Family-friendly holiday rentals in Southport

4.99 out of 5 average rating, 195 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. 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. WIFI & Smart TV, outdoor shower, beach bikes and chairs. Patio area with Adirondacks. No Pet Policy, violation $200 fee

FamilyIndoor spacesCondition

4.96 out of 5 average rating, 375 reviews

A dining area features a long wooden table surrounded by chairs, illuminated by a chandelier. Decorative elements include a sideboard and a vintage mirror, complemented by a patterned area rug. Natural light enters through windows, enhancing the inviting space.

Cottage in Southport

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!

Indoor spacesKitchenDecor

4.99 out of 5 average rating, 134 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).

FamilyKitchenParks

A bright living area features a blue sofa and armchair, complemented by decorative pillows. A natural woven coffee table is placed on a soft blue and white area rug. Large glass doors open to a private balcony, allowing natural light and ocean views to fill the space.

4.99 out of 5 average rating, 222 reviews

Rise and Shine! Beach, pool, & amazing views!

Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

FamilyKitchenBeach

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.

4.98 out of 5 average rating, 125 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!

FamilyKitchenComfort

4.97 out of 5 average rating, 477 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.

FamilyKitchenParking

4.98 out of 5 average rating, 136 reviews

A cozy bedroom features a queen-sized bed covered with a textured white bedspread. Natural light enters through the two windows, adorned with sheer white curtains. A small side table sits near the bed, and a white dresser complements the calming grey walls.

Loft in Southport

Southport Cozy Downtown Apartment

Immerse yourself in our local culture and enjoy this cozy 1 bedroom apartment located above Blue Moon Salon, in the heart of downtown Southport. Shopping, restaurants and water front within walking distance. Kitchen designed for small space equipped with the usual appliances. Full bath, queen bed, living room area with 42" smart fire tv, couch and a massage chair. Dedicated work space with wifi. No pets. No smoking. Free on street parking. Have a question? Just ask! 100% response rate.

KitchenIndoor spacesParking

4.93 out of 5 average rating, 143 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!

KitchenFamilyParking

A spacious living area features a comfortable sectional sofa facing a large window that offers ocean views. A ceiling fan adds to the airy atmosphere, while a wooden sideboard and round coffee table provide functional decor. Light enters from the sliding glass doors leading to the balcony.

4.99 out of 5 average rating, 235 reviews

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

KitchenFamilyHospitality

A cozy bedroom features a black metal bed frame topped with neutral bedding. A wooden nightstand with a lamp is positioned next to the bed, while soft light emits from the lamp. White shiplap walls create a serene backdrop, complemented by a green wall wreath.

4.92 out of 5 average rating, 104 reviews

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.

Indoor spacesFamilyCheck-in

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, 154 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.

FamilyIndoor spacesAir conditioning

4.98 out of 5 average rating, 172 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.

Indoor spacesKitchenCondition

Popular amenities for Southport family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 110 reviews

Bungalow in Oak Island

Cheers! Waterway Beach Cottage

KitchenIndoor spacesNearby

A light blue bungalow is framed by lush trees, presenting a spacious front porch adorned with red, white, and blue decor. Two chairs invite relaxation, while large windows provide natural light to the inviting entryway.

4.99 out of 5 average rating, 119 reviews

R&R Beach Bungalow

KitchenFamilyLocation

A serene beachfront scene captures the sun rising over calm ocean waves. The sandy beach leads to a wooden staircase, framed by lush greenery, inviting guests to enjoy the tranquil setting. Soft hues of orange and gold accentuate the sky, reflecting on the water.

5.0 out of 5 average rating, 210 reviews

Dual master, end unit condo with amazing views

Indoor spacesFamilyHeating

A spacious living area is furnished with a gray sofa and a striped armchair. A light wooden coffee table sits in front, with a TV on a side table. Large glass doors provide access to a balcony, allowing natural light to fill the room.

4.95 out of 5 average rating, 130 reviews

2Br, Beach Access-Indoor Heated Pool!

Indoor spacesFamilyCheckout

A cozy living area is featured, showcasing a dark gray sofa paired with a natural wood side table. A woven pendant light hangs from the ceiling. Large windows provide a view of the ocean, while a fireplace adds charm to the space.

4.97 out of 5 average rating, 127 reviews

Oceanfront • Hot tub • Indoor Pool • Gym

FamilyKitchenAir conditioning

4.96 out of 5 average rating, 134 reviews

A light and airy living area features a spacious white sofa adorned with patterned throw pillows. A cozy woven ottoman complements the room, which is illuminated by natural light filtering through large windows. The dining space and kitchen are visible in the background.

Bungalow in Kure Beach

Hot Tub - Luxe Beach Bungalow, Steps to the Beach

Indoor spacesFamilyParking

An oceanfront view is captured from an oversized deck. Two tall white chairs face the expansive sea, where the sun sets on the horizon, reflecting shimmering light on the water's surface. The soft waves lap gently at the nearby sandy beach.

4.83 out of 5 average rating, 223 reviews

OCEAN SOUNDS - UNIT 2106 OCEAN DUNES

KitchenIndoor spacesParking

4.86 out of 5 average rating, 143 reviews

A cozy living area features a blue sofa and an accent chair with a floral pattern. Light streams through large glass doors, revealing views beyond. A patterned area rug is centered on the floor, while a decorative coffee table adds style. Soft furnishings enhance comfort.

Cottage in Kure Beach

Summer Lovin Kure Beach oceanfront with hot tub

KitchenIndoor spacesBiking

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 441 reviews

A charming beach cottage features a light pink exterior with a porch flanked by two black chairs. The well-maintained landscaping includes lush green plants and a neatly trimmed lawn. Sunlight casts a soft glow on the structure, enhancing its welcoming appearance.

Cottage in Oak Island

Coral Cottage

Indoor spacesFamilyBackyard

4.96 out of 5 average rating, 132 reviews

Kid & Dog Friendly Stylish Ranch by Middleton Park

FamilyKitchenQuiet

4.99 out of 5 average rating, 220 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

Indoor spacesFamilyWi-Fi

4.96 out of 5 average rating, 105 reviews

Bungalow in Oak Island

Oak Island Bungalow Steps to the Beach

FamilyIndoor spacesRiver

A charming cottage exterior features a blue facade with white trim and a welcoming front porch. Several tall trees provide shade, while a driveway accommodates parking. An American flag decorates the front, accentuating the inviting atmosphere of the property.

4.93 out of 5 average rating, 137 reviews

Sleeps 18*1 Block to Beach*2 Master Suite*Gameroom

Indoor spacesKitchenAmenities

A serene beach scene features soft sand leading to calm waters. Tall grasses frame the pathway, gently swaying in the breeze. A wide sky showcases hues of blue, pink, and gold, hinting at a tranquil sunset over the horizon.

4.91 out of 5 average rating, 163 reviews

Pet Friendly - Home Close to the Beach

Indoor spacesFamilyPets

4.92 out of 5 average rating, 106 reviews

Cozy Coastal Oasis

Indoor spacesFamilyOutdoor spaces

4.97 out of 5 average rating, 182 reviews

A green lawn surrounds a two-story home with a welcoming deck and steps leading to the upper level. Adirondack chairs are arranged near a fire pit, framed by blooming pink flowers and tropical plants, creating a vibrant outdoor space.

Cottage in Oak Island

Bark'nb Happy

Indoor spacesKitchenDecor

Family-friendly home rentals with a pool

A spacious outdoor seating area is shown on a wooden deck, featuring a table with several chairs. A stunning sunset can be seen in the distance, casting warm colors across the sky. Lush greenery is present in the foreground and background.

4.98 out of 5 average rating, 102 reviews

Sun-drenched beach condo with a view!

FamilyIndoor spacesWalkability

A balcony is seen with a white round table and four matching chairs. A potted plant adds a touch of greenery. The ocean can be viewed in the background, complementing the light blue walls adorned with 'Sleek' and an anchor decor. Sunlight brightens the entire space.

4.96 out of 5 average rating, 102 reviews

The Blue Pearl

Indoor spacesKitchenCondition

4.89 out of 5 average rating, 122 reviews

Private Heated Pool | 4 Min to Beach | King Beds

Indoor spacesFamilyAmenities

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.

4.95 out of 5 average rating, 129 reviews

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

Indoor spacesKitchenView

A charming bungalow is depicted, featuring a welcoming front porch with white railings. Pathways of stone lead to the entrance, bordered by low-maintenance landscaping that includes shrubs and small trees. Natural light bathes the façade, highlighting the home’s inviting character.

5.0 out of 5 average rating, 25 reviews

Salt Nook Cottage

Indoor spacesKitchenLocation

5.0 out of 5 average rating, 28 reviews

Condo in Southport

2BR/2BA Condo in St. James–Near OKI/SPT & Beaches

KitchenIndoor spacesAccess

4.93 out of 5 average rating, 42 reviews

Ocean Front Paradise

KitchenIndoor spacesPool

A private backyard features a refreshing pool surrounded by lush, turfed areas. Lounge chairs and umbrellas provide shade, while a pickleball court and putting green are visible in the background. The space is enclosed by a white fence and framed by palm trees.