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 Kure Beach
4.86 out of 5 average rating, 105 reviews

Kure Cabana*Cottages@Kure*Ocean View*Pool*Historic

Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated 3-bedroom cottage with Front Porch ● Free Parking ●Outdoor pool for guests ● All the comforts of home; just perfect for a beach getaway for 4 ● One short block to the beach, Kure Beach Pier, restaurants and arcade are a quick stroll away ● Drive to Carolina Beach Boardwalk for famous Britt's doughnuts, Fort Fisher Museum, Aquarium and the Ferry that goes to Southport for an adventure you're sure to enjoy!

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
4.96 out of 5 average rating, 361 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!

Top guest favorite
The front porch is adorned with colorful flowers in pots and features a small seating area. An American flag gently flutters above, while a gravel pathway leads to the entrance. Lush green trees provide shade, enhancing the inviting exterior of the cottage.
Cottage in Southport
4.97 out of 5 average rating, 460 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 town's main street, this happy little cottage is nestled among 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.

Top guest favorite
A charming beach house is set against a clear blue sky, surrounded by tropical greenery. The front porch features seating, while an inviting walkway leads to the entrance. Vibrant pink accents complement the exterior, creating a welcoming first impression.
Cottage in Kure Beach
4.96 out of 5 average rating, 218 reviews

Gypsea Roots

Come enjoy my tranquil beach house located just one block back from the beach. Just 5 blocks away from Kure Beach town center! I provide my guests with basically everything they'd ever need for a successful beach vacation! -Private Key-less entry -“Private” Front Porch -Private Living Room w/ board games, books, etc. -2 Large bedrooms -Private Bathroom -Full private kitchen -Fresh linens/towels -Cable and Wifi -Beach accessories *NOT a party house!!! *Not suitable for children under 12

Top guest favorite
Cottage in Kure Beach
4.99 out of 5 average rating, 121 reviews

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!

Guest favorite
A bright and airy living area is featured, showcasing a light-colored couch and a comfortable armchair. Natural light floods in through large windows, illuminating a decorative area rug on the dark wood floor. A coffee table sits in front of the seating, accompanied by minimalist decor.
Cottage in Carolina Beach
4.96 out of 5 average rating, 136 reviews

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!

Top guest favorite
Cottage in Wilmington
4.9 out of 5 average rating, 378 reviews

Waterside Cottage 'HoriZen'

This is a recently renovated rustic 1947 cottage with an outstanding view of and access to the Intracoastal Waterway. It is perfect for meditation or quiet time by the water's edge, or for fishing, art, reading, writing, kayaking or paddleboarding. It is close to Wilmington, Wrightsville Beach, Topsail Island and Hampstead where there is shopping, restaurants, outdoor and cultural activities and beautiful beaches. It's old, but it is full of charm!

Top guest favorite
A cozy outdoor space is illuminated by string lights, featuring a fire pit surrounded by several Adirondack chairs in various colors. A swing hangs nearby, complementing the adjacent structure with wooden rocking chairs on a porch, enhancing the relaxation setting.
Cottage in Lockwoods Folly
4.97 out of 5 average rating, 317 reviews

MILE TO THE ISLE 1.8 miles to Holden Beach bridge

Renovated and Immaculate comfortable beach cottage in a quiet neighborhood yet just 1.8 miles from the Holden Beach bridge. Shopping and dining are 15 minutes away in Shallotte. Myrtle Beach and Wilmington are both within an hours drive. If you prefer to relax, you can sit on the 10' x 22' deck just outside the kitchen door, or by the fire pit, on a rocking chair or the swing in the open back yard, which is ideal for playing fetch with your dog.

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
4.99 out of 5 average rating, 142 reviews

Captain's Cottage: The heart of downtown Southport

Step into history without sacrificing luxury at the Captain's Cottage! Located blocks from the water on one of the first 100 lots in Southport, is a beautifully furnished coastal cottage. The home boasts a commercial quality kitchen, spacious rooms 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.

Top guest favorite
The charming cottage exterior features white brick walls and a welcoming porch. Blue shutters adorn the front windows, allowing natural light to flow in. Lush green landscaping provides a pleasant contrast against the bright façade, enhancing the inviting entryway.
Cottage in Carolina Beach
4.98 out of 5 average rating, 164 reviews

Sweet Caroline 2BR 2BA Cottage w Fence

> Quiet street; walk to beach, bars, and restaurants! > Golf cart and e-bikes included! > Location for NBC/Hulu's R.J. Decker! (S1, E3) > 11 am checkout! > Linens included! > Dog-friendly! Vintage charm and modern conveniences abound in this adorable two-bedroom, two-bath cottage in Carolina Beach. Less than 1/2 mile from the ocean, restaurants, bars, and boardwalk. "Sweet Caroline" has everything you need for a fun-filled vacation.

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
4.86 out of 5 average rating, 133 reviews

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

Top guest favorite
A charming cottage is set amidst lush greenery, featuring a front porch with a white railing. Steps lead up to the main entrance, with large windows allowing ample natural light. Surrounding foliage creates a serene atmosphere, and a covered area is visible to one side.
Cottage in Brunswick County
4.99 out of 5 average rating, 140 reviews

The Tin Roof Cottage ~ Relaxing 2-bedroom cottage

Take it easy at this unique tranquil cottage 4 minutes from Holden Beach. The Tin Roof Cottage is quite cozy as you will enjoy your rainy afternoon naps under a tin roof or enjoy local shopping. This home features a queen bed, a full bed, and a porch swing with outdoor ceiling fans. The kitchen is fully equipped with pots/pans, utensils, and a few selected spices for cooking.

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