Vacation rentals with outdoor seating in Caswell Beach

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Top-rated outdoor seating rentals in Caswell Beach

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Top guest favorite

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.

Cottage in Oak Island

5 out of 5 average rating, 100 reviews

Walk to Pier. Fenced Yard. Yaupon Area.

Welcome to Pier Joy, a charming beach cottage nestled in Oak Island’s historic Yaupon area—just a short stroll to the sand, surf, and iconic Oak Island Pier. Whether you’re looking to unwind on the beach, cast a line off the pier, or sip coffee at a nearby café, this beautifully updated cottage puts it all within reach. Pier Joy accommodates up to 8 guests with 3 bedrooms, 2 full baths, a living room, sunroom, dining room and kitchen. No stairs, no stress. Ground-level entry—perfect for guest

Top guest favorite

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

4.99 out of 5 average rating, 186 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.

Top guest favorite

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.

Home in Oak Island

4.99 out of 5 average rating, 161 reviews

FOX IN THE SAND - RENOVATIONS complete!

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

Guest favorite

The exterior of the duplex is visible, featuring a welcoming entrance with two large trees providing shade. A paved pathway leads to the front steps, flanked by potted plants. A blue car is parked in front of the house, highlighting the concrete driveway.

Home in Oak Island

4.96 out of 5 average rating, 160 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

Top guest favorite

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.

Home in Oak Island

4.99 out of 5 average rating, 207 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

Guest favorite

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.

Home in Oak Island

4.94 out of 5 average rating, 129 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!

Top guest favorite

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.

Condo in Oak Island

4.99 out of 5 average rating, 183 reviews

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch 2022 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.

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.

Home in Oak Island

4.75 out of 5 average rating, 224 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!

Top guest favorite

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.

Home in Oak Island

4.95 out of 5 average rating, 133 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.

Top guest favorite

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

4.94 out of 5 average rating, 274 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!

Top guest favorite

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

4.99 out of 5 average rating, 181 reviews

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.

Top guest favorite

A dining area is shown with a wooden table seating six, surrounded by modern white chairs. A cozy living space is visible in the background, featuring a sectional couch and a ceiling fan. Natural light fills the room through multiple windows.

Home in Oak Island

4.99 out of 5 average rating, 161 reviews

The Grove | 3 min. walk to the Beach

Welcome to the Grove. We are just steps from the beach (3-minute walk) and a 5-10 minute walk to restaurants, shops, ice cream, and an amazing coffee shop. Our namesake Live Oak trees, porches, and sun room make The Grove a relaxing sanctuary after a day exploring the island. Wash the salt and sand away in one of two outdoor showers. Hang by the firepit and make lifelong memories. Book The Grove today!