Cottage vacation rentals in Pleasure Island

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Top-rated cottage rentals in Pleasure Island

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Guest favourite

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

$223 CAD per night

Guest favourite

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.

Aug. 22 – 29

$275 CAD per night

Guest favourite

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!

Mar. 19 – 26

$618 CAD per night

Guest favourite

Cottage in Southport

4.95 out of 5 average rating, 267 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!

Apr. 24 – May 1

$305 CAD per night

Guest favourite

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. 23 – 30

$404 CAD per night

Guest favourite

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. 21 – 28

$368 CAD per night

Guest favourite

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!

Aug. 30 – Sep. 6

$382 CAD per night

Guest favourite

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.

Sep. 4 – 11

$188 CAD per night

Guest favourite

Cottage in Carolina Beach

4.91 out of 5 average rating, 117 reviews

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.

Jun. 9 – 16

$571 CAD per night

Guest favourite

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

$351 CAD per night

Guest favourite

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.

Mar. 23 – 30

$306 CAD per night

Guest favourite

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 8 – 15

$227 CAD per night