Cottage vacation rentals in Southport

Great Location! Walk to Pier.

Welcome to Pier Joy, a charming beach cottage nestled in Oak Island’s historic Yaupon area—just a short stroll to the sand, surf, and iconic Oak Island Pier. Whether you’re looking to unwind on the beach, cast a line off the pier, or sip coffee at a nearby café, this beautifully updated cottage puts it all within reach. Pier Joy accommodates up to 8 guests with 3 bedrooms, 2 full baths, a living room, sunroom, dining room and kitchen. No stairs, no stress. Ground-level entry—perfect for guest

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.

*Million Dollar View/Hot Tub/Fire-pit/Gas Grill*

Enjoy beautiful ocean views right on the marsh front in the gorgeous, one of a kind, A-Frame farmhouse cottage in North Myrtle Beach, South Carolina. Enjoy coffee and your favorite beverages from the back deck while watching the sunrise over the Atlantic Ocean. Enjoy the peace and serenity of nature while watching the egrets fly by, listen to the oysters clamp down as the tide rises and falls, and hear the ocean waves. Common sightings include Bald Eagles, Painted Buntings, Hummingbirds & more!

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!

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.

1913 Historic Downtown Empie-Possion Cottage

The Empie-Possion Cottage is located in the heart of historic downtown Wilmington, NC. The cottage is three blocks from the water and a 10 minute walk to the heart of downtown. The Empie-Possion cottage was built in 1913 and is expertly restored. Have a drink on the screened in patio in the back or on the historic front porch. Come enjoy a stay where you can truly unwind. This one of the most unique homes you can stay in Downtown and you feel it’s charm the minute you step in the door.

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.

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.

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.

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.