Family-friendly holiday rentals in Caswell Beach

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, 212 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.

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, 170 reviews

Fox In The Sand - a favorite OKI beach home!

Fox In The Sand was renovated completely March 2022! Our home is located in the family friendly dog friendly coastal community of Oak Island, NC. LOCATED ON THE SOUTH SIDE OF OAK ISLAND Dr. NO MAJOR Road TO CROSS. Crossing the G.V. Barbee Bridge which is the closest to our home, a nostalgic feeling comes over you! This timeless town has attracted families year after year since the early 19th century. Our 10 miles of beach will always be our main attraction perfect for every outdoor activity

4.94 out of 5 average rating, 170 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

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, 208 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.

Cottage in Bald Head Island

An aerial view captures the marina and waterfront of Bald Head Island, showcasing a series of white cottages nestled along the shore. Calm waters reflect the surrounding greenery, while the beach extends into the distance, framed by the gentle curve of the coastline.

4.96 out of 5 average rating, 109 reviews

Air Cottage @ Bald Head Island

"Air" is a charming cottage located on the Bald Head Marina & the perfect home on BHI for a couples getaway, nomad traveler, or businessperson looking to enjoy the WFH lifestyle from a beach chair. Hi-speed Internet makes it easy to stay connected while taking in the views of the ocean and marina, or get out and enjoy nature. 5 min walk from Bald Head Island Ferry Terminal, restaurants, shops, rentals **Golf cart is included** **Shoals Club access available for additional fee**

A wooden deck offers direct views of the glistening ocean waters under clear blue skies. The beach stretches across the horizon, bordered by gentle waves and scattered tufts of grass in the foreground, creating a serene coastal atmosphere.

4.75 out of 5 average rating, 247 reviews

Blue Crab Cove A Gorgeous Beachfront Home!

Welcome to the beach!! From the back deck you have your own private entrance to the beach on beautiful and peaceful Caswell Beach. Our Beautiful Beach House is totally renovated!! We are following a strict protocol for cleaning!! Caswell is quiet and not crowded like most Beach Areas. Our Beach House has gorgeous Oceanfront Views of the Sunrise and Sunset! We guarantee satisfaction! The property is Beautiful! Gas card with every reservation of 2 or more days!

4.94 out of 5 average rating, 292 reviews

The exterior view of the guesthouse features a raised deck furnished with blue adirondack chairs. A sign with the property name is displayed prominently. Below, a garage door is visible alongside a small garden area with greenery. The overall design reflects a cozy beach house aesthetic.

Guesthouse in Oak Island

Pelican's Perch, Oak Island, NC

Welcome to our Guesthouse...2-Minute Walk to Ocean / Direct Beach Access. Cozy house with charming furnishings. Full service kitchen with refrigerator, microwave, stove, K-Cup coffee maker and toaster, queen bed and comfy furniture in the living room. Bath w tub/shower. Flat screen TV - YouTube TV/WiFi included. Outside shower for your use while you are visiting with us. Private deck to grill your food. Close to shopping and restaurants. 2 person maximum. 2 dog maximum.

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, 219 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.

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.

4.93 out of 5 average rating, 146 reviews

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.

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, 126 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.

A three-bedroom home is showcased, featuring a spacious front porch with wooden railings and ceiling fans. Lush green landscaping and trimmed bushes flank the path leading to the entrance. The structure is elevated, supported by posts, with a well-maintained lawn surrounding the property.

4.99 out of 5 average rating, 157 reviews

You, Me and the Sea - kid and dog friendly, linens

Book your perfect beach vacation at our beautiful 3 bedroom home with easy access to both the beach and intracostal. Only 1/2 mile from the beach (easy 10 min walk) or easy drive to beach access on 55th street. Close proximity to everything you need... grocery, restaurants, newly renovated Middleton Park with playground, splash park, basketball and pickle ball courts. Located a short drive to the quaint town of Southport.

4.98 out of 5 average rating, 198 reviews

The exterior of the bungalow features a light-colored facade and a welcoming porch with two teal chairs. Large windows allow natural light in, surrounded by lush greenery and mature trees that provide shade.

Bungalow in Oak Island

300 Steps To The Beach - Stone’s Throw Bungalow

Book now for spring and summer! Easy beach access with no parking worries! Amazing location (literally 300 steps to the beach). Stone’s Throw Bungalow has been newly renovated. Pristine home is perfect for your family! One level living. Situated in the Yaupon area, it’s on the water side of the island with direct beach access. Beautiful oaks canopy the porch. Seasonal requirement 6/7-8/23 Sat to Sat only.

