Cottage holiday rentals in Pleasure Island

Whimsy Whale Cottage, Oceanview, Fenced Yard

We’d love for your happy beach memories to be made here at our cottage by the sea, The Whimsy Whale. Our island cottage is perfectly placed under a canopy of magnificent live oaks, about 300 steps away from the ocean. Nestled on a quiet beach access street, central to all the best attractions, shopping and eateries on Oak Island; close to attractions in Southport. It is one of our favorite places to spend time together and we look forward to sharing it with you, your loved ones and friends.

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.

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.

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.

Cozy Rustic Ocean Front Cottage

Ocean Front! ~ Kick your feet up and enjoy the laid back atmosphere of this 1950's beach cottage on the deck or in the house. Beautiful sunrises and sunsets over the Atlantic Ocean. Deck has chairs for relaxing to the sound of the gulls. Fall asleep to the sound of the ocean. Full Kitchen. Rates from $130 - $480 a night. Sunday to Sunday with off-season available for nightly rental. The cottage is ideal for small families, 1-2 couples and singles. Max 6

Upscale beach cottage near beach

Our Salty Casita beach home is fully equipped for a family or couple's perfect beach getaway. Proximity to the ocean (3 min walk) via our street's beach access. Restaurants, shopping and fishing pier are all nearby. Neighboring Carolina Beach is a short ride away to enjoy lively nighttime activities, shopping, boardwalk and restaurants. Also, nearby to Ft Fisher State Park, the NC Aquarium and ferry terminal to Southport. Come relax at our place!

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.

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

Oceanfront-pvt access-dog friendly-Incredible Ibis

Sandy shorelines are calling you to this 3-bedroom, 1.5-bath vacation cottage on Oak Island! This beachfront property will leave you relaxed and rejuvenated. Panoramic ocean views from the deck! Our home offers a getaway that invites you to surf the waves, perfect your tan, and catch up on your favorite book while digging your toes in the sand. Featured in the Fall 2021 Hallmark film "One Summer." Enjoy a moment now!

Grace Cottage - Private Parking & Pet Friendly

Just steps from Brooklyn Arts District, this historic house is located only four blocks from Historic Downtown Front Street, a highly walkable area perfect for exploring local museums, shops, & restaurants. Convention center and wedding venues close by. Pet friendly, 1G High-Speed internet, smart TV, indoor gas fireplace, fenced in yard with paved patio, outdoor fire pit, & 2 private parking spaces.