Holiday rentals 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.

Top guest favourite
A modern bungalow is surrounded by mature trees, featuring a concrete driveway leading up to the entrance. The exterior is clad in dark siding, with a large screened porch visible, and lounge chairs positioned on the side. A gas grill is located near the porch.
Bungalow in Oak Island
4.99 out of 5 average rating, 91 reviews

Black Pearl Bungalow - Steps to the beach

Black Pearl is in the top 5% of Airbnbs in nation! Book now for your summer vacation. No parking worries because you’re a short stroll to the beach. Load up the beach cart (provided), and enjoy everything OKI has to offer. Prime location in the highly desirable Yaupon Beach area, Less than 500 steps to the beach. Sit on the screened front porch and listen to the ocean, enjoy dinner alfresco, or relax in the comfort of this beautiful bungalow. Seasonal requirements - Sat to Sat 6/20 - 8/22

Guest favourite
Home in Oak Island
4.96 out of 5 average rating, 163 reviews

Walk to beach, Two Seasters Duplex C2

“The Two Seasters” is a duplex home, just 150 steps, 3 minutes walk and only 600 ft away from direct access to the beach. As soon as you pull in the driveway you can see the dunes. 2 BR/ 1 BA 950 sq ft duplex apartment in Yaupon area. Private entrance, shared 2 outdoor showers , 2 car parking space. Need more room for your family and friends? You can rent the other unit. Location is the key, Direct beach access https://www.airbnb.com/h/twoseastersc1beachhouse direct access to the beach

Top guest favourite
A charming cottage is depicted, featuring a vibrant blue exterior and an inviting orange door. A small deck adorned with a four-seater dining set and an adjustable umbrella is visible, bordered by a wooden railing and surrounded by low greenery.
Bungalow in Oak Island
4.97 out of 5 average rating, 78 reviews

Charming OKI Bungalow Walking Distance to Beach!

Kick back & relax in this quaint, stylish space that is After Dune Delight. Our home offers 2 queen bedrooms & 1 bathroom with amenities made to feel as if you were home... except you're at the beach! Gas grill, outdoor shower, fully equipped kitchen, beach towels & chairs, complimentary coffee & tea, and the coziest linens. We are just a five minute (0.2 mile) walk to the beach; 0.5 miles to restaurants & grocery stores; 1.5 miles to boat ramp; 1.8 miles from golf club. Come vacation with us!

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, 191 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
The oceanfront beach house is depicted, featuring a spacious deck with wooden stairs leading to the sandy beach below. The exterior is painted in a soft blue hue, contrasting with the clear sky and gentle ocean waves in the background.
Home in Oak Island
4.9 out of 5 average rating, 230 reviews

Oak Island Oceanfront 2BR Condo

Enjoy a perfect oceanfront family getaway on Oak Island's West Beach. This 1st level unit of our beach house has separate entrance, two bedrooms, one bathroom, and sleeps six guests. The kitchen is fully equipped with pots, pans, utensils, full size fridge, microwave, stove/oven, and dishwasher. Enjoy sunrises and sunsets on the huge deck watching the waves and the occasional dolphins. If your dates are not available, please check out our 2nd level unit availability at www.airbnb.com/h/oki2

Top guest favourite
A single-story cottage presents a welcoming facade with a bright orange door. A spacious front porch features multiple white columns, while surrounding greenery adds a natural touch. The pathway leads to the entrance, inviting guests to step inside and enjoy their stay.
Bungalow in Oak Island
4.99 out of 5 average rating, 279 reviews

Charming Oak Island Bungalow - Great Location!

Our 3BR cottage promises a fresh and clean experience that is ideal for your family beach week or weekend getaway. Close to everything Oak Island has to offer - sand, surf, fishing, boating and biking - whatever your heart desires. A well stocked kitchen to enjoy a dinner in or treat yourself to one of the many Oak Island and Southport restaurants. Guests rave about the screen porch with the "Where Have You Been All My Life" hanging bed and the new backyard firepit. Come, relax and enjoy!

Top guest favourite
A tranquil beach scene captures the sun setting on the horizon, casting warm orange and pink hues across the sky. The calm ocean reflects the colors, blending seamlessly with the sandy shore, creating a serene atmosphere at dusk.
Home in Oak Island
4.93 out of 5 average rating, 150 reviews

Linens Included/Dog Friendly "Oak Island Oasis"

Enjoy a relaxing stay at a spacious 3 bed/2 bath kid and pet-friendly beach cottage in beautiful Oak Island. Oak Island Oasis is a newly renovated house that is tastefully decorated and fully stocked with all your beach vacation needs. Enjoy a sunset on our uncrowded beaches, fish, boat or enjoy a nature walk along the Intracoastal Waterway and the Davis Canal. There is shopping, dining, and all the amenities you'd expect in a quaint beach town just miles away from your coastal get-away.

Guest favourite
The living area features comfortable seating with green leather sofas arranged around a coffee table. Natural light enters through windows, with wooden floors adding warmth. A serene bedroom showcases a spacious bed topped with a coral bedspread. An outdoor setup includes beach toys and chairs ready for use.
Home in Oak Island
4.96 out of 5 average rating, 166 reviews

Island in this Dream in OKI: Family Vacation

BRAND NEW deck and outdoor shower! Fully fenced yard with NO pet fees! We are ready to host you in 2026! Relax outdoors in the huge screened porch with fans and a TV or in the backyard around the fire pit. Inside you'll find 3 spacious bedrooms and 2 baths with room for 9. A Fully stocked granite & stainless kitchen & open concept living is perfect for family time. Beach chairs and wagon provided. Plenty of parking. Linens included & arrive made beds! Less than a mile to the beach!

Guest favourite
Home in Oak Island
4.94 out of 5 average rating, 18 reviews

Semi Oceanfront, Steps to Beach, Cozy Cottage

BookSmart Properties presents: Bahama Hut! Enjoy ocean views from the front deck at this Oak Island beach escape. The interior is beautifully updated with coastal decor, setting the beachy ambience for your getaway. 3 cozy bedrooms and 2 full baths provide comfort and convenience for 6 guests. The large kitchen is stocked for your cooking needs, and you can relax with a movie in the living room or walk to nearby Oak Island parks, stores, and restaurants. Come get away to Bahama Hut!

Top guest favourite
Home in Oak Island
5 out of 5 average rating, 26 reviews

Classic Coastal Beachside Cottage

Completely renovated Shell Cottage on sleepy Oak Island is an easy 5-minute stroll to the ocean and Middleton Park. Publix and restaurants within walking distance. Ideal for couples, solo travelers and small families 1 level cottage (No Stairs!). Enjoy slow, relaxing beach days and cozy evenings in this thoughtfully curated cottage. The perfect setting to create lasting memories with family and friends! Easy access to Southport antiquing and exploring Bald Head Island.

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.
Apartment in Oak Island
4.99 out of 5 average rating, 206 reviews

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch 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.

Popular amenities for Oak Island holiday rentals

When is the best time to visit Oak Island?

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Avg. price£119£119£127£138£157£195£201£183£151£135£133£136
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Frequently Asked Questions

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

    Oak Island has neighborhoods near the shoreline with convenient access to local cafes and shops. Many guests explore accommodations along the beachfront or in quieter residential areas, with family-friendly options available throughout the island.

  • 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.

Quick stats about holiday rentals in Oak Island

  • Total holiday rentals

    Explore 1,870 holiday rentals in Oak Island

  • Nightly prices starting at

    Oak Island holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 45,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,630 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 760 rentals that welcome pets

  • Holiday rentals with a pool

    600 properties feature pools

  • Rentals with dedicated workspaces

    750 properties have a dedicated workspace

  • Wifi availability

    1,860 of Oak Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Gym and BBQ grill 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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