Pet-friendly vacation rentals in Caswell Beach

4.98 out of 5 average rating, 172 reviews

Walk to the Beach, Fenced, Fire Pit and DOG(S)

***PLEASE READ: Bookings from May 22 to August 28 MUST be either Friday-Friday OR Monday-Friday OR Friday-Monday*** Welcome to ISLE OF DOGS, a charming, beach cottage created to host dogs that is only a 7 minutes' walk to the ocean (.3 miles) and the intracoastal waterway (.4 miles). This 3-bdr/2-bath one-story house is renovated and nicely decorated, with an open floor plan between the living areas and kitchen. The back deck opens to a shaded backyard surrounded by a fully fence 6-foot privacy

Guest favorite

4.96 out of 5 average rating, 117 reviews

Ocean View/Pup Lovin’/Steps to Beach/King Bed!

When ordinary vacations just won’t cut it, one destination will change everything you thought you knew about relaxation & hospitality. In a world of run-of-the mill rentals, comes an experience that defies expectations. Prepare yourself for a vacation that will make your Social media viewers question their life choices. Critics are saying: “They have put so much thought into the details of this home” “Amazing experience!” Book now for a stay that will ruin all other vacations forever.

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, 217 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.

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, 178 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

Superhost

4.83 out of 5 average rating, 310 reviews

Its a "Sweet Little Cottage On Oak Island"

Oak Island; a serene south facing beach you will love to stroll. "Sweet Little Cottage" is so close -1 1/3 short blocks away with no major street to cross. Stroll or bike the tree lined streets.Feel cool ocean breezes, hear soothing ocean sounds.Within walking distance to library, shopping, eateries, oceanfront dining coffee shop, ice cream parlor, Yaupon Pier Short drive to Community Center Exercise/Weight Room, tennis, basketball,Oak Island Golf Course. Small and medium dogs allowed.

4.97 out of 5 average rating, 114 reviews

A hot tub is surrounded by lush greenery and palm trees, providing a serene outdoor space. The tub features bubbling water and a cover positioned to the side, allowing sunlight to filter through. A wooden table is visible nearby, contributing to the relaxed atmosphere.

Apartment in Oak Island

turtle time - Hot Tub, Walk to the beach

Escape to turtle time, a cozy retreat, 5-minute walk from public beach access at the end of the street, with no busy roads to cross. You’ll be half a mile from the Oak Island Pier and within walking distance of local restaurants and shops. After a day in the sun, unwind in the private hot tub. This charming one-bedroom, one-bath apartment is ideal for couples seeking a peaceful coastal getaway. Well-behaved dogs are welcome with prior approval at booking and an additional pet fee.

4.96 out of 5 average rating, 130 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.

4.94 out of 5 average rating, 296 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. 2 dog maximum.

Guest favorite

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.

4.91 out of 5 average rating, 159 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, 160 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.

Guest favorite

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, 202 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!