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

4.95 out of 5 average rating, 125 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

4.95 out of 5 average rating, 110 reviews

A serene view down the canal showcases multiple boats docked along the waterway, framed by charming coastal homes. The sky is a mix of blue and white clouds, adding a picturesque backdrop to the idyllic setting.

Home in Ocean Isle Beach

WOW! Canal House-Hot Tub, Dock, Pool Table & Pets!

4.93 out of 5 average rating, 187 reviews

Condo in Kure Beach

Oceanfront Paradise 1BR condo in Kure Beach

4.96 out of 5 average rating, 264 reviews

The gameroom features a pool table, basketball arcade, and dartboard, with bright lighting and fun game decor. Comfortable seating is available, creating a lively atmosphere for entertainment. A coffee station is visible in another area, offering easy access to refreshments.

Home in Wilmington

The Almond Blossom with Hot Tub and Game Room

Guest suite in Wilmington

The exterior of the house showcases a welcoming entrance with a staircase leading to the upper level. Two garage doors are visible beneath the elevated unit, framed by a spacious driveway. Sunlight filters through the trees, highlighting the surrounding greenery.

4.95 out of 5 average rating, 364 reviews

The Tree House Apartment

Superhost

The exterior features a light blue and white two-story home with a wide, inviting porch. Large glass doors open to the entrance, while multiple potted plants enhance the welcoming atmosphere. Ample seating is provided on the porch, surrounded by vibrant greenery.

4.92 out of 5 average rating, 142 reviews

Waterfront | Ocean View | Pier | Arcades | Hot Tub

4.87 out of 5 average rating, 136 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

4.97 out of 5 average rating, 109 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 - Hot Tub, Walk to the beach

Family- and pet-friendly home rentals

A cozy arrangement of beach-themed décor is displayed, including plush blankets with decorative tassels, a vibrant green wreath, a rustic sign reading 'OAK ISLAND,' and a stylish light fixture featuring wooden beads. These elements contribute to a charming and inviting atmosphere.

5 out of 5 average rating, 110 reviews

Convenient Location_Walk to Pier

The exterior of a family beach house is captured at twilight, with soft lighting highlighting the structure. An American flag is displayed prominently on a pole in the front yard, surrounded by a white picket fence. Mature trees provide a natural backdrop to the setting.

4.86 out of 5 average rating, 222 reviews

Pinch of Peace, Dogs Welcome!

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.

4.86 out of 5 average rating, 131 reviews

One Particular Harbor -3 Bedroom Family Hideaway

4.8 out of 5 average rating, 122 reviews

CasaBlanca Retreat • Walk to Beach • Pet Friendly

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.

4.89 out of 5 average rating, 242 reviews

Oak Island Oceanfront 2BR Condo

4.91 out of 5 average rating, 100 reviews

1960's Ocean Front Cottage

5 out of 5 average rating, 134 reviews

Bungalow in Oak Island

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

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, 147 reviews

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

Family-friendly home rentals with a pool

Townhouse in Bald Head Island

A light-filled dining area features a rustic table surrounded by six blue chairs. A chandelier hangs from the ceiling, providing warm lighting. Framed photographs adorn the wall, and large windows offer views of the surrounding greenery.

4.95 out of 5 average rating, 350 reviews

Cozy BHI Condo - Community Pool and BHI Club

4.93 out of 5 average rating, 43 reviews

The open living space features a tan sofa and two wooden lounge chairs with blue cushions. A round glass coffee table sits at the center. Natural light floods through a large window, illuminating the soft textiles and providing a view of the scenic outdoors.

Home in Caswell Beach

Private Condo: Ocean + Pool Getaway for 8

Condo in Ocean Isle Beach

An aerial view captures the oceanfront duplex amidst nearby residences. The beach stretches along the horizon with golden sand and gentle waves, while a pool is visible on the property. The location is marked for clarity, emphasizing proximity to the shoreline.

4.99 out of 5 average rating, 213 reviews

Oceanfront Duplex~ linens included!

4.97 out of 5 average rating, 158 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

A private balcony features a mix of seating options, including rocking chairs and a small table. The ocean view stretches out towards the horizon, where the water meets the sky. A shared outdoor pool is visible below, framed by a grassy area.

4.93 out of 5 average rating, 60 reviews

Bright & Beachy Oceanfront Condo: Linens included!

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, 130 reviews

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

4.98 out of 5 average rating, 188 reviews

Condo in Southport

No Cleaning Fee - Condo With Waterfront Pool/Beach

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.