Pet-friendly vacation rentals in Caswell Beach

5 out of 5 average rating, 111 reviews

Bungalow in Oak Island

🐶 BOW•WOW🐾 BEACH•BUNGALOW™🏖 🏠Cozy & Dog Friendly🐶

🐶 Welcome to the BOW•WOW Beach•Bungalow™ 🏖. A peaceful, dog-friendly haven for everyone in your family. This quaint, cozy “home away from home” is close to the beach (1/3 mi), local shopping and restaurants, but in a quiet neighborhood away from the crowds. Beautiful screened-porch for relaxing, and a very spacious fenced-back-yard on a double-lot for all to enjoy. 📝PLEASE read entire listing and ALL rules prior to booking. 🐶DOGS always WELCOME. 💲DISCOUNTS for all WEEKLY and MONTHLY bookings.

A cozy arrangement of beach-themed décor is displayed, including plush blankets with decorative tassels, a vibrant green wreath, a rustic sign reading 'OAK ISLAND,' and a stylish light fixture featuring wooden beads. These elements contribute to a charming and inviting atmosphere.

5 out of 5 average rating, 100 reviews

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

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, 184 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.

4.99 out of 5 average rating, 159 reviews

FOX IN THE SAND - RENOVATIONS complete!

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

4.86 out of 5 average rating, 212 reviews

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)

Guest suite in Oak Island

A covered breezeway offers a welcoming entrance, featuring two comfortable wicker chairs with cushions, positioned around a small table. A decorative sign reading 'BEACH HOUSE' is displayed above the door, which is flanked by charming wall art and a doormat that says 'hello.'

4.88 out of 5 average rating, 136 reviews

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!!

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.

4.95 out of 5 average rating, 131 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.

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.

4.96 out of 5 average rating, 118 reviews

Pet Friendly - Home Close to the Beach

Serenity awaits you at this peaceful updated beach themed cottage. 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.

4.94 out of 5 average rating, 273 reviews

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.

Guesthouse in Oak Island

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!

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.

4.84 out of 5 average rating, 171 reviews

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!

4.94 out of 5 average rating, 171 reviews

Oceanfront Incredible Ibis w private beach access

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!

A coastal home is positioned just steps from the sandy beach, featuring a brown wooden deck and steps leading up to the entrance. The backdrop reveals the ocean and horizon, with gentle waves lapping at the shore, emphasizing the direct beach access available.