Oak Island holiday lettings

We found 3,551 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Oak Island by choosing from 1041 houses, 96 flats and other holiday rentals. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as parking and a hot tub. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Oak Island

Showing deals for:22 May - 29 May

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Why visit Oak Island

  • Stunning Beaches: Enjoy the beautiful Oak Island beaches, perfect for sunbathing, swimming, and family fun.
  • Outdoor Adventures: Engage in exciting activities like kayaking and exploring the serene Caswell Beach.
  • Historic Attractions: Visit the iconic Oak Island Lighthouse and learn about the area's rich history.
  • Charming Accommodations: Choose from a variety of cosy cottages, modern condos, and spacious holiday rentals.
  • Friendly Atmosphere: Experience the welcoming local community and family-friendly environment.

Popular types of accommodation in Oak Island

If you’re contemplating a getaway to Oak Island, you’ll find a delightful array of accommodation options. Our most sought-after choices include houses, charming cottages, and modern condos. Whether you’re after a spacious holiday rental for the family or a cