Cottage holiday rentals in Bald Head 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.

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.

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!

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.

Pinch of Peace, Dogs Welcome!

This is a custom built dog friendly family beach house on the quiet west side of Oak Island, a five minute drive or bike ride to the beach, and one block to the Intercostal Waterway. Artfully decorated, with a fully equipped kitchen, safely fenced back yard for dogs, screened back porch, super dog friendly beach, and a tiny house in back with more sleeping capacity; this house is a place for beach lovers who appreciate comfort and art and want their pooches along with them.

A-Frame | 100 yds to Beach | Pets | Flex Check-In

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!

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.

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.