Family-friendly holiday rentals in Caswell Beach

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!

This beachfront property on Caswell Beach has one of the best views in the neighborhood. With three bedrooms, a spacious living room, renovated kitchen, and incredible light, it's truly the perfect vacation getaway - especially for groups of friends or family. Plus, there are two pools and the furniture is all new! The porch overlooks a nature preserve that not only acts as protection for our home against the elements but also as a home to many beautiful birds and deer you'll see during sunset.

FamilyIndoor spacesPool

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.

4.99 out of 5 average rating, 220 reviews

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.

Indoor spacesFamilyNearby

4.95 out of 5 average rating, 186 reviews

150 steps Direct Access, Two Seasters Duplex C2

“The Two Seasters” is a duplex home, just 150 steps, 3 minutes walk and only 600 ft away from direct access to the beach. As soon as you pull in the driveway you can see the dunes. 2 BR/ 1 BA 950 sq ft duplex apartment in Yaupon area. Private entrance, shared 2 outdoor showers , 2 car parking space. Need more room for your family and friends? You can rent the other unit. Location is the key, Direct beach access https://www.airbnb.com/h/twoseastersc1beachhouse direct access to the beach

FamilyIndoor spacesSleep quality

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, 220 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.

FamilyIndoor spacesAir conditioning

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, 138 reviews

Prime OKI location; walk to 43rd St beach access

Welcome to our Coastal Oasis! Our space is 3 bedrooms (4 beds+ pack and play+ bassinet), 2 bathrooms, outdoor shower, extra large screened in front porch and back deck with dining area and grill. Our home caters perfectly to families (including those with infants and children) and everyone in between! Between lounging on the front porch (rocking chairs, egg chair, and couch set) or listening to music while grilling out back, we hope your time here is nothing but happy memories and fun times!

Indoor spacesKitchenLayout

4.99 out of 5 average rating, 164 reviews

150 steps Direct Access, Two Seasters Duplex C1

“The Two Seasters” is a duplex home, just 150 steps, 3 minutes walk and only 600 ft away from direct access to the beach. As soon as you pull in the driveway you can sea the dunes. Located in the neighborhood of Yaupon Beach area 2BR/1BA 950 sq ft of living space, private entrance, outdoor showers & private front porch! Need more room for your family and friends? You can rent the other unit. Location is the key and this duplex has it! https://www.airbnb.com/h/2seasters-beachhouse

KitchenIndoor spacesPool

4.96 out of 5 average rating, 132 reviews

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.

FamilyIndoor spacesLong stay

4.89 out of 5 average rating, 122 reviews

Private Heated Pool | 4 Min to Beach | King Beds

Happy Hour at OKI by Mountain to Waves – Just a 4-min verified walk to the beach! ✔ 4-minute walk to beach access ✔ Private heated pool ✔ Fully fenced backyard (perfect for pets) ✔ outdoor dining under a pergola, and a fire pit (wood provided). ✔ Arcade + air hockey for family fun ✔ Fully stocked kitchen for home-cooked meals ✔ Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. ✔ Beach chairs, wagon & essentials included ✔ Quiet family neighborho

FamilyKitchenPets

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, 233 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.

FamilyKitchenCheck-in

4.75 out of 5 average rating, 106 reviews

The Beach Hive- Oak Island Beach Villas

Welcome to the Beach Hive! Book your next beach retreat to this warm and welcoming 3-bedroom, 2-bath vacation condo located on Oak Island. Featuring a comfortably furnished interior with granite countertops, a wet bar, full kitchen, and access to plenty of community amenities including a pool and private beach access, this charming beach nook has it all! Golf at the Oak Island Golf Club, visit the Oak Island Lighthouse, or simply soak up the sun on Caswell Beach.

Indoor spacesKitchenHeating

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

Welcome to your perfect beachside retreat! This beautiful 2-Bedroom ocean-view condo in Caswell Beach, NC, offers breathtaking sunsets and panoramic ocean views right from your private covered decks - perfect for outdoor dining or unwinding to the sound of the waves. Just steps from the sand, this peaceful getaway is ideal for families or two couples looking to relax, recharge, and soak up the coastal charm. Walkable to restaurants, pier and golf.

KitchenIndoor spacesCheck-in

The exterior of the light blue beach cottage features a raised structure with a staircase leading to the entrance. A palm plant is positioned in the foreground, and an American flag is displayed on the left. The grassy area around the house is well-maintained.

4.85 out of 5 average rating, 184 reviews

Blue Turtle Beach Cottage

Welcome to the Blue Turtle Beach Cottage- we are a block from the beautiful Atlantic Ocean and offer the comfort and relaxing pace that personifies Oak Island. Wake up and enjoy coffee on your screened in porch overlooking the ocean, and walk up to the shops and restaurants that are only a block or two in the other direction. Quiet and private, yet convenient to everything- come enjoy all that wonderful Oak Island has to offer!

FamilyKitchenCleanliness

Popular amenities for Caswell Beach family-friendly rentals

Kitchen

Wifi

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

Indoor spacesFamilyHospitality

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, 118 reviews

R&R Beach Bungalow

FamilyIndoor spacesBackyard

4.97 out of 5 average rating, 116 reviews

A hot tub is surrounded by lush greenery and palm trees, providing a serene outdoor space. The tub features bubbling water and a cover positioned to the side, allowing sunlight to filter through. A wooden table is visible nearby, contributing to the relaxed atmosphere.

