Cottage vacation 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 favorite

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.

Cottage in Oak Island

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, 222 reviews

Top guest favorite

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!

4.99 out of 5 average rating, 176 reviews

Top 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

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!

4.96 out of 5 average rating, 377 reviews

Top guest favorite

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!

4.99 out of 5 average rating, 194 reviews

Top guest favorite

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

4.99 out of 5 average rating, 411 reviews

Superhost

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

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.

4.88 out of 5 average rating, 242 reviews

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

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!

4.99 out of 5 average rating, 128 reviews

Top guest favorite

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!

4.96 out of 5 average rating, 151 reviews

Top guest favorite

A kitchenette is presented with white cabinetry and wood accents. Bar seating with high stools is positioned along one side, and a sink is integrated into the counter. A vibrant orange door leads outside to a fenced yard area, providing a glimpse of the outdoor space.

Cottage in Carolina Beach

No stairs! 2 blocks to the ocean + pet friendly

The Happy Snappy Cottage is a cute, updated one bedroom, one bath ground floor unit of a duplex just two blocks from the beach. You’re an easy walk to the ocean + a few local restaurants, and less than a 5 minute drive to the boardwalk. Out back, you’ll find a fully fenced yard with a grill and cozy patio furniture, perfect for relaxing after a beach day. We welcome up to 2 dogs, just include them in your booking and make sure they’re respectful of the space.

4.94 out of 5 average rating, 106 reviews

Top 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

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.

4.98 out of 5 average rating, 152 reviews

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

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

4.86 out of 5 average rating, 145 reviews

Top guest favorite

Cottage in Carolina Beach

Lucky Secret | Welcome Home to your Carolina Beach

Come enjoy newly renovated bungalow within two blocks of walking distance to the beach and the boardwalk to enjoy everything Carolina Beach offers. Enjoy a space where you can escape from the stressor's of every day life with an indoor outdoor experience. Enjoy a walk in shower and soaking tub after a day under the sun or cook a meal in the fully stocked kitchen. The world is yours here. We mean it.

4.91 out of 5 average rating, 163 reviews