp. Textured rugs and a few decorative pieces add warmth and depth to the space.
Cottage in Carolina Beach
4.89 out of 5 average rating, 226 reviews

The Surf Chalet

3 blocks from the ocean and 1/2 block from the Carolina Beach Lake trail. Ample parking and private sun deck/shaded patio to wind down after the beach. Freshly renovated and decorated in March 22'. Perfect for families/couples looking to be close to the downtown action, yet away from any noise/traffic. A peaceful beach escape w/ every modern amenity. BBQ essentials on site. Pet friendly. Check out the Superhost's other similar Surf listings for alternative, curated offerings.

Top guest favorite
A cozy living area features a curved gray sofa complemented by an ornamental throw pillow. Two rustic side tables sit between the sofa and a wicker chair. A surfboard leans against the wall, with decorative lighting hanging above, creating a welcoming ambiance.
Cottage in Kure Beach
4.99 out of 5 average rating, 121 reviews

Upscale beach cottage near beach

Wake up to salty sea breezes, sip your coffee on our deck and take a quick stroll to the beach! We are a top 1% guest favorite! Our beach home is fully equipped and family friendly or a couple's perfect beach getaway. The ocean is 3 min away via our street's beach access. Restaurants, shopping and fishing pier are all nearby. Neighboring Carolina Beach is a short ride away. Also, nearby to Ft Fisher State Park, the NC Aquarium and ferry terminal to Southport. Come relax at our place!

Top guest favorite
An outdoor seating area features string lights illuminating the space around a circular stone fire pit. Two wooden chairs are positioned nearby, offering a cozy spot to gather. The backdrop includes a two-story cottage surrounded by lush greenery, enhancing the peaceful ambiance.
Cottage in Wilmington
4.97 out of 5 average rating, 118 reviews

Coastal Cottage Nestled in the Woods

Take it easy at this unique and tranquil getaway. This is the perfect place to reconnect with your loved ones and get away from the hustle and bustle of big city life...yet still be 5 minutes from town. This cozy cottage is located 1 mile down a dirt road and sits on a large wooded 1 acre lot with beautiful views of the marsh. Enjoy peace and quiet, be one with nature, reconnect with loved ones, escape for a weekend to the beach, and use our cottage to truly get away from it all!

Top guest favorite
An aerial view captures the marina and waterfront of Bald Head Island, showcasing a series of white cottages nestled along the shore. Calm waters reflect the surrounding greenery, while the beach extends into the distance, framed by the gentle curve of the coastline.
Cottage in Bald Head Island
4.96 out of 5 average rating, 104 reviews

Air Cottage @ Bald Head Island

"Air" is a charming cottage located on the Bald Head Marina & the perfect home on BHI for a couples getaway, nomad traveler, or businessperson looking to enjoy the WFH lifestyle from a beach chair. Hi-speed Internet makes it easy to stay connected while taking in the views of the ocean and marina, or get out and enjoy nature. 5 min walk from Bald Head Island Ferry Terminal, restaurants, shops, rentals **Golf cart is included** **Shoals Club access available for additional fee**

Top guest favorite
A light-filled living area features a soft, neutral-colored sofa adorned with textured pillows. An abstract painting of rolling waves hangs above. A coffee table with a smooth surface sits in front of the seating, complemented by a stylish plant arrangement.
Cottage in Wilmington
4.99 out of 5 average rating, 100 reviews

Luxury Remodel meets Downtown Charm

Relax in turn key luxury. This historic Wilmington home has been meticulously remodeled with the discerning guest in mind. Professionally designed and furnished to produce a delicate blend of modern and classic. Extras include beach cruisers for an easy ride to local breweries, restaurants, or the downtown Wilmington Riverwalk, gas grill or outdoor dining, fire pit for drinks on the patio, white noise machines in all bedrooms, smart TVs, and fiber mesh wifi system.

Guest favorite
Cottage in Carolina Beach
4.88 out of 5 average rating, 200 reviews

The Good Life

Enjoy Carolina Beach in this cozy 3 bedroom cottage only a few steps away from beach access at Sand Dollar Lane! With a newly renovated kitchen, this cottage has everything you need. There is also a large, sandy backyard so you can bring all your dogs (dogs only allowed). This home is located right on the 2nd row to the ocean (Carolina Beach Ave N) & is a convenient bike ride or short drive to shops, restaurants, Pier, Ferris wheel & our historic boardwalk!

Top guest favorite
A calm waterway reflects the expansive sky dotted with soft clouds. Lush green marsh grasses line the banks, creating a serene landscape. A small island is visible in the distance, along with a boat gliding gently across the water's surface.
Cottage in Wilmington
4.9 out of 5 average rating, 377 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!

Top guest favorite
The charming cottage exterior features white brick walls and a welcoming porch. Blue shutters adorn the front windows, allowing natural light to flow in. Lush green landscaping provides a pleasant contrast against the bright façade, enhancing the inviting entryway.
Cottage in Carolina Beach
4.98 out of 5 average rating, 163 reviews

Sweet Caroline 2BR 2BA Cottage w Fence

> Quiet street; walk to beach, bars, and restaurants! > Golf cart and e-bikes included! > Location for NBC/Hulu's R.J. Decker! (S1, E3) > 11 am checkout! > Linens included! > Dog-friendly! Vintage charm and modern conveniences abound in this adorable two-bedroom, two-bath cottage in Carolina Beach. Less than 1/2 mile from the ocean, restaurants, bars, and boardwalk. "Sweet Caroline" has everything you need for a fun-filled vacation.

Guest favorite
The exterior of the duplex features a distinct A-frame structure with wooden railing and steps leading to the entrance. A sign reading 'The Sun Shack' is displayed prominently. The surrounding area includes a gravel pathway and grassy space, enhancing the welcoming atmosphere.
Cottage in Carolina Beach
4.91 out of 5 average rating, 255 reviews

100 yds to Beach | 500 mbps | Pets | Backyard| WFH

Welcome to The Little Ray! NEWLY Renovated in 2025. 3 minute walk to the sand! 5 Minute walk to the boardwalk. - Private coastal, 1 Bedroom, 1 Bath, Full size kitchen. Downstairs beach cottage in Carolina Beach. Note : The upstairs unit is a separate unit. - 1 block from the beach and short bike ride to the boardwalk. Next door to local restaurants, The Spot & Uncle Vinny's Pizzeria. - Follow us on IG @casasinthecarolinas !

Guest favorite
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
4.86 out of 5 average rating, 131 reviews

Summer Lovin - Kure Beach oceanfront w/ hot tub

Enjoy ocean views and direct beach access from this renovated Kure Beach cottage. Perfect for families or small groups! Highlights: • Hot tub with ocean view • Beach chairs, towels & umbrella • Full kitchen & dining • No shared walls • Smart TVs in all rooms • Pack & Play for families • 5-min to Ft. Fisher Aquarium • 15-min walk to Kure Beach Pier • 7-min drive to Carolina Beach • 25-min to Downtown Wilmington

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