Holiday rentals with outdoor seating in Southport

4.99 out of 5 average rating, 209 reviews

The cottage exterior features a charming wooden facade with large windows allowing natural light. A spacious deck with outdoor seating faces the yard, framed by the shade of surrounding trees. Vibrant cushions add a pop of color to the seating area.

Cottage in Oak 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.

A light blue golf cart is parked on a concrete driveway in front of a charming yellow cottage with a turquoise door. Lush greenery surrounds the entrance, and potted plants add a vibrant touch. The home features a covered porch that invites relaxation.

4.99 out of 5 average rating, 124 reviews

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).

The exterior of the single-story home features a well-maintained facade with blue and gray siding. A covered entrance leads to the front door, while landscaping includes neat shrubs and a green lawn. A one-car garage is visible on the left side.

4.97 out of 5 average rating, 115 reviews

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!

4.97 out of 5 average rating, 457 reviews

The front porch is adorned with colorful flowers in pots and features a small seating area. An American flag gently flutters above, while a gravel pathway leads to the entrance. Lush green trees provide shade, enhancing the inviting exterior of the cottage.

Cottage in Southport

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.

4.99 out of 5 average rating, 187 reviews

The spacious living area features a cozy couch, a coffee table with games, and a television. Soft blue bedding covers the comfortable bed, and the room is lit by warm lamps and natural light from several windows adorned with blue curtains.

Guest suite in Southport

Southport Serenity, Entire full studio apartment

Entire studio apartment over the garage in a quiet family neighborhood. One mile from Southport's Historic and Picturesque Waterfront. Offers a full array of amenities from on-site parking, private entry, full bath, kitchen w/ refrigerator, microwave & single burner cooktop, blender, Keurig, dishes/utensils. Large living area with coffee table, chair, couch and desk. Games and books for your enjoyment. WIFI & Smart TV, outdoor shower, beach bikes and chairs. Patio area with Adirondacks.

4.96 out of 5 average rating, 328 reviews

A cozy evening view showcases a two-story building with glowing porch lights illuminating the balcony. Palm trees add a tropical touch to the scene, while the night sky serves as a backdrop, highlighting the architecture's charming details.

Condo in Southport

Southport’s Southern Charm

Quaint coastal condo located close to all Southport has to offer. This 1 bedroom 1 bath condo right on the main street of Southport! You’ll have a restaurants, shops, and bars within easy walking distance! The large balcony, with covered and uncovered areas has large palm trees and a good view of Howe St. You’re only 6 blocks from the water! The condo comes with everything you could ever need. Wine, snacks, and coffee come standard. Come see why Southport is our “Safe Haven”!

4.93 out of 5 average rating, 390 reviews

A bright sleeping area features a spacious bed with a white quilt and decorative pillows. Wooden beams and recessed lighting enhance the warm ambiance. A small seating area with a plant is present, alongside a wooden step for easy access to the bed. Large windows allow natural light in.

Apartment in Oak Island

Oak Island Beach Guest Cottage

If you love being a short walk to the beach this place is for you! . We provide beach chairs and a cart for your 5 minute walk to beach. Eat in kitchen and you can serve your honey breakfast in bed. Farmers market around the corner in the summer months as well as concerts every Friday night, Tennis courts, pickle ball and splash pad in the same area to cool you off. We offer Wi-Fi and Roku. . Gas fire place on back porch. Indoor fireplace use is seasonal.

4.92 out of 5 average rating, 132 reviews

A clear view of the Cape Fear River is presented, featuring a pool bordered by lounge chairs. A wooden deck extends towards the water, alongside private beach access and a dock. Bright blue skies and gentle clouds create a serene backdrop.

Condo in Southport

Escape to the Cape On the Gorgeous SPT Waterfront

Located on the beautiful Southport Waterfront you'll enjoy a well-appointed gem located within the RiverHotel of Southport that includes a small balcony with views of the Cape Fear River, guest pool, and private beach exclusively for our guests. We also have a huge deck with lots of tables and chairs to enjoy the spectacular water views! Covered parking is available within steps of the elevator. Make your Southport vacation memorable! Escape to the Cape awaits you!

The Hammock House is positioned amidst marshlands, showcasing a serene sunset sky. The two-story home is visible, with a covered front deck and steps leading toward the marsh. Surrounding vegetation adds to the tranquil atmosphere of this coastal retreat.

