Family-friendly holiday rentals in Caswell Beach

4.99 out of 5 average rating, 206 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, 166 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

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, 194 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.

The exterior of the house features a light yellow façade with white trim and a welcoming front porch. Two outdoor ceiling fans are visible, and a small bistro table and chairs sit on the porch. The landscaping includes sparse plants and fresh white gravel.

4.97 out of 5 average rating, 208 reviews

Above the Tide | *10 Min Walk to Beach* + Bikes

Sunshine & waves awaits you and your family! This cozy home has everything you need for your vacation get away. Only a short walk down the Scenic Walkway to the beach (10 min). Fire pit, picnic table, patio area out back w/ outdoor grill, and outdoor shower. There is also Wi-Fi and 3 TVs. Fully stocked kitchen with all your cooking necessities. Beach Extras: - 4 adult bikes - Shibumi Shade tent - wagon - multiple chairs - coolers - variety of toys/games for your days down at the beach!

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!

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.

4.95 out of 5 average rating, 144 reviews

Beach Cottage in the Trees, Dog Friendly

🐶 Welcome to our Beach Cottage in the Trees 🌳. A peaceful, dog-friendly haven for everyone in your family. This quaint, cozy “home away from home” is close to the beach (0.2 mi), local shopping, restaurants, and golf course, but in a quiet neighborhood away from the crowds. Beautiful screened-porch among the trees for relaxing, and a spacious back-yard on a wooded lot for all to enjoy. 📝PLEASE read entire listing and ALL rules prior to booking. 🐶DOGS always WELCOME.

4.94 out of 5 average rating, 287 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, 209 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.

5 out of 5 average rating, 110 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

Dog friendly, recently renovated 2 bedroom home (~900 sq ft) - on Oak Island. ~ 0.3 mile to beach. Within walking distance to Publix, donut shop, Middleton Park , tennis courts and eateries. Includes large fenced in yard for fun with family and pet(s) along with outdoor shower. TVs (WiFi w/you tube tv) in living room and both bedrooms . No smoking on premises. Come enjoy the dog days of summer (or any season)! (House is on pilings so must be able to climb stairs)

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, 166 reviews

Scenic Getaway with Pool & Hot Tub

Add some peace and tranquility to your trip...beautifully furnished on the inside, fully stocked house, with an oasis of a backyard - this is a home you'll want to visit again and again. With your own HEATED saltwater pool & hot tub, in a private backyard paradise...you may not ever want to leave the property. Minutes away from the beach, steps away from the Intracoastal Waterway, and one street over from the scenic beach walkway, this house will not disappoint.

Guest suite in Oak Island

A master bedroom suite features shiplap walls and a light wooden ceiling. A spacious bed with white linens is centered in the room. Nearby, a cozy seating area is complemented by a decorative rug. A door leads to a large screened-in porch, enhancing relaxation.

5 out of 5 average rating, 265 reviews

Oak and Tide Guest Suite

Renovated Master Bedroom Suite with shiplap walls, whirlpool tub and bidet toilet. Very Spa like and perfect for the single or couple that want to get away. Easy walk to beach., farmers market and outdoor concerts . Walking distance to eateries Your room has its own entrance on second story. Large screened in porch also yours to enjoy! We have Roku TV . New bedroom furniture and mattress with adjustable bed . Not set up for children safety.

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.

4.96 out of 5 average rating, 121 reviews

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

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.

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, 115 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, 128 reviews

A two-story coastal home featuring a light blue exterior, situated on a spacious driveway. Two palm trees frame the entrance, which is flanked by garages on the ground level. A grassy area extends to the side of the property, enhancing the outdoor space.

Home in Kure Beach

*2 Blocks to Beach, Dog friendly w/no pet fees!*

4.97 out of 5 average rating, 244 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 Pine Valley

The Almond Blossom with Hot Tub and Game Room

4.97 out of 5 average rating, 182 reviews

A bright and airy living space features wooden beams and a cozy atmosphere. A spacious bed is visible in the background, accompanied by a small seating area with a woven chair and patterned ottoman. A rustic coffee table sits in the foreground, with a door opening to the outside.

Apartment in Wilmington

The Casita Serenely Welcomes Guests All Year Round

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, 126 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

4.96 out of 5 average rating, 112 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!

4.9 out of 5 average rating, 144 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

Family- and pet-friendly home rentals

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.

4.97 out of 5 average rating, 157 reviews

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

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, 121 reviews

One Particular Harbor -3 Bedroom Family Hideaway

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, 183 reviews

Perfect Ocean View Beach Getaway!

4.85 out of 5 average rating, 175 reviews

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.

Cottage in Oak Island

Blue Turtle Beach Cottage

Guest suite in Oak Island

A covered breezeway offers a welcoming entrance, featuring two comfortable wicker chairs with cushions, positioned around a small table. A decorative sign reading 'BEACH HOUSE' is displayed above the door, which is flanked by charming wall art and a doormat that says 'hello.'

4.89 out of 5 average rating, 171 reviews

Cozy Studio unit with bikes & fire pit, walk to be

4.88 out of 5 average rating, 113 reviews

Private Heated Pool, 4 mins to Beach, King Beds

A charming beach cottage is surrounded by greenery, featuring a gravel driveway leading to the entrance. The house has light green siding and white shutters. A welcoming front porch is adorned with potted plants, set against a serene outdoor environment.

4.86 out of 5 average rating, 142 reviews

House of Zen-Fenced/Bikes/Firepit/Outdoor shower!

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

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, 66 reviews

Oceanfront 2 BR/2.5 BA Condo

4.84 out of 5 average rating, 19 reviews

Ocean Front Paradise

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, 203 reviews

Oceanfront Duplex~ linens included!

4.94 out of 5 average rating, 124 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!

4.97 out of 5 average rating, 146 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, 56 reviews

Bright & Beachy Oceanfront Condo: Linens included!

4.98 out of 5 average rating, 179 reviews

The image captures a poolside view at dusk, with a multi-story condo building in the background. Soft orange and blue clouds create a serene sky above. Lounge chairs surround the pool area, and the water reflects the evening colors, inviting relaxation.

Condo in Southport

No Cleaning Fee - Condo With Waterfront Pool/Beach

Superhost

A comfortable living area features a light-colored sofa and a dining space with a white wooden table surrounded by chairs. Natural light enters through large windows, providing a view of the outdoor scenery. A ceiling fan hangs above for added comfort.