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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Guest favorite

Cottage in Castle Hayne

4.95 out of 5 average rating, 273 reviews

Bridge Tender's River Lodge

Waterfront cottage sits on a bluff overlooking the NE Cape Fear River. A 400-sq.ft cottage open floor plan with all comforts. Fully equipped kitchen, queen size bed, sleep sofa detailed woodwork throughout, high ceiling, granite bar, bathroom with walk in shower, expansive covered porch with fans and spectacular riverfront views! A relaxing retreat or romantic getaway. Boat ramp next door.Bring boat, kayak, SUP, for exploring the River...Beach & Downtown 15-20min. No river access from property.

Jan 30 – Feb 6

G$28,135 GYD per night

Guest favorite

Cottage in Southport

4.96 out of 5 average rating, 358 reviews

Happy's Place Downtown Southport

This is my uncle Happy's place. It is in historic downtown Southport. Walking distance from restaurants, shopping, and the Cape Fear river. Located on a quaint alley just off the Main Street of town. This happy little cottage is nestled amongst large live oaks and in the shadow of Southport's iconic water tower. The home has one bedroom with a queen bed. The living area has a twin bed and two chairs. There is a full kitchen and small bathroom. Southport’s beautiful waterfront and parks await.

Oct 12 – 19

G$35,272 GYD per night

Superhost

Cottage in Carolina Beach

4.89 out of 5 average rating, 161 reviews

Mermaid Tales

DOG FRIENDLY 🐶!!! 2 streets back, 0.2 miles from the beautiful Atlantic Ocean and a public beach access Dog friendly property with an additional per night pet fee and a large fenced yard for your fur babies Upstairs of cottage is also an available rental if you want to vacation with a larger group. Each level has a comfy king size bed that most guests mention and compliment in their reviews. Each level is one bedroom, one full bath and a full kitchen with full sized appliances and icemaker

Dec 5 – 12

G$28,710 GYD per night

Guest favorite

Cottage in Carolina Beach

4.99 out of 5 average rating, 123 reviews

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!

Oct 9 – 16

G$82,911 GYD per night

Guest favorite

Cottage in Carolina Beach

4.99 out of 5 average rating, 271 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.

Dec 19 – 26

G$51,314 GYD per night

Guest favorite

Cottage in Carolina Beach

4.92 out of 5 average rating, 123 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!

Jan 16 – 23

G$46,211 GYD per night

Guest favorite

Cottage in Carolina Beach

4.99 out of 5 average rating, 116 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!

Oct 11 – 18

G$39,707 GYD per night

Guest favorite

Cottage in Wilmington

4.94 out of 5 average rating, 179 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.

Oct 17 – 24

G$23,800 GYD per night

Guest favorite

Cottage in Wilmington

4.93 out of 5 average rating, 107 reviews

Island hopping & fishing on Masonboro Sound

Winter fishing at its best! 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 island beaches surrounding the cottage. 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 (shared with owners) and take in the jaw dropping views with a glass of wine.

Jan 27 – Feb 3

G$45,170 GYD per night

Guest favorite

Cottage in Oak Island

4.92 out of 5 average rating, 302 reviews

Beachy Cottage w/ screened porch & outdoor shower

Located in a quiet neighborhood with a cute screened in porch, private outdoor shower, open rinse off shower side of house, deck with grill, and privacy fence. A short drive to the beach, a 5-10 minute bike ride over the canal at 20th St or walk over to enjoy the sunset. Bring bikes and ride all over the island. Kitchen is fully equipped. We even have cornhole and a couple of other outdoor games to play in the backyard. Our goal is to make our guest feel at home. Enjoy !

Oct 17 – 24

G$30,190 GYD per night

Guest favorite

Cottage in Carolina Beach

4.98 out of 5 average rating, 131 reviews

One Beach’in Cottage, walk to the beach!

Relax in our Remodeled 1940s Cottage! Walking distance to public beach access 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 kitchen has been remodeled with new cabinets and appliances. We offer books, games, wifi and a roku to sign in and watch your favorite streaming apps. A tall privacy fence encloses a cozy back yard for your pet.

Apr 2 – 9

G$36,405 GYD per night

Guest favorite

Cottage in Carolina Beach

4.93 out of 5 average rating, 197 reviews

The Mariner's Cottage

203 steps from the sand! The Mariner's Cottage is a downstairs efficiency with full size appliances in kitchen. There is a pantry, storage closet, bath and washer/dryer unit. Pets considered at owner's discretion. Carolina Beach is located on Pleasure Island and is the perfect place for your next relaxing vacation. If chilled out and relaxing on the sand is not your thing, Carolina Beach and Pleasure Island have lots of fun activities for adults and children.

May 10 – 17

G$28,088 GYD per night