Pet-friendly vacation rentals in Caswell Beach

4.99 out of 5 average rating, 222 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.

PetsWalkabilityWifi

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, 181 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

Outdoor spacesPetsBathroom

4.96 out of 5 average rating, 376 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!

Outdoor spacesWalkabilityBreakfast

The oceanfront beach house is depicted, featuring a spacious deck with wooden stairs leading to the sandy beach below. The exterior is painted in a soft blue hue, contrasting with the clear sky and gentle ocean waves in the background.

4.9 out of 5 average rating, 255 reviews

Oak Island Oceanfront 2BR Condo

Enjoy a perfect oceanfront family getaway on Oak Island's West Beach. This 1st 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 2nd level unit availability at www.airbnb.com/h/oki2

PetsWalkabilityView

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.

5.0 out of 5 average rating, 156 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.

WalkabilityOutdoor spacesNearby

4.96 out of 5 average rating, 134 reviews

Kid & Dog Friendly Stylish Ranch by Middleton Park

Welcome to Sweet Hideaways on Oak Island! This 3-bedroom, 2-bath home features an outdoor shower and a fully fenced yard. Enjoy beach essentials like chairs, umbrellas, boogie boards, and a gorilla cart for an easy trip to the shore. Family-friendly with a high chair, pack n play, toys, playhouses, and a fun custom mural! Just 0.7 miles to the beach and 1 block to the ICW. Walk to Middleton Park and the splash pad in minutes! Conveniently located near restaurants and shops.

PetsOutdoor spacesLong stay

4.86 out of 5 average rating, 124 reviews

Private Heated Pool | 4 Min to Beach | King Beds

Happy Hour at OKI by Mountain to Waves – Just a 4-min verified walk to the beach! ✔ 4-minute walk to beach access ✔ Private heated pool ✔ Fully fenced backyard (perfect for pets) ✔ outdoor dining under a pergola, and a fire pit (wood provided). ✔ Arcade + air hockey for family fun ✔ Fully stocked kitchen for home-cooked meals ✔ Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. ✔ Beach chairs, wagon & essentials included ✔ Quiet family neighborho

PetsOutdoor spacesDecor

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.

4.96 out of 5 average rating, 162 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.

PetsWalkabilityAmenities

4.85 out of 5 average rating, 184 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

Welcome to the Blue Turtle Beach Cottage- we are a block from the beautiful Atlantic Ocean and offer the comfort and relaxing pace that personifies Oak Island. Wake up and enjoy coffee on your screened in porch overlooking the ocean, and walk up to the shops and restaurants that are only a block or two in the other direction. Quiet and private, yet convenient to everything- come enjoy all that wonderful Oak Island has to offer!

PetsWalkabilityGrill

4.94 out of 5 average rating, 207 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

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!

WalkabilityPetsParking

4.93 out of 5 average rating, 167 reviews

Cozy Cottage 10-15 min scenic walk from the beach!

~The Captain's Cottage~ Come unplug in this newly built cottage that is the perfect getaway. Two bedrooms, 2 full bathrooms, kitchen, a cozy living room, a fully fenced backyard and walking distance to the beach will provide you with the ultimate vacation. Pet friendly so your furry family members can join in the fun! Plenty of activities in the area, great restaurants, and fun for all ages!

WalkabilityOutdoor spacesBathroom