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.

0 of 0 items showing

1 of 3 pages

Superhost

Cottage in Oak Island

4.85 out of 5 average rating, 202 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 season stay Sunday to Sunday, Sun to Thurs or Thurs to Sunday. Check in ANY DAY during the off season for as little as three days. Pets allowed with pet fee. Please provide your linens (sheets and towels)

Top guest favorite

Cottage in Southport

4.96 out of 5 average rating, 306 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!

Guest favorite

Cottage in Carolina Beach

4.89 out of 5 average rating, 148 reviews

Charming Beach Cottage-1 block to beach/boardwalk

Charming, spacious beach cottage in the heart of Carolina Beach—just 1 block from the ocean, boardwalk, shops, and dining! Enjoy a large front porch with views of Thursday night fireworks—perfect for relaxing or dining al fresco. Rinse off in the private outdoor shower after sun-soaked days. Bright, airy interiors, comfy beds, fast WiFi, smart TVs, and a stocked kitchen. Enjoy the best of the island with beach access, live music, and fun at your doorstep. Book your perfect beach escape today!

Top guest favorite

Cottage in Carolina Beach

4.98 out of 5 average rating, 326 reviews

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. No cats.

Guest favorite

Cottage in Carolina Beach

4.92 out of 5 average rating, 130 reviews

The Flying Sea Cow

This 1900's cottage is smack dab in the heart of Carolina Beach! Fully upgraded home only 2 blocks from the beach, restaurants, shops, and the boardwalk! Central to everything that is awesome about CB and still very quiet! At the start or end of your day, relax on the large breezy porch. A short drive to the NC Aquarium at Ft. Fisher, the ferry, and downtown Wilmington. We absolutely love our cottage and the charm of CB, and we want you to feel like a local from the minute you check-in!

Top guest favorite

Cottage in Carolina Beach

4.99 out of 5 average rating, 139 reviews

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!

Top guest favorite

Cottage in Carolina Beach

4.99 out of 5 average rating, 158 reviews

One Beach’in Cottage, walk to the beach!

Remodeled 1940s Cottage! Walking distance to the beach and restaurants. The Cottage offers guests a relaxing front porch with a table, chairs and a porch swing. The cottage sleeps 4 guest comfortably with 2 bedrooms with queen beds. The Bonus room can sleep 2 guests. Please inquire if you need to sleep 5 or 6. Remodeled kitchen has new cabinets and appliances. We offer books, games, wifi and a roku to watch your favorite streaming apps. A tall privacy fence ensures the safety of your pets.

Top guest favorite

Cottage in Wilmington

4.94 out of 5 average rating, 194 reviews

The Artist's Cottage

Guests must be 21 or older. Two guest max!!! Also, I get a lot of requests for small pets. Due to safety and health concerns, I cannot accommodate any pets at all. That includes service or support animals. I live on the property in the main house. Cottage is behind house. No 3rd party booking allowed. The person checking in must be the person that booked and the person that's name is on the account. If you are interested in booking the cottage. No smoking/vaping of anything inside cottage.

Guest favorite

Cottage in Southport

4.87 out of 5 average rating, 101 reviews

The Historic Backdoor Cottage in Southport, NC

The charming Backdoor Cottage is located in the Historic District of Southport, NC. It's named the Backdoor Cottage because you park and enter through the backdoor into the living space. It is within walking distance of the whole Historic District including the waterfront, restaurants, shops, churches and art galleries. Much of the art work in the cottage was done by local artists. Watch Nicholas Sparks' movie, Safe Haven, if you'd like to see what Southport looks like. It was filmed here.

Guest favorite

Cottage in Wilmington

4.96 out of 5 average rating, 165 reviews

1913 Historic Downtown Empie-Possion Cottage

The Empie-Possion Cottage is located in the heart of historic downtown Wilmington, NC. The cottage is three blocks from the water and a 10 minute walk to the heart of downtown. The Empie-Possion cottage was built in 1913 and is expertly restored. Have a drink on the screened in patio in the back or on the historic front porch. Come enjoy a stay where you can truly unwind. This one of the most unique homes you can stay in Downtown and you feel it’s charm the minute you step in the door.

