
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.

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!

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!

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.

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!

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.

Charming Cottage, Walk to Beach, Porch, Parking
Charming Carolina Beach Cottage – Walk to Beach, Boardwalk & More! This upgraded 1900s cottage is in the heart of Carolina Beach—just 2 blocks from the ocean, boardwalk, restaurants, and shops. Central to all things CB, yet tucked on a quiet street. Unwind on the breezy front porch, then explore local favorites or take a short drive to Fort Fisher, the aquarium, or downtown Wilmington. We love this home and the easygoing CB vibe—and we hope you’ll feel like a local the moment you arrive.

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

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!

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!

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.

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.

Summer Lovin - Kure Beach oceanfront w/ 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
Popular amenities for Pleasure Island cottage rentals
Cottage rentals with a hot tub

Seaside Palace

Outdoor Shower & Hot Tub - Central to Everything!

Private Hidden Gem w/Hot Tub & Firepit on 4 acres

Coastal Farmhouse near Holden Beach

Hot Tub, Close To Downtown, Concerts and Beaches!

Beach Break Bungalow: Dog Friendly + Hot Tub!
Pet-friendly cottage rentals

Whimsy Whale Cottage, Oceanview, Fenced Yard

Great Location! Walk to Pier.

"Seadar" Cottage - A Mid-Century Beach Cutie!

The Good Life

MILE TO THE ISLE 1.8 miles to Holden Beach bridge

Luna Sea l 3 mins walk to the CB Boardwalk

Mermaid Tales

One Beach’in Cottage, walk to the beach!
Private cottage rentals

Waterfront Retreat

1913 Historic Downtown Empie-Possion Cottage

"Hooked on Holden" Beach House

Luxury Remodel meets Downtown Charm

Warren Peace (South End) Floating dock

Blue Turtle Beach Cottage

Dog Friendly: It's a "Ruff Life" beach cottage

Newly updated Carolina Place Cottage near Downtown
Destinations to explore
- Norfolk Holiday rentals
- Augusta Holiday rentals
- Western North Carolina Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Outer Banks Holiday rentals
- Charlotte Holiday rentals
- Hilton Head Island Holiday rentals
- Savannah Holiday rentals
- Cape Fear River Holiday rentals
- North Myrtle Beach Holiday rentals
- Rappahannock River Holiday rentals
- Family-friendly rentals Pleasure Island
- Townhouse rentals Pleasure Island
- Rentals with lake access Pleasure Island
- Private suite rentals Pleasure Island
- Rentals with beach access Pleasure Island
- Rentals with a sauna Pleasure Island
- Waterfront rentals Pleasure Island
- Rentals with a washing machine and dryer Pleasure Island
- Rentals with a fireplace Pleasure Island
- Condo rentals Pleasure Island
- House rentals Pleasure Island
- Rentals with a kayak Pleasure Island
- Apartment rentals Pleasure Island
- Rentals with a fire pit Pleasure Island
- Fitness-friendly rentals Pleasure Island
- Hotel rooms Pleasure Island
- Rentals with pools Pleasure Island
- Rentals with outdoor seating Pleasure Island
- Beachfront rentals Pleasure Island
- Rentals with a patio Pleasure Island
- Rentals with an EV charger Pleasure Island
- Pet-friendly rentals Pleasure Island
- Rentals with a hot tub Pleasure Island
- Cottage rentals New Hanover County
- Cottage rentals North Carolina
- Cottage rentals United States
- Carolina Beach Boardwalk
- Wrightsville Beach, NC
- Cherry Grove Point
- Kure Beach Pier
- North Carolina Aquarium at Fort Fisher
- Wrightsville Beach
- Cherry Grove Fishing Pier
- Surf City Pier
- Carolina Beach Lake Park
- Jungle Rapids Family Fun Park
- University of North Carolina Wilmington
- Airlie Gardens
- Bird Island
- Carolina Beach State Park
- Oak Island Lighthouse
- Freeman Park
- Fort Fisher State Historic Site
- Soundside Park
- North Myrtle Beach Park & Sports Complex
- Wilmington Riverwalk
- Greenfield Park
- Fort Fisher State Recreation Area
- Battleship North Carolina
- Wilson Center At Cape Fear Community College




