Pet-friendly holiday rentals in Caswell Beach

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

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.

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon

3-4 min. walk to the beach! 2 night min stay June 2024. 4 night min stay July-August 2024. Stay at our spacious "American Dreaming" cottage on Yaupon Beach/Oak Island and check off all of your vacation boxes! Sit by the firepit and listen to the sounds of the crashing waves, which are only 1 block away. Head down to the beach during the day and then cool off in our private stock tank pool while your kids play ping pong in the game room. Enjoy a short 10 minute drive down to historic Southport!

Cozy Rustic OCEAN FRONT Cottage

Enjoy this old-school cottage with knotty pine walls. Pet friendly. Deck seating, gorgeous sunrise/sunset views. Walk directly to beach. Half mile walk to pier. Spacious open living area. Large dining table for games and puzzles. 3 BR (2 full, 4 twin). 1 Full bath, one half bath. During season stay Sunday to Sunday, Sun to Thurs or Thurs to Sunday. Check in ANY DAY during the off season for as little as three days. Pets allowed with pet fee. Please provide your linens (sheets and towels)

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!

Linens included - Studio apt with bikes & fire pit

Modern and cozy studio in a quiet, pet-friendly neighborhood. Five minute walk from multiple restaurants and three blocks (10 minute walk) from direct beach access. Enjoy the sounds of birds and ocean breeze while you grill or relax in the covered breezeway. Bring your wood and build a relaxing fire in our beautiful fire pit! This stylish spot has a kitchenette, full bathroom, closet, an amazingly comfortable bed and sofa! The perfect getaway spot for a couple or a few friends!!

Egret ~ Beachfront Cottage (pet-Friendly)

Original beachfront cottage on Holden Beach, just steps from the sand and water. Enjoy the dolphins and shorebirds from the rockers on the covered porch. Cozy studio has been completely renovated with thoughtful amenities. Enjoy the fully stocked kitchen including coffee, condiments, spices, and premium cookware. No stairs to climb, level walkway, and a fully fenced yard are ideal for children, pets (fee applies), and older guests. Lots of amenities and beach equipment are provided.

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!

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!

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!

No Cleaning Fee - Condo With Waterfront Pool/Beach

Visit the most adorable seaside village! Southport, with it's picturesque waterfront, fantastic restaurants, and adorable shops, has something for everyone. When you feel like staying closer to home, the pool will be calling your name for soaking in the sun while watching the ships sail by, and your private balcony is the perfect spot to sip a cup of coffee while watching the sunrise over the water.

Island Joy - Walk to Oak Island Beach|Pets OK

Welcome to Island Joy, your newly renovated home away from home in Oak Island. Just a leisurely 3-minute drive to the serene Oak Island beach, this charming retreat offers a perfect blend of modern comfort and coastal charm. Bask in the proximity to vibrant local dining and shopping areas. Embrace the relaxed lifestyle, and book your unforgettable getaway today!