Cottage vacation 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!

The Cove At Myrtle Grove

Come relax and enjoy this comfy house nestled along the Intracoastal Waterway and ​the Masonboro​ Island Reserve​. Enjoy many waterfront views from inside the cottage, outside on the deck, around the fire-pit, playing games, or on the hosts' private pier. You can see lots of boats, a wide variety of native wildlife, sunrises, and more. Pier activities include fishing, lounging, or docking your own small boat, kayaks, etc. Minutes from the beaches, board walks, fine dining, boating, and more.

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!

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.

Sandpiper~ Beachfront Cottage (pet-friendly)

Original beachfront cottage on Holden Beach, just steps from the sand and water. Enjoy the dolphins and shorebirds from the rockers on the covered porch. Cozy studio has been renovated with thoughtful upgrades. Kitchen is fully stocked including coffee maker, spices, condiments, and premium cookware. No stairs, ground-level are ideal for children, older guests, and pets (pet fee collected separately). Lots of amenities and beach items are provided for your comfort and convenience.

A-Frame | 100 yds to Beach | Backyard | Boardwalk

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 on IG @casasinthecarolinas , to see what is going on at The Sun Shack!

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.