Cottage holiday 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 favourite

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 favourite

Cottage in Carolina Beach

4.89 out of 5 average rating, 149 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!

Guest favourite

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 favourite

Cottage in Carolina Beach

4.99 out of 5 average rating, 140 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 favourite

Cottage in Carolina Beach

4.99 out of 5 average rating, 159 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.

Guest favourite

Cottage in Shallotte

4.88 out of 5 average rating, 127 reviews

Ocean Pine Cottage • Pet friendly • Fully Fenced

Welcome to our quaint cottage of the Brunswick Islands countryside! Escape to an inland area that’s tucked away but so close to all the fun! Drive 3 minutes to the Intracoastal waterway or famous Inlet waterfront restaurant. Ocean Pine is only 5 miles from Ocean Isle Beach + public boat/kayak ramps. Hop over to Holden/Sunset beach. North Myrtle is only 40 minutes away! Shallotte, NC is an inland beach town that invites your family + pets to enjoy the coastal experience, events and vibes.

Top Guest favourite

Cottage in Wilmington

4.94 out of 5 average rating, 195 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 favourite

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 favourite

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 favourite

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 favourite

Cottage in Wilmington

4.94 out of 5 average rating, 161 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.