Cottage holiday rentals in Pleasure Island

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Top-rated cottage rentals in Pleasure Island

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

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Top Guest favourite
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 Myrtle Grove

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

LocationValueSleep quality

4.96 out of 5 average rating, 181 reviews
Top Guest favourite
A vibrant sunset illuminates the sky with shades of orange and pink, reflecting on the calm ocean waters. Tall grasses and coastal plants frame the scene, leading to a beach access point in the foreground, contributing to a serene coastal atmosphere.
Cottage in Carolina Beach

Surf4life Oceanfront Beach Cottage

One of the last few Direct Oceanfront beach cottages left in CB. Great for small families. Sit on the front porch and watch waves or a beautiful sun rise. This home was owned by the same family for 50 years! While the cottage is small, it offers an excellent beach retreat that is reminiscent of simpler times. Excellent beach and surf break in front of home which is only 100 yards from the Tiki bar! There is also a private beach directly in front of the house. A beach experience like no other!

FamilyLocationNearby

4.99 out of 5 average rating, 173 reviews
Top Guest favourite
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

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!

ValueFamilyCheckout

4.96 out of 5 average rating, 375 reviews
Top Guest favourite
A charming cottage stands elevated on stilts, surrounded by a grassy yard. The large porch features seating, allowing for relaxation and outdoor enjoyment. The area below is shaded and includes additional seating, providing a comfortable space for guests.
Cottage in Carolina Beach

Relax in a HGTV Beachfront pick!

Recently featured on HGTV's Beachfront Bargain Hunt, this picturesque cottage is located just steps from the beach and minutes to the boardwalk. With a large porch to hear the waves crash, one can enjoy a morning beverage with the sunrise and an evening cocktail at sunset. Impeccably maintained and stylishly updated, this cottage offers an easy way to relax. BBQ at home, play games in the spacious back yard, read books, walk along the white coast, or head out to the boardwalk for island fun!

ValueFamilyAccess

4.99 out of 5 average rating, 193 reviews
Top Guest favourite
A charming beach cottage is framed by a large tree and a white picket fence. The home features a light blue front door and multiple windows, allowing natural light to fill the interior. Lush green grass surrounds the cottage, enhancing its inviting exterior.
Cottage in Carolina Beach

Charming beach cottage blocks from the beach!

Recently remodeled!! Thanks for looking at my beach cottage! The house is only 4 blocks to the ocean and located right behind the lake where you will find a sidewalk around the lake for easy beach access. There is a farmers market around the lake every Saturday in the summer! This is a great house in an excellent location perfect for families and those that want to bring their fur babies. The backyard is large and fenced in. Fur babies are welcome with a one time $50 pet fee per dog

FamilyValuePets

4.99 out of 5 average rating, 409 reviews
Top Guest favourite
The cottage features a welcoming front porch with a bright blue roof and white railings. Two blue chairs are positioned beside potted plants. Lush greenery and palm trees frame the entrance, while a warm wooden door invites guests inside.
Cottage in Carolina Beach

Charming Cottage, Walk to Beach, Porch, Parking

Charming Carolina Beach Cottage – Walk to Beach, Boardwalk & More! This upgraded 1900s cottage is in the heart of Carolina Beach—just 2 blocks from the ocean, boardwalk, restaurants, and shops. Central to all things CB, yet tucked on a quiet street. Unwind on the breezy front porch, then explore local favorites or take a short drive to Fort Fisher, the aquarium, or downtown Wilmington. We love this home and the easygoing CB vibe—and we hope you’ll feel like a local the moment you arrive.

LocationFamilyBathroom

4.92 out of 5 average rating, 150 reviews
Top Guest favourite
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

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!

LocationValueLaundry

4.99 out of 5 average rating, 128 reviews
Top Guest favourite
Cottage in Carolina Beach

A-Frame | 3 Min Walk to beach | Boardwalk | Pets

This Beachy A-Frame is ready to host your next beach adventure! 3 bedroom : 2 bathroom and walkable to all Carolina Beach has to offer. - Located 1 block from the beach and short bike ride to the boardwalk. Next door to local restaurants, The Spot & Uncle Vinny's Pizzeria. - Whether staying a week or a couple of days, these peaceful island vibes will be something you want to return to. - Follow us @casasinthecarolinas , to see what is going on at The Sun Shack!

FamilyValueAmenities

4.96 out of 5 average rating, 147 reviews
Top Guest favourite
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

Captain's Cottage | Historic | Walkable

Wake up to park views from rocking chair porches in one of Southport's most iconic homes — a beautiful coastal cottage on the first 100 lots. Steps from the waterfront, shops, and restaurants. The home boasts a commercial quality kitchen, unique touches 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.

LocationValueIndoor spaces

4.98 out of 5 average rating, 149 reviews
Guest favourite
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

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

ValueLocationHot tub

4.87 out of 5 average rating, 142 reviews
Top Guest favourite
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

Air Cottage @ Bald Head Island

Cozy Marina Retreat • Walk to Ferry • Golf Cart Escape to a cozy marina-side cottage on Bald Head Island—perfect for couples, weekend getaways, and relaxing coastal retreats. Enjoy the included golf cart to explore the island or walk to restaurants, shops, the ferry, and Old Baldy. 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.

ValueFamilyDecor

4.97 out of 5 average rating, 118 reviews
Guest favourite
Cottage in Carolina Beach

The Good Life

Enjoy this cozy cottage steps away from Carolina Beach! This 3 bedroom home has a newly renovated kitchen, can sleep up to 6, and also has a large fenced backyard so you can bring all your dogs with you. (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 restaurants, the Pier, Ferris Wheel, & our historic boardwalk!

FamilyLocationIndoor spaces

4.88 out of 5 average rating, 220 reviews

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