Holiday houses in Oak Island

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Top-rated holiday rentals in Oak Island

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Top Guest favourite
The exterior of the BOW•WOW Beach•Bungalow is shown, featuring a single-level home with a welcoming facade. Surrounded by tall trees, the property is complemented by a grassy area and vibrant blue accents on the windows. The logo signifies its dog-friendly environment.
Bungalow in Oak Island
5 out of 5 average rating, 122 reviews

🐶 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.

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, 283 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
4.98 out of 5 average rating, 197 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.

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.
Condo in Oak Island
4.99 out of 5 average rating, 183 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.

Top 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, 146 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.
Guesthouse in Southport
5 out of 5 average rating, 224 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
A spacious property is highlighted by an electric golf cart parked on gravel. The entrance features a staircase leading up to a covered porch, with a sign displaying the rental name. Nearby, a privacy fence offers seclusion, while trees provide shade.
Home in Oak Island
5 out of 5 average rating, 137 reviews

Dog Friendly/Fence/Golf Cart/3 beds &2 bath

Welcome to "5 More Minutes" beach house located near the ICW and Wooded section of Oak Island, NC. This open-floor plan home on pilings is on the island's west side and features a three-bedroom (three-bath)/two-full-bathroom configuration. Oak Island beaches are a short one-mile walk or drive away. We offer a 6-seater electric golf cart with a pre-paid parking pass to rent by the day. You must be over 21 to operate it. The golf cart rental fee is handled separately from the house rental.

Guest favourite
A covered porch extends from the cottage, overlooking a grassy yard that leads directly to the beach. The porch features white railings, while lush greenery and beach dunes provide a natural backdrop. A small flowerbed adds a touch of color, enhancing the coastal setting.
Cottage in Holden Beach
4.9 out of 5 average rating, 188 reviews

Sandpiper~ 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 renovated with thoughtful upgrades. Kitchen is fully stocked including coffee maker, spices, condiments, and premium cookware. No stairs, ground-level are ideal for children, older guests, and pets (pet fee collected separately). Lots of amenities and beach items are provided for your comfort and convenience.

Guest favourite
A spacious deck is lined with wooden chairs, offering unobstructed views of the beach and ocean beyond. Gentle waves can be seen lapping at the shore, with sandy dunes and patches of grass framing the tranquil coastal scene under a blue sky with scattered clouds.
Home in Oak Island
4.88 out of 5 average rating, 150 reviews

Beachfront cottage with views from every room!

Enjoy this slice of paradise, with views from every room and the beach just down the back steps! The home sleeps 6 in 3 bedrooms with one king bed and 2 queens. The master bedroom has the option of closing the pocket doors for privacy, or leaving them open for amazing ocean views. The living space offer an open floorplan, perfect for entertaining. This home is located on the East end of the island between the two bridges that access the island and close to the Ocean Crest Pier.

Top Guest favourite
A spacious living area features a comfortable sectional sofa facing a large window that offers ocean views. A ceiling fan adds to the airy atmosphere, while a wooden sideboard and round coffee table provide functional decor. Light enters from the sliding glass doors leading to the balcony.
Condo in Oak Island
4.99 out of 5 average rating, 198 reviews

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch 2022 renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

Top Guest favourite
The exterior of the bungalow is illuminated by warm string lights, enhancing the welcoming ambiance. A large front porch features rocking chairs and adirondack chairs, inviting relaxation. Steps lead up from a landscaped yard with potted plants, creating a cozy entryway.
Bungalow in Oak Island
4.95 out of 5 average rating, 244 reviews

Live Oaks Beach Bungalow

Are you looking for a simple remodeled bungalow on the best kept secret Island in North Carolina ? You also love the shade of coastal live oaks and palmettos, and you love to sip drinks on a large front porch with friends ? You enjoy the beach but also kayaking, surfing and biking ? You prefer a non-commercial and family friendly environment ? We have it all ! We are a real family, not a rental company and we take pride to at least meet our guests expectations.

Popular amenities for Oak Island holiday rentals

When is the best time to visit Oak Island?

