Pet-friendly holiday rentals in Caswell Beach

Great Location! Walk to Pier.

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

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.

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

Newly renovated, refreshingly colorful, and fully stocked with everything you need for a rejuvenating stay at the beach. Lounge on comfy furniture, stream your favorite shows on large smart TVs, and unwind in a rocker on the brand-new screened-in porch. The spacious kitchen is equipped with new appliances, granite countertops, and all the essentials to enjoy a home-cooked meal with your crew. The home is located in the prime of the island just a 9-minute walk to an absolutely beautiful beach.

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!

Beautiful House close to 31st Street beach access

Beautiful Oak Island, NC home nestled in between the beach, Davis Canal and intracoastal waterway is centrally located to kayaking accessibility, paddle boarding, quite walks on the beach through the scenic beach access. The island is filled with local restaurants that never disappoint. The home is cozy with a large front porch with rocking chairs and a side screened porch with gas grill. Beach is just a short walk away over the scenic walkway. Located close to everything! Don’t miss this!

Dog Friendly: It's a "Ruff Life" beach cottage

2nd row dog friendly Beach Cottage with easy access to beach across the street, view of ocean from front porch rockers. 3B/2BA, elevated home, living space on all one level with 1,076 sqft, Sleeps 6. Cleaning fee includes linens, bath, hand and wash towels, NOT beach towels. Starter rolls of toilet paper and a roll of paper towels included with rental. High speed internet, 2 Roku TVs and less than 2 miles to lots of restaurants, grocery, playground splash pad, dog park, music in the park.

Cozy Rustic Ocean Front Cottage

Ocean Front! ~ Kick your feet up and enjoy the laid back atmosphere of this 1950's beach cottage on the deck or in the house. Beautiful sunrises and sunsets over the Atlantic Ocean. Deck has chairs for relaxing to the sound of the gulls. Fall asleep to the sound of the ocean. Full Kitchen. Rates from $130 - $480 a night. Sunday to Sunday. Off-season available nightly. The cottage is ideal for small families, 1-2 couples and singles. Max 6. Please confirm availability before booking.

"Just Enough" Beach Home! Screened Front Porch

"Just Enough" is just a short 3 blocks to the sand and the ocean for a great start to your relaxing dream vacation. Inner Coastal Waterway and Nature Center are on opposite end of 52nd Street. Relax on the enclosed screen front porch and listen to the ocean waves in the evening. The home has all new furniture, decor and bedding for you to enjoy. Kitchen is fully equipped and ready should you feel like cooking. "Just Enough" has everything you need to enjoy your time away from home.

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.

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.

One Particular Harbor -3 Bedroom Family Hideaway

Your vacation hideaway on one of NC's most family friendly beaches. Three bedrooms, living room, sunroom, breakfast nook and dining area beat the heck out of cramped, crowded hotels. Full deck with patio table and chairs and fenced in backyard provide a quiet place to relax and talk after a day on the beach or floating on the inlet. A brisk walk to beach, conveniently located near shopping district. Ample parking- bring your boat!

Oceanfront,pet friendly,fenced yard

Welcome to "The Boys of Summer Rental" ! Enjoy miles of unobstructed ocean views and a sandy beach right in your backyard. Relax on the huge covered porch with ocean breeze, watch dolphins, or boats pass by. The fully fenced yard is perfect for kids and pets. Just a 6-minute walk to restaurants, shops, and grocery. Plus, you have direct beach access for endless coastal fun!