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, 103 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.

KitchenIndoor spacesCleanliness

4.98 out of 5 average rating, 174 reviews

Walk to the Beach, Fenced, Fire Pit, All Dogs Welc

***PLEASE READ: Bookings from May 21 to August 30 MUST be either Friday-Friday OR Monday-Friday OR Friday-Monday OR Monday-Monday*** Welcome to ISLE OF DOGS, a charming, beach cottage created to host dogs that is only a 7 minutes' walk to the ocean (.3 miles) and the intracoastal waterway (.4 miles). This 3-bdr/2-bath one-story house is renovated and nicely decorated, with an open floor plan between the living areas and kitchen. The back deck opens to a shaded backyard surrounded by a fully fen

FamilyIndoor spacesWalkability

4.99 out of 5 average rating, 222 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.

KitchenFamilyBeach

4.95 out of 5 average rating, 187 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

KitchenIndoor spacesLayout

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, 226 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.

Indoor spacesKitchenAir conditioning

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, 157 reviews

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

Welcome to "5 More Minutes" beach house located near the ICW and Wooded section of Oak Island, NC. This open-floor plan home on pilings is on the island's west side and features a three-bedroom (three-bath)/two-full-bathroom configuration. Oak Island beaches are a short one-mile walk or drive away. We offer a 6-seater electric golf cart with a pre-paid parking pass to rent by the day. You must be over 21 to operate it. The golf cart rental fee is handled separately from the house rental.

FamilyKitchenBackyard

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, 100 reviews

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

Your vacation awaits at this tranquil retreat on Caswell Beach, Oak Island! Embrace the serenity as you wake up to breathtaking ocean views and the gentle lull of waves. Recently renovated, this 3BR/2BA condo boasts an expansive deck, offering ample room for your family to relax and recharge. Just steps away lies a secluded beach with shallow waters, perfect for endless playtime with the kids. Take advantage of the nearby community pools and adjacent golf course for even more enjoyment.

KitchenIndoor spacesWalkability

The beach rental home features a pastel pink exterior with a welcoming front porch, adorned with an American flag. Lush greenery surrounds the house, enhancing its beachside charm. The elevated structure allows for ample parking space beneath, supported by wooden posts.

4.89 out of 5 average rating, 129 reviews

Pink Flamingo - Short 2 Minute Walk to Beach

Check out this stunning beach rental home located less than a 2-minute walk to the beach! The 4-bedroom, 2-bath house for 11 has all newer furnishings and the beds are made & ready for you to walk in, relax & embrace the beach life! With outdoor seating, furnished decks, and room for everyone to spread out, you'll love everything about this space. Great location--makes it easy to walk to restaurants and is a short drive to the Oak Island Lighthouse, Yaupon Pier and Southport!

FamilyIndoor spacesValue

4.87 out of 5 average rating, 126 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

FamilyKitchenWi-Fi

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, 238 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.

FamilyKitchenComfort

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.

KitchenFamilyCleanliness

4.97 out of 5 average rating, 117 reviews

Salty Porch | Water Views | Dogs | Near Beach

Welcome to Salty Porch, your relaxing Oak Island getaway! This dog-friendly 3-bedroom beach home sleeps up to 8 and offers beautiful Intracoastal Waterway views from the front porch rocking chairs. Just ½ mile from the beach and close to restaurants, coffee shops, and the pier, it’s the perfect spot for family vacations, fishing trips, or a peaceful coastal escape.

FamilyIndoor spacesParking

Popular amenities for Caswell Beach family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A charming bungalow features a rustic wooden exterior, complemented by vibrant blue window awnings. A welcoming front porch is framed by a palm tree and bordered by a gravel pathway, leading to the entrance. Lush greenery surrounds the property, enhancing the coastal atmosphere.

4.93 out of 5 average rating, 101 reviews

Pet Friendly Beach Bungalow - Short Walk to Beach

Indoor spacesKitchenComfort

4.96 out of 5 average rating, 113 reviews

Bungalow in Oak Island

Cheers! Waterway Beach Cottage

Indoor spacesKitchenParking

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, 121 reviews

R&R Beach Bungalow

FamilyIndoor spacesLocation

4.97 out of 5 average rating, 118 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 spacesComfort

4.86 out of 5 average rating, 145 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 spacesValue

4.91 out of 5 average rating, 159 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 spacesKitchenGetting around

4.97 out of 5 average rating, 129 reviews

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.

Condo in Kure Beach

Oceanfront • Hot tub • Indoor Pool • Gym

Indoor spacesKitchenOutdoor spaces

4.95 out of 5 average rating, 132 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!

Indoor spacesKitchenBathroom

Family- and pet-friendly home rentals

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, 138 reviews

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

KitchenFamilyGetting around

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, 182 reviews

Fox In The Sand - a favorite OKI beach home!

FamilyKitchenTV

The oceanfront beach house is depicted, featuring a spacious deck with wooden stairs leading to the sandy beach below. The exterior is painted in a soft blue hue, contrasting with the clear sky and gentle ocean waves in the background.

4.9 out of 5 average rating, 256 reviews

Oak Island Oceanfront 2BR Condo

FamilyIndoor spacesAccess

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, 163 reviews

Beach Cottage in the Trees, Dog Friendly

Indoor spacesFamilyParking

Superhost

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.

4.85 out of 5 average rating, 142 reviews

One Particular Harbor -3 Bedroom Family Hideaway

Indoor spacesFamilyWi-Fi

5.0 out of 5 average rating, 143 reviews

Bungalow in Oak Island

🐶 BOW•WOW🐾 BEACH•BUNGALOW™🏖 🏠Cozy & Dog Friendly🐶

KitchenIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 119 reviews

Ocean View/Pup Lovin’/Steps to Beach/King Bed!

Indoor spacesKitchenQuiet

A spacious living area is shown with large windows allowing ample natural light. A comfortable grey sectional sofa faces a light wooden coffee table. A decorative area rug lies beneath, and a view of the outdoor deck is visible through the windows.

5.0 out of 5 average rating, 200 reviews

Perfect Ocean View Beach Getaway!

Indoor spacesFamilyNearby

Family-friendly home rentals with a pool

Superhost

4.75 out of 5 average rating, 106 reviews

The Beach Hive- Oak Island Beach Villas

Indoor spacesKitchenNearby

A serene backyard oasis features a heated saltwater pool, surrounded by lounge chairs and tropical landscaping. The two-story house is elevated, showcasing a spacious deck with shaded seating and stairs leading down to the pool area, inviting relaxation and enjoyment.

4.96 out of 5 average rating, 186 reviews

Scenic Getaway with Pool & Hot Tub

Indoor spacesFamilyTV

4.98 out of 5 average rating, 175 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

KitchenFamilyView

Superhost

4.67 out of 5 average rating, 220 reviews

OceanBreeze Getaway Paradise!

KitchenIndoor spacesHospitality

5.0 out of 5 average rating, 24 reviews

Apartment in Oak Island

Dreams Do Come True, Oceanfront!

KitchenFamilySleep quality

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.

4.8 out of 5 average rating, 80 reviews

Oceanfront 2 BR/2.5 BA Condo

Indoor spacesKitchenAccess

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.

4.98 out of 5 average rating, 83 reviews

Ohana Oasis | Ocean Views • Pool • Steps to Beach

Indoor spacesKitchenAccess