Top guest favorite

Cottage in Wilmington

4.99 out of 5 average rating, 110 reviews

Creekside Cottage Waterfront Dock Access

A water lovers dream spot is here and waiting for you. Sit back and relax in this private, special waterfront space. Enjoy sunrises and sunsets while sitting waterfront: on the dock, porch and spacious studio cottage. Watch the bird life happen right before your eyes. Here you can immerse yourself in nature, or choose your recreation on the water - Kayak, paddle, fish. The large well appointed galley bathroom is fantastic. Do nothing or do it all; your vacation spot is awaiting.

Top guest favorite

Cottage in Wilmington

4.94 out of 5 average rating, 160 reviews

Island hopping & fishing around Masonboro Island

Fishing this winter has been 🔥! Pick your adventure in this 1-of-a-kind cottage on the Masonboro Island Estuarine Reserve. Get your SUP or kayak ‘on’ and in just a 300m paddle (5 min) you can be lounging on one of the dozens of secluded tiny islands off our dock. Make the ~20 min paddle to experience the unspoilt beauty of Masonboro Island’s pristine, 9 mile white sand beach. Or chill on the dock and take in the jaw dropping views with a glass of wine.

0 of 0 items showing

What guests are saying

The Prickly Pear Cottage-Upper

5 out of 5 average rating, 8 reviews7 months ago

Absolutely loved Dave's place!! Prime location right across from the beach access and the home was so comfy and cozy. Plenty of space for the 4 of us and, split 4-ways, the most reasonable AirBnbs on WB!! Would absolutely come here again, 10/10 home and host - very responsive and helpful!

Cottage in Wrightsville Beach

What guests are saying

115 Cozy Cottage

4.82 out of 5 average rating, 99 reviews5 days ago

I decided last minute to do a solo trip to oak island for the weekend and I don’t think I could’ve picked a better place! The location was perfect, it was conveniently located to restaurants and a nice Publix for groceries. The walk to the beach was very manageable and actually enjoyable since you go over a beautiful scenic walkway. The cottage itself was cozy and quiet, the screened in porch was perfect for reading. Plus the hosts were so friendly and helpful! I am already looking at my calendar to see when I can squeeze in another stay this summer!

Cottage in Oak Island

What guests are saying

The Tin Roof Cottage ~ Relaxing 2-bedroom cottage

4.99 out of 5 average rating, 105 reviews6 days ago

my sister and i were out for family business, and the tin roof cottage was perfect for the two of us: spotless, private and super comfortable for our stay. if we're ever back to the holden beach/supply area we will absolutely be staying here again.

Cottage in Brunswick County

What guests are saying

Oceanfront Incredible Ibis w private beach access

4.93 out of 5 average rating, 162 reviews6 days ago

Perfect beach cottage on Oak Island! It was incredibly well stocked and we wanted for nothing. The house is also adorably decorated, the linens and mattresses are very nice quality, the appliances are well kept and work as expected. The view from the front porch is heavenly and the outdoor furniture is ample and comfortable. We were also surprised to find swings beneath the house that the kids used all the time! Perfect area to hang out when getting ready for the beach or while taking a break. Outdoor shower on walkway and under the house have hot water! I honestly can’t say enough good things about this rental. We will book again and again!

Cottage in Oak Island

What guests are saying

Coastal Country Cottage

4.97 out of 5 average rating, 72 reviews6 months ago

This cozy cottage was exactly what my daughter and I needed for a weekend away in a secluded setting on their property. Charlene was a gracious host and the amenities in this cozy cottage were impeccable! It was super inviting, modern, and had all the things that you needed including very appreciated basket of snacks upon arrival. My daughter and I really enjoyed using the gym next-door and then headed out toward Wrightsville Beach the next day. We enjoyed the fire pit at night with provided firewood on the cute patio with the string lights and peaceful sounds of nature. Grocery stores were easily 5 to 10 minutes away and Wilmington was a good 15-20 minute ride. Topsail was 25 minutes in the other direction and we loved visiting there as well. The property is huge and we thoroughly enjoyed our stay at this wonderful cottage! Great stay overall!

Cottage in Wilmington

What guests are saying

A little oasis by the beach and boardwalk!

4.89 out of 5 average rating, 27 reviews1 month ago

We absolutely loved our stay! Both Rebecca and the property were fantastic. The pool was a perfect spot to relax, offering a beach retreat without the hassle of sand. (Sometimes you wanna be at the beach...without dealing with the beach. HA) The location is ideal for a staycation or vacation and I really appreciated how peaceful and quiet it was. It’s also incredibly walkable, making it easy to explore nearby shops/food and enjoy a walk with our dogs. Love it!

Cottage in Carolina Beach