Vacation rentals with outdoor seating in Caswell Beach

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Top-rated outdoor seating rentals in Caswell Beach

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

The entrance area to the guest suite features a private pathway leading to a set of stairs. Seating is provided with two chairs arranged around a small table, surrounded by colorful flower pots. A wooden privacy fence encases the space, enhancing the secluded feel.

Apartment in Oak Island

4.95 out of 5 average rating, 132 reviews

Adorable OKI guest suite ~ walk to BEACH

Come stay at our peaceful guest suite where you can walk to the gorgeous beach in minutes! It’s only half a mile from the closest beach access as well as grocery stores, restaurants, cafes, ice cream shops, bars & parks. After a day relaxing at the beach or visiting local sites, you’ll love using our outdoor shower(w/ hot & cold water) & sitting outside in our private guest sitting area with your fav evening beverage. You can also grill up a meal on the charcoal grill. We hope to host you soon!

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, 188 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.

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 bedroom features a king-sized bed adorned with white linens and green accent pillows. Two bedside tables with lamps flank the bed, while a comfortable bench sits at the foot. Large windows provide natural light, offering views of the greenery outside.

Guesthouse in Southport

5 out of 5 average rating, 221 reviews

Southport Tree Escape * King Studio Near Downtown

“Perfect for two. Easy access. Very quiet.” – William, ‘25 This vaulted studio in the trees is the perfect setting for a romantic getaway or a weekend respite – and it’s just a short walk from the heart of Southport, America's Happiest Seaside Town. You'll be hosted by year-round Southporters who have taken great pride in creating a space that's comfortable and contemporary – but with all the charm and small-town feel - close to dining and the waterfront but in a special private location.

Guest favorite

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.

Home in Oak Island

4.97 out of 5 average rating, 180 reviews

Above the Tide on OKI - *10 Min Walk to the Beach*

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: - 3 adult bikes - Shibumi Shade tent - wagon - multiple chairs - coolers - variety of toys/games for your days down at the beach!

Top guest favorite

The spacious living area features a cozy couch, a coffee table with games, and a television. Soft blue bedding covers the comfortable bed, and the room is lit by warm lamps and natural light from several windows adorned with blue curtains.

Guest suite in Southport

4.99 out of 5 average rating, 177 reviews

Southport Serenity, Entire full studio apartment

Entire studio apartment over the garage in a quiet family neighborhood. One mile from Southport's Historic and Picturesque Waterfront. Offers a full array of amenities from on-site parking, private entry, full bath, kitchen w/ refrigerator, microwave & single burner cooktop, blender, Keurig, dishes/utensils. Large living area with coffee table, chair, couch and desk. Games and books for your enjoyment. WIFI & Smart TV, outdoor shower, beach bikes and chairs. Patio area with Adirondacks.

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, 191 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

4.74 out of 5 average rating, 227 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, 135 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 of a two-story coastal cottage features a welcoming white façade with dark green windows and a front porch. Two rocking chairs and a lantern are visible, along with landscaping that includes shrubs and grass. The American flag is displayed prominently on the porch.

Cottage in Southport

5 out of 5 average rating, 123 reviews

Captain's Cottage: The heart of downtown Southport

Step into history without sacrificing luxury at the Captain's Cottage! Located blocks from the water on one of the first 100 lots in Southport, is a beautifully furnished coastal cottage. The home boasts a commercial quality kitchen, spacious rooms throughout, and two cozy porches overlooking Historic Franklin Square Park. The location is ideal within walking distance of all that Southport has to offer and is a short drive to several beaches.

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

4.98 out of 5 average rating, 172 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 short walk to restaurants, shops, ice cream, the Oak Island pier, 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!

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, 182 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.