Holiday rentals in Oak Island

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Top-rated holiday rentals in Oak Island

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Guest favourite
A charming single-story bungalow is framed by trees, with a light blue exterior. A screened porch is visible in the foreground, alongside a bicycle and beach gear. Sunlight filters through the branches, creating a serene outdoor setting.
Bungalow in Oak Island
4.88 out of 5 average rating, 148 reviews

Surf Break Bungalow

Take a break and unwind at this cozy Beach Bungalow! The Beach Bungalow is decorated with warm tropical colors and hints of a surfing décor. This is the perfect getaway to hang out with family, friends, or just to escape crowds. Follow the sound of the waves gently crashing on the shoreline and within minutes you will soon be dipping your toes in the sand. A private corner lot with easy parking access. Also, the perfect location to hang on the screen porch or relax in the shaded hammock.

Top guest favourite
A cozy living area features light wood flooring and neutral walls, with a ceiling fan providing airflow. Barn doors lead to a bedroom space, while a coffee table sits centrally with decor items. An inviting couch is positioned alongside a small dining area.
Guest suite in Oak Island
4.96 out of 5 average rating, 281 reviews

Salty Air Retreat

Quaint, bright and cozy lower level apartment. All basic amenities are included, as well as towels, linens and dishware. Located on a quiet dead end street. Short 10 minute walk to the beach over the Davis Canal. Private entrance with access to fenced in back yard with firepit, hammock. After a day at the beach you can rinse off in the private, enclosed outdoor shower. Enjoy your fresh catch of the day on the outdoor grill, and enjoy it outside if you like at the cozy outdoor dining nook.

Top guest favourite
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
4.99 out of 5 average rating, 191 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.

Guest favourite
A raised wooden beach cottage stands against a clear blue sky. The structure features a simple design with large windows, elevated on stilts, providing unobstructed views of the surroundings. Nearby foliage adds a touch of greenery, enhancing the coastal setting.
Cottage in Oak Island
4.85 out of 5 average rating, 223 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)

Top guest favourite
A bright living area features a blue sofa and armchair, complemented by decorative pillows. A natural woven coffee table is placed on a soft blue and white area rug. Large glass doors open to a private balcony, allowing natural light and ocean views to fill the space.
Apartment in Oak Island
4.99 out of 5 average rating, 181 reviews

Rise and Shine! Beach, pool, & amazing views!

Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

Guest favourite
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.'
Guest suite in Oak Island
4.88 out of 5 average rating, 145 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!!

Top guest favourite
A spacious bedroom features a king-sized bed adorned with white linens and green accent pillows. Two bedside tables with lamps flank the bed, while a comfortable bench sits at the foot. Large windows provide natural light, offering views of the greenery outside.
Guest house in Southport
5 out of 5 average rating, 221 reviews

Southport Tree Escape * King Studio Near Downtown

“Perfect for two. Easy access. Very quiet.” – William, ‘25 This vaulted studio in the trees is the perfect setting for a romantic getaway or a weekend respite – and it’s just a short walk from the heart of Southport, America's Happiest Seaside Town. You'll be hosted by year-round Southporters who have taken great pride in creating a space that's comfortable and contemporary – but with all the charm and small-town feel - close to dining and the waterfront but in a special private location.

Top guest favourite
The exterior of the house features a light yellow façade with white trim and a welcoming front porch. Two outdoor ceiling fans are visible, and a small bistro table and chairs sit on the porch. The landscaping includes sparse plants and fresh white gravel.
Home in Oak Island
4.97 out of 5 average rating, 188 reviews

Above the Tide | *10 Min Walk to Beach* + Bikes

Sunshine & waves awaits you and your family! This cozy home has everything you need for your vacation get away. Only a short walk down the Scenic Walkway to the beach (10 min). Fire pit, picnic table, patio area out back w/ outdoor grill, and outdoor shower. There is also Wi-Fi and 3 TVs. Fully stocked kitchen with all your cooking necessities. Beach Extras: - 4 adult bikes - Shibumi Shade tent - wagon - multiple chairs - coolers - variety of toys/games for your days down at the beach!

Guest favourite
The exterior of the beachfront cottage is shown during sunset, with warm hues illuminating the sky. The covered porch features rocking chairs, and a grassy area leads to a set of stairs. The architecture blends traditional coastal charm with a tranquil environment.
Home in Holden Beach
4.95 out of 5 average rating, 175 reviews

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.

Guest favourite
Home in Oak Island
4.92 out of 5 average rating, 138 reviews

Rusty Anchor: Family & Pet Home, Walk to the Beach

Trade summer crowds for autumn calm. Our dog-friendly home is your key to a perfect Oak Island holiday. CLOSE TO BEACH! * NO PET Fees! Perfect work-from-the-beach stay. 7 minute walk to the beach. Fully fenced in yard! This modern & airy home is on a dead-end street, perfect for kids to play. Private desk in bedroom. The fully fenced backyard with shaded deck is made for outdoor relaxation. Linens provided and arrive to made beds! Beach chairs and wagon provided!

Guest favourite
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
4.94 out of 5 average rating, 179 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!

Top guest favourite
A master bedroom suite features shiplap walls and a light wooden ceiling. A spacious bed with white linens is centered in the room. Nearby, a cozy seating area is complemented by a decorative rug. A door leads to a large screened-in porch, enhancing relaxation.
Guest suite in Oak Island
5 out of 5 average rating, 250 reviews

Oak and Tide Guest Suite

Renovated Master Bedroom Suite with shiplap walls, whirlpool tub and bidet toilet. Very Spa like and perfect for the single or couple that want to get away. Easy walk to beach., farmers market and outdoor concerts . Walking distance to eateries Your room has its own entrance on second story. Large screened in porch also yours to enjoy! We have Roku TV .

Popular amenities for Oak Island holiday rentals

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Quick stats about holiday rentals in Oak Island

  • Total holiday rentals

    Explore 1,890 holiday rentals in Oak Island

  • Nightly prices starting at

    Oak Island holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 45,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,730 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 780 rentals that welcome pets

  • Holiday rentals with a pool

    600 properties feature pools

  • Rentals with dedicated workspaces

    760 properties have a dedicated workspace

  • Wifi availability

    1,880 of Oak Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Gym across Oak Island rentals

  • 4.7 Average rating

    Oak Island stays receive an average rating of 4.7 out of 5 from guests

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