Cottage holiday rentals in Southport

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.

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!

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

2nd row dog friendly Beach Cottage with easy access to beach across the street, view of ocean from front porch rockers. 3B/2BA, elevated home, living space on all one level with 1,076 sqft, Sleeps 6. Cleaning fee includes linens, bath, hand and wash towels, NOT beach towels. Starter rolls of toilet paper and a roll of paper towels included with rental. High speed internet, 2 Roku TVs and less than 2 miles to lots of restaurants, grocery, playground splash pad, dog park, music in the park.

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.

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.

Its a "Sweet Little Cottage On Oak Island"

Oak Island; a serene south facing beach you will love to stroll. "Sweet Little Cottage" is so close -1 1/3 short blocks away with no major street to cross. Stroll or bike the tree lined streets.Feel cool ocean breezes, hear soothing ocean sounds.Within walking distance to library, shopping, eateries, oceanfront dining coffee shop, ice cream parlor, Yaupon Pier Short drive to Community Center Exercise/Weight Room, tennis, basketball,Oak Island Golf Course. Small and medium dogs allowed.

The Historic Backdoor Cottage in Southport, NC

The charming Backdoor Cottage is located in the Historic District of Southport, NC. It's named the Backdoor Cottage because you park and enter through the backdoor into the living space. It is within walking distance of the whole Historic District including the waterfront, restaurants, shops, churches and art galleries. Much of the art work in the cottage was done by local artists. Watch Nicholas Sparks' movie, Safe Haven, if you'd like to see what Southport looks like. It was filmed here.

"Just Enough" Beach Home! Screened Front Porch

"Just Enough" is just a short 3 blocks to the sand and the ocean for a great start to your relaxing dream vacation. Inner Coastal Waterway and Nature Center are on opposite end of 52nd Street. Relax on the enclosed screen front porch and listen to the ocean waves in the evening. The home has all new furniture, decor and bedding for you to enjoy. Kitchen is fully equipped and ready should you feel like cooking. "Just Enough" has everything you need to enjoy your time away from home.

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.

Cozy Rustic OCEAN FRONT Cottage

Enjoy Sunday to Sunday April- Nov. Come vacation at this old-school cottage with knotty pine walls. Pet friendly. Deck seating, gorgeous sunrise/sunset views. Walk directly to beach. Half mile walk to pier. Spacious open living area. Large dining table for games and puzzles. 3 BR (2 full, 4 twin). 1 Full bath, one half bath. April thru Oct stay Sunday to Sunday. Nov- Mar is a three night minimum. Pets allowed with pet fee. Bring your linens.

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.

100 yds to Beach | 500 mbps | Pets | Boardwalk

Welcome to The Little Ray! NEWLY Renovated in 2025. 3 minute walk to the sand! 5 Minute walk to the boardwalk. - Private coastal, 1 Bedroom, 1 Bath, Full size kitchen. Downstairs beach cottage in Carolina Beach. Note : The upstairs unit is a separate unit. - 1 block from the beach and short bike ride to the boardwalk. Next door to local restaurants, The Spot & Uncle Vinny's Pizzeria. - Follow us on IG @casasinthecarolinas !