Family-friendly holiday rentals in Caswell Beach

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.

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, 167 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

4.96 out of 5 average rating, 165 reviews

Walk to beach, 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, 203 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.

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

Enjoy a perfect oceanfront family getaway on Oak Island's West Beach. This 2nd level unit of our beach house has separate entrance, two bedrooms, one bathroom, and sleeps six guests. The kitchen is fully equipped with pots, pans, utensils, full size fridge, microwave, stove/oven, and dishwasher. Enjoy sunrises and sunsets on the huge deck watching the waves and the occasional dolphins. If your dates are not available, please check out our 1st level unit availability at www.airbnb.com/h/oki1

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!

Just 2 blocks to the beach, our vintage Oak Island home has been fully updated and is the perfect space to get away from the every day and find your own island oasis! In the desirable Yaupon Beach area and a 5 minute walk to the beach, a par 5's distance from the Oak Island Golf Club & a few doors down from a bakery & wine shop. Beach gear included, plus a hot water outdoor shower. Hydrangea Hideaway is waiting to welcome you to your Oak Island home! Long term rates available in off-season!

4.99 out of 5 average rating, 149 reviews

Walk to beach, 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

4.86 out of 5 average rating, 218 reviews

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.

Cottage in Oak Island

Pinch of Peace, Dogs Welcome!

This is a custom built dog friendly family beach house on the quiet west side of Oak Island, a five minute drive or bike ride to the beach, and one block to the Intercostal Waterway. Artfully decorated, with a fully equipped kitchen, safely fenced back yard for dogs, screened back porch, super dog friendly beach, and a tiny house in back with one bed, sleeping; this house is a place for beach lovers who appreciate comfort and art and want their pooches along with them.

Superhost

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, 244 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!

Guest house in Oak Island

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.

4.94 out of 5 average rating, 289 reviews

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, 213 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.

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.

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, 120 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

4.94 out of 5 average rating, 109 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!

4.96 out of 5 average rating, 253 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

5 out of 5 average rating, 197 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.

Apartment in Kure Beach

Dual master, end unit condo with amazing views

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.

4.91 out of 5 average rating, 141 reviews

Waterfront | Ocean View | Pier | Arcades | Hot Tub

4.86 out of 5 average rating, 130 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 w/ hot tub

4.98 out of 5 average rating, 106 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.

Flat in Oak Island

turtle time - Hot Tub, Walk to the beach

4.96 out of 5 average rating, 115 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.

Apartment in Kure Beach

2Br, Beach Access-Indoor Heated Pool!

Family- and pet-friendly home rentals

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

5 out of 5 average rating, 111 reviews

A well-lit living area features comfortable seating, including a sofa and armchair adorned with tropical patterns. A white coffee table sits at the center, and storage is provided by a shelving unit against a wall. Large windows allow natural light to fill the space.

Bungalow in Oak Island

Pawtucket - dog friendly, short walk to beach

A welcoming porch features a wooden deck with a white railing, leading to a bright blue house. Comfy seating is arranged for relaxation, complemented by flourishing plants surrounding the entrance. The space is illuminated by natural light, creating an inviting atmosphere.

4.98 out of 5 average rating, 162 reviews

Charming Beach Bungalow (9-min walk to the Beach!)

4.8 out of 5 average rating, 121 reviews

CasaBlanca Retreat • Walk to Beach • Pet Friendly

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.

4.99 out of 5 average rating, 187 reviews

Perfect Ocean View Beach Getaway!

4.94 out of 5 average rating, 195 reviews

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.

Cottage in Oak Island

Oceanfront-pvt access-dog friendly-Incredible Ibis

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

Guest suite in Oak Island

A well-lit living space features a full-size couch with decorative pillows and a blue accent chair. A drop-leaf dining table sits beside the kitchen, which includes a stainless steel refrigerator and essential appliances. Natural light filters through large windows, accented by stylish shades.

4.99 out of 5 average rating, 152 reviews

No Bad Days

Family-friendly home rentals with a pool

Apartment in Caswell Beach

A close-up of a large seashell resting on a railing, with a backdrop of colorful beach houses and a clear blue sky extending over the ocean in the distance.

5 out of 5 average rating, 27 reviews

Beach Bunker

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.

Apartment in Kure Beach

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

Apartment 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!

4.94 out of 5 average rating, 127 reviews

The spacious kitchen features light cabinetry and a large island with teal accents. High-top stools are positioned at the island. A farmhouse-style dining table is seen in the background, with natural light illuminating the area through nearby windows.

Home in Carolina Beach

The Oasis - Heated POOL - Tiki Bar - Beach Life!

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.

4.99 out of 5 average rating, 68 reviews

Ohana Oasis | Ocean Views • Pool • Steps to Beach

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.

Apartment 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, 58 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.