House holiday rentals in Southport

Heart of DT Southport+fenced yd - Maebel’s Cottage

Relax in my cute, sunlit cottage with a shady, private fenced yard in downtown Southport. Perfect for pets! Only 3 blocks from the water in a sweetheart location-right in center of bustling historic district but tucked away in a quiet nook. Sit in swing by street and feel ocean breezes with a peek-a-boo view of water at end of road. Fire pit - patio -2 miles from Fort Fisher and Bald Head ferries- 10 min from quiet, uncrowded Oak Island and Caswell beaches or just walk to shops and restaurants

Location · Family · Quiet

Downtown Sunshine Cottage and Golf Cart

Charming, renovated cottage, just blocks from downtown. Ride the 6 seat golf cart to shops, waterfront swings, live music, riverfront dining, and spectacular sunsets. Only a 15 min car ride to Oak Island’s beaches & golf. Unwind in the gazebo, play bocce, or snuggle up for a movie by the fireplace. Sleep soundly in plush queen beds. Enjoy a clean kitchen with Keurig & lattes. Three smart TVs, 1.5 bathrooms and washer/dryer. Must be 24+ yrs old to book. (Signed waiver requested after booking).

Value · Family · Amenities

Southport Serenity

Welcome to this charming 3-bedroom, 2-bath home just 10 minutes from downtown Southport and Oak Island! Perfect for families or friends, this retreat features an open-concept living area, fully equipped kitchen, and cozy bedrooms. Enjoy the fenced-in backyard, ideal for pets or kids, and relaxing under the glow of string lights in the evenings. Close to beaches, dining, and shopping, it’s the perfect base for your coastal getaway. Book now and experience the charm of Southport and Oak Island!

Value · Location · Indoor spaces

Oak Island Oceanfront – Top Floor 2BR Condo

Enjoy a perfect oceanfront family getaway on Oak Island's West Beach. This 2nd level unit of our beach house has separate entrance, two bedrooms, one bathroom, and sleeps six guests. The kitchen is fully equipped with pots, pans, utensils, full size fridge, microwave, stove/oven, and dishwasher. Enjoy sunrises and sunsets on the huge deck watching the waves and the occasional dolphins. If your dates are not available, please check out our 1st level unit availability at www.airbnb.com/h/oki1

Location · Family · Amenities

Above the Tide | *10 Min Walk to Beach* + Bikes

Sunshine & waves awaits you and your family! This cozy home has everything you need for your vacation get away. Only a short walk down the Scenic Walkway to the beach (10 min). Fire pit, picnic table, patio area out back w/ outdoor grill, and outdoor shower. There is also Wi-Fi and 3 TVs. Fully stocked kitchen with all your cooking necessities. Beach Extras: - 4 adult bikes - Shibumi Shade tent - wagon - multiple chairs - coolers - variety of toys/games for your days down at the beach!

Location · Value · Quiet

Southport Cottage - Only 3 Blocks From Downtown

Gorgeous newly listed home just 3 blocks away from the center of Historic Downtown Southport. Nestled under the stately Live Oak trees, this newly renovated home is perfect for families and friends wanting to get away and experience the quaint charm of Southport. Enjoy the cool breezes from the covered front porch or relax around the fire pit in the back yard. Southport has something to do for all ages! Plenty of restaurants and stores to satisfy the desires of everyone in your family!

Family · Location · Condition

Beachfront cottage with views from every room!

Enjoy this slice of paradise, with views from every room and the beach just down the back steps! The home sleeps 6 in 3 bedrooms with one king bed and 2 queens. The master bedroom has the option of closing the pocket doors for privacy, or leaving them open for amazing ocean views. The living space offer an open floorplan, perfect for entertaining. This home is located on the East end of the island between the two bridges that access the island and close to the Ocean Crest Pier.

Value · Family · Accuracy

The Mad River Cottage

Step inside the Mad River cottage and you will want to stay forever. This 2 bedroom cottage is the perfect retreat for a week/weekend away from home. You’ll be walking distance from everything the village of Southport offers! If it’s beach time you crave, you’ll be a short 15-minute drive to all the ocean! Come enjoy one of the happiest seaside towns in America and stay in the Mad River Cottage. Be sure to stop by the Mad River Studio & Store for the best shopping in Southport.

Location · Getting around · Sleep quality

Kid & Dog Friendly Stylish Ranch by Middleton Park

Welcome to Sweet Hideaways on Oak Island! This 3-bedroom, 2-bath home features an outdoor shower and a fully fenced yard. Enjoy beach essentials like chairs, umbrellas, boogie boards, and a gorilla cart for an easy trip to the shore. Family-friendly with a high chair, pack n play, toys, playhouses, and a fun custom mural! Just 0.7 miles to the beach and 1 block to the ICW. Walk to Middleton Park and the splash pad in minutes! Conveniently located near restaurants and shops.

Location · Family · Condition

Cozy Southport Cottage

Enjoy front porch living at this cottage just a few steps away from downtown Southport. This wonderful home has been totally renovated while still keeping its original old Southport style and charm. Original wood floors and doors totally refinished back to their beauty. You can relax and get a peaceful night’s sleep in one of the 2 cozy bedrooms. Cook a delicious meal on our brand new gas range or take a short walk or drive to one of the many quaint restaurants nearby.

Value · Family · Indoor spaces

Downtown Southport Cottage

Adorable remodeled cottage in downtown Southport. Walking distance to waterfront, restaurants, bars, quaint shops and parks for the kids. Enjoy strolls through town or walks to the waterfront or minutes drive from oak island for a sandy beach afternoon. Also minutes away from Southport car ferry for a great day trip to Fort Fisher Aquirium and state park or catch the ferry to bald head and ride bikes or rent a golf cart for the day of discovery, golfing or beaches.

Family · Location · Parking

Pet Friendly - Home Close to the Beach

Serenity awaits you at this peaceful updated beach themed home. The home has everything you need to enjoy your Oak Island getaway! You’ll want to come back!! Walk to the beach via the 9th St scenic walkway. Enjoy a day at the beach, kayaking, fishing, boating or any of the many activities Oak Island and nearby Southport offers. Enjoy relaxing evenings at home dining with the family, watching tv, playing games or stargazing. Don’t wait, come make lasting memories.

Value · Family · Amenities