4.98 out of 5 average rating, 112 reviews

Great Marsh View & 2 Blocks to Beach-LongStayDscnt

Escape to Oak Island's tranquil shores and the serenity of the marsh at The Hammock House. This 2-bed, 2-bath haven is surrounded by picturesque marshlands with breathtaking views and the ocean waves just 2 blocks away. Grill out and dine al fresco, relax in the hammocks or lounge in the super comfy living room after a long day at the beach. Enjoy the peace and quiet of the Carolina beaches. LONG STAY DISCOUNT Dec-March $2,500 plus taxes and fees. Send us an injury.

The exterior of a charming white cottage is shown, featuring a welcoming front porch with steps leading to a wooden door. Large windows are framed by greenery, while grass and a few trees add a natural touch to the inviting entrance.

4.97 out of 5 average rating, 146 reviews

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.

4.97 out of 5 average rating, 151 reviews

A spacious bedroom features a large bed dressed in a light-colored patterned comforter with decorative pillows. Two bedside tables with lamps are positioned on either side of the bed. Natural light enters through a window adorned with light curtains, illuminating the wood flooring.

Condo in Southport

Stones Throw to downtown Southport

Welcome to our gorgeous 1 bedroom/ 1bath home away from home! These roomy accommodations are just steps from the Southport Marina and in the heart of historic Southport. You have at your disposal boat parking, outdoor pool area, and walking access to Southport's many charms, such as fine dining and shopping. Bikes and beach chairs are in the closet in the covered parking. Your relaxation begins with easy self check-in and keyless entry! Enjoy your stay.

4.99 out of 5 average rating, 139 reviews

The exterior of a two-story coastal cottage features a welcoming white façade with dark green windows and a front porch. Two rocking chairs and a lantern are visible, along with landscaping that includes shrubs and grass. The American flag is displayed prominently on the porch.

Cottage in Southport

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.

Popular amenities for Southport outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

A two-story beach house is set against a clear blue sky, with a spacious deck overlooking the ocean. The structure features a grey exterior and is supported by stilts. Sandy beach stretches in the foreground, leading to the calm waves of the Atlantic Ocean in the distance.

4.97 out of 5 average rating, 241 reviews

Oak Island Oceanfront – Top Floor 2BR Condo

Superhost

A charming front porch features two woven chairs with striped cushions, positioned beside a welcome mat. An American flag gently flutters from the porch railing, with greenery surrounding the area, creating a cozy entryway.

4.84 out of 5 average rating, 44 reviews

Southport Salty Patriot-Walk to DT/Pets/Fenced!

The exterior of a vintage cottage displays a well-maintained lawn with green grass and hydrangea bushes in bloom. The home features large windows framed by traditional shutters and a welcoming front pathway leading to the entrance. A water tower is visible in the background.

4.94 out of 5 average rating, 140 reviews

Hydrangea Hideaway: A 2 block walk to the beach!

A two-story beach house is situated on pilings, with a spacious concrete driveway for parking. The exterior features a combination of siding and decorative nautical elements. Rocking chairs are visible on the front porch, creating an inviting entryway.

4.93 out of 5 average rating, 152 reviews

The Blue Pearl - OAK ISLAND, NC

4.99 out of 5 average rating, 149 reviews

Walk to beach, Two Seasters Duplex C1

The exterior of the home is showcased with a spacious raised porch featuring multiple seating areas. Sturdy wooden stairs lead to the entrance, while overhead fans provide ventilation. The house is surrounded by greenery, contributing to a relaxed coastal atmosphere.

4.97 out of 5 average rating, 126 reviews

Prime OKI location; walk to 43rd St beach access

A spacious property is highlighted by an electric golf cart parked on gravel. The entrance features a staircase leading up to a covered porch, with a sign displaying the rental name. Nearby, a privacy fence offers seclusion, while trees provide shade.

5 out of 5 average rating, 144 reviews

Pet Friendly/Game Room/Golf Cart - 3Bed 2Bath

A charming red cottage is framed by lush greenery and flowering plants. A stone pathway leads to the front porch, and the inviting entrance is highlighted by a white door and large windows, allowing natural light to fill the space. Tall trees stand in the background.

4.83 out of 5 average rating, 58 reviews

“Fire Cabernet”

Apartment rentals with outdoor seating

Apartment in Wrightsville Beach

4.91 out of 5 average rating, 182 reviews

Green Wave

Apartment in Wrightsville Beach

A bright bedroom features a queen bed with crisp white linens and a light gray blanket. Natural light fills the space through multiple windows, highlighting the minimalist decor, including a round mirror and framed black-and-white photographs. A wicker chair and a small nightstand complete the inviting atmosphere.

