Pet-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, 214 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.

4.86 out of 5 average rating, 147 reviews

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

The House of Zen is a charming beach cottage located minutes from the Oak Island's Beaches. Relax by the outdoor fire pit in a FENCED backyard that is great for your children and pets! The beach access is an easy drive, walk, or bike ride. We have bikes, beach chairs, lawn games, and a buggy to make the trip down to the beach easier or visit close parks and restaurants. The detached building, Zen Den, has a bedroom set up and an office for those who need a remote workplace for a longer stay!

4.96 out of 5 average rating, 363 reviews

A dining area features a long wooden table surrounded by chairs, illuminated by a chandelier. Decorative elements include a sideboard and a vintage mirror, complemented by a patterned area rug. Natural light enters through windows, enhancing the inviting space.

Cottage in Southport

Southport's Canary Cottage

Southport's Canary Cottage is a newly renovated southern, cottage located in a small, historic town along the Cape Fear River! Canary Cottage is located 1 mile from Southport, 2 minutes from the ferry's at Deep Point Marina & 20 minutes to the Oak Island beaches! While in Southport, enjoy the shops, the majestic Live Oaks, dine at fabulous cafes & restaurants with water views, take a carriage ride, watch the boats go by, go on a ghost walk or tour a museum. Southport has something for eveyone!

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, 153 reviews

The Blue Pearl - OAK ISLAND, NC

Welcome to our 3 bedroom, 2.5 bathroom beach house with rocking chair front porch and screened back porch. Fenced backyard. Ample onsite parking. Walking distance to the beach, ice cream shop, restaurants, shops, grocery stores and putt putt course. Hot/cold outdoor shower and dog wash available for guests. Full size washer and dryer available for guests. Dog friendly. Bring your own boat. Home is located 4 blocks from the Dutchman Creek public boat ramp. Easy access to public kayak launches.

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, 148 reviews

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

Welcome to "5 More Minutes" beach house located near the ICW and Wooded section of Oak Island, NC. This open-floor plan home on pilings is on the island's west side and features a three-bedroom (three-bath)/two-full-bathroom configuration. Oak Island beaches are a short one-mile walk or drive away. We offer a 6-seater electric golf cart with a pre-paid parking pass to rent by the day. You must be over 21 to operate it. The golf cart rental fee is handled separately from the house rental.

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, 225 reviews

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.

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!

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, 293 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 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, 149 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.

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.

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.

4.94 out of 5 average rating, 199 reviews

Oceanfront-pvt access-dog friendly-Incredible Ibis

Sandy shorelines are calling you to this 3-bedroom, 1.5-bath vacation cottage on Oak Island! This beachfront property will leave you relaxed and rejuvenated. Panoramic ocean views from the deck! Our home offers a getaway that invites you to surf the waves, perfect your tan, and catch up on your favorite book while digging your toes in the sand. Featured in the Fall 2021 Hallmark film "One Summer." Enjoy a moment now!