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Avg. price$241 AUD$241 AUD$259 AUD$280 AUD$320 AUD$397 AUD$409 AUD$371 AUD$306 AUD$260 AUD$256 AUD$244 AUD
Avg. temp8°C10°C13°C18°C22°C26°C28°C27°C24°C19°C13°C10°C

Frequently Asked Questions

  • What are the best things to do in Oak Island with kids?

    Families often explore sandy beaches, visit playgrounds near the shore, and participate in seasonal crabbing or fishing. Simple mini-golf courses and nature walks make for engaging kid-friendly activities around town.

  • What are some of the best things to do in Oak Island?

    Oak Island has broad beaches for sunbathing, fishing piers, and kayak-friendly waters. Many visitors enjoy birdwatching, trying local seafood, and strolling the waterfront parks.

  • How is the weather in Oak Island?

    Oak Island experiences mild winters around 36–57°F (2–14°C) and humid summers near 73–90°F (23–32°C), with the most rain typically in late summer and early fall. Light layers work well, especially during outdoor activities.

  • What are the best places to visit in Oak Island?

    Explore the Oak Island Lighthouse, waterfront parks, and local art galleries. Stroll sandy beaches or visit community fishing piers for classic coastal views.

  • What are some hiking trails in Oak Island?

    Oak Island has nature paths in local parks, boardwalks near marshes, and easy walking trails by the beach. These spots feature native plants and coastal birdlife, creating a relaxed outdoor experience.

  • What are some family activities we can do in Oak Island?

    Families frequently enjoy beach games, exploring tide pools, and visiting playgrounds near the shore. Kayaking and fishing are also popular ways to explore the coastal environment together.

  • What are some of the best day trip ideas from Oak Island?

    Many guests explore historic downtown areas, scenic state parks, or coastal islands near Oak Island. Art museums and local markets in surrounding towns provide options for culture and shopping.

  • Are there any pet friendly accommodations available in Oak Island?

    Pet-friendly vacation rentals are available in several Oak Island neighborhoods, especially near beaches and parks. Many hosts welcome dogs and provide convenient access to outdoor spaces.

  • What are some local tips for visiting Oak Island?

    Bring sunscreen and bug spray for beach days, and follow posted rules in natural areas for wildlife protection. Reusable water bottles and beach shoes often make exploring local spots more comfortable.

  • What is Oak Island known for?

    Oak Island is known for wide sandy beaches, the Oak Island Lighthouse, and a welcoming coastal atmosphere. Fishing, birdwatching, and seasonal seafood traditions are woven into local culture.

  • What are the best hidden gems to explore in Oak Island?

    Visitors often discover quieter beach access points, local art studios, and marsh boardwalks. A few tucked-away cafes and small nature preserves showcase the area's relaxed coastal character.

  • What are the best foods to try in Oak Island?

    Locally caught shrimp, seasonal blue crab, and fresh fish are frequently suggested. Southern-style hushpuppies and hand-churned ice cream from local stands are favorites among visitors.

  • What should I bring for a trip to Oak Island?

    Pack swimwear, sandals, a sun hat, and light layers suited for shifting coastal temperatures. Bring insect repellent, reusable water bottles, and something for shade if you plan to spend time on the beach.

  • What is the nightlife in Oak Island like?

    Oak Island has casual bars, laid-back taverns, and occasional live music at local venues. Evenings tend to be relaxed, with many guests enjoying waterfront dining and community hangouts.

  • What are the most popular events or festivals in Oak Island?

    Oak Island's calendar has seasonal seafood celebrations, summer music nights, and craft markets, especially around long weekends and during warmer months. Community parades and beach-oriented activities are often popular with locals and visitors alike.

  • Are there family friendly vacation rentals in Oak Island?

    Many Oak Island rentals welcome families, with options ranging from beachfront cottages to homes near parks and playgrounds. Hosts often provide amenities like kitchens and outdoor spaces for easy family gatherings.

  • When is the best time to visit Oak Island?

    Spring and early fall are frequently suggested, with pleasant temperatures and lower humidity. Many visitors enjoy the warmer months for beach activities and seasonal festivities.

  • What types of vacation rentals are available in Oak Island?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Oak Island. From over 30 hotel rentals to over 1,510 house rentals, we've got you covered.

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 $76 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    1,880 of Oak Island holiday rentals include Wi-Fi 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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