4.97 out of 5 average rating, 180 reviews

The Sunsetter - Surf studio with private roof top

Apartment in Downtown Wilmington

A sunset casts a warm glow over the water, with hues of orange and yellow reflecting on the surface. In the foreground, two glasses of wine rest beside a bottle on a white railing, offering a serene view of the river and a boat anchored nearby.

4.94 out of 5 average rating, 176 reviews

Riverfront sunset balcony + free covered parking

Apartment in Wilmington Historic District

4.99 out of 5 average rating, 108 reviews

3rd Street Hideaway

Apartment in Wrightsville Beach

A vibrant blue porch features wooden flooring and cozy Adirondack chairs. Warm light from string lights and lanterns creates a welcoming ambiance, illuminating the outdoor seating area surrounded by decorative elements. A glimpse of nearby tables and a vibrant outdoor space can be seen.

4.96 out of 5 average rating, 674 reviews

Vintage Beach Bungalow Surf Shack

4.94 out of 5 average rating, 161 reviews

The entrance area to the guest suite features a private pathway leading to a set of stairs. Seating is provided with two chairs arranged around a small table, surrounded by colorful flower pots. A wooden privacy fence encases the space, enhancing the secluded feel.

Apartment in Oak Island

Adorable OKI guest suite ~ walk to BEACH!

Apartment in Downtown Wilmington

A bright sleeping area features a spacious bed with a pink headboard, complemented by decorative pillows and a light-colored coverlet. A television is mounted above an elegant fireplace, with large windows allowing natural light. A colorful wall art piece adds a touch of vibrancy to the room.

4.92 out of 5 average rating, 333 reviews

Amazing Balcony 1 bed steps to downtown Riverwalk

4.96 out of 5 average rating, 246 reviews

A private screened porch is displayed, featuring two wicker chairs with decorative cushions positioned around a circular table. Soft lighting from string lights enhances the inviting space. Lush greenery is present in pots, complementing the tranquil atmosphere.

Apartment in Oak Island

Serenity Season

Condo rentals with outdoor seating

4.98 out of 5 average rating, 143 reviews

A private balcony features two tall black chairs and a white table, providing a seating area with unobstructed ocean views. The calm sea gently laps against the shore, while a clear blue sky stretches overhead, creating an expansive, tranquil atmosphere.

Condo in Kure Beach

Oceanfront End Unit Condo with Pool (Riggings D-2)

Condo in Ocean Isle Beach

A wooden boardwalk leads directly to the sandy beach, lined with lush greenery. The calm ocean stretches into the distance, showcasing a serene blue hue under a clear sky. Gentle waves meet the shore, creating a peaceful coastal scene.

4.98 out of 5 average rating, 293 reviews

OIB Oceanfront 3 Bd, 2 Bth with linens!

A covered balcony table is set for two, featuring two wine glasses and a bottle of wine beside a potted plant. The backdrop displays a clear view of the Cape Fear River and surrounding greenery under a bright blue sky.

4.84 out of 5 average rating, 188 reviews

River FRONT | SuperHost | Free Parking!

A six-story building is depicted, showcasing multiple balconies on each floor. Each balcony is equipped with outdoor seating. Large glass windows provide views into the units, while a lush green area surrounds the building, enhancing its inviting presence.

4.96 out of 5 average rating, 294 reviews

Hank's Villa - 6th floor - Waterfront

4.96 out of 5 average rating, 122 reviews

Two blue wine glasses are positioned alongside a bottle of Clos du Bois wine on a table, with an expansive view of the ocean and shoreline in the background. The light reflects off the water, creating a serene atmosphere.

Condo in Oak Island

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Bath

4.93 out of 5 average rating, 532 reviews

Riverfront Views | 5th Floor | Balcony | Parking

A balcony view presents the calm waters of the Cape Fear River, framed by lush greenery along the shoreline. A small table with two chairs is visible, inviting guests to enjoy the scenery. The distant bridge adds a sense of depth to the tranquil setting.

4.88 out of 5 average rating, 265 reviews

Luxury Sunsets On the Riverwalk -King Bed- Parking

A round table with two turquoise chairs is set up on the balcony, featuring two glasses of red drinks and a bottle in the center. The background showcases a scenic view of the River with the setting sun casting a warm glow across the water.