Apartment in Oak Island

turtle time-Walk to the beach, Private Hot Tub

KitchenIndoor spacesWalkability

4.95 out of 5 average rating, 130 reviews

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.

Condo in Kure Beach

2Br, Beach Access-Indoor Heated Pool!

FamilyIndoor spacesTV

4.9 out of 5 average rating, 157 reviews

A spacious home is seen from above, featuring a private pool in the foreground and serene pond views beyond. Surrounding gardens provide a natural setting, while lush trees frame the landscape, creating a peaceful atmosphere.

Home in Wilmington

River Road Retreat - Heated Private Pool, Pond, Fi

Indoor spacesKitchenCheck-in

4.87 out of 5 average rating, 142 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 spacesPets

Holiday home in Kure Beach

A comfortable living area features a light-colored sofa and a single reclining chair beside a glass-topped, rustic coffee table. A large clock hangs on the wall, and light from a sliding glass door fills the space, revealing views of the ocean beyond.

Kure Me Away, Rec center, In/Outdoor pools&hot tub

FamilyIndoor spacesAccuracy

4.83 out of 5 average rating, 119 reviews

5.0 out of 5 average rating, 207 reviews

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.

Condo in Kure Beach

Dual master, end unit condo with amazing views

Indoor spacesKitchenLayout

Family- and pet-friendly home rentals

The two-level beach cottage is set among trees, featuring a screened porch and spacious deck. The elevated structure is supported by wooden posts, with a partially fenced yard visible below. Nearby landscape includes additional trees and neighboring properties in a tranquil neighborhood.

4.96 out of 5 average rating, 161 reviews

Beach Cottage in the Trees, Dog Friendly

Indoor spacesFamilyHospitality

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.

4.97 out of 5 average rating, 182 reviews

Bark'nb Happy

Indoor spacesFamilyCondition

4.96 out of 5 average rating, 114 reviews

Salty Porch | Water Views | Dogs | Near Beach

Indoor spacesKitchenBeach

A beachfront cottage is showcased with a bright blue exterior and a metal roof. The entryway features wooden steps leading up to a porch, surrounded by sandy terrain and ocean views in the background. Sparse vegetation and wooden posts are visible, enhancing the coastal setting.

4.94 out of 5 average rating, 205 reviews

Oceanfront-pvt access-dog friendly-Incredible Ibis

Indoor spacesKitchenAccess

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

FamilyIndoor spacesSleep quality

The exterior of the house features a spacious porch adorned with hanging plants and inviting seating. Vibrant red blooming shrubs provide a striking contrast against the light-colored siding, creating a welcoming entrance. Sunlight filters through the nearby trees, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 181 reviews

Fox In The Sand - a favorite OKI beach home!

FamilyIndoor spacesParking

Tall grasses sway gently in the breeze, leading to a black and white striped lighthouse that stands against a clear blue sky. The surrounding landscape is open and natural, emphasizing the height of the lighthouse in the serene coastal setting.

4.84 out of 5 average rating, 139 reviews

One Particular Harbor -3 Bedroom Family Hideaway

Indoor spacesFamilyWalkability

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.

5.0 out of 5 average rating, 154 reviews

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

Indoor spacesFamilyQuiet

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 108 reviews

Sip & Dip* Large Saltwater Pool*Huge Porch*Mural

KitchenIndoor spacesParking

4.96 out of 5 average rating, 161 reviews

The sign for The Village at Southport is prominently displayed, featuring a lantern design within a circular blue background. The sign is supported by a structured wooden frame, complemented by lush ferns in the foreground and shaded by surrounding trees.

Condo in Southport

Southport’s Sweet Caroline

KitchenIndoor spacesCondition

4.67 out of 5 average rating, 218 reviews

OceanBreeze Getaway Paradise!

FamilyKitchenComfort

4.93 out of 5 average rating, 42 reviews

Ocean Front Paradise

FamilyKitchenCheck-in

A bright living room is furnished with a large blue sectional sofa, accented by a decorative pillow. Expansive windows frame views of the ocean and palm trees beyond. A ceiling fan circulates air while light spills into the space, creating a welcoming atmosphere.

4.97 out of 5 average rating, 97 reviews

Panoramic Ocean Views, 2 Pools, Huge Deck, Golf!

KitchenIndoor spacesAccuracy

A multi-level townhome complex is visible, featuring balconies on the upper levels. The building is surrounded by natural vegetation and sand, leading towards a wooden boardwalk that provides access to the beach.

4.79 out of 5 average rating, 77 reviews

Oceanfront 2 BR/2.5 BA Condo

KitchenIndoor spacesAmenities

4.91 out of 5 average rating, 22 reviews

A comfortable living area is centered around a dark sofa with light cushions, accompanied by a side table and a lamp. Large windows provide a view of lush trees outdoors, while a floral arrangement adorns the coffee table. A pathway leading to the beach is visible through the window.

Condo in Caswell Beach

Herons Rest, 6 guests, lovely beach, 2 pools, golf

KitchenFamilyBeach

A covered balcony is visible, featuring a table with two chairs, overlooking green grass and nearby coastal homes. The ocean is seen in the distance under a clear blue sky, providing a peaceful and serene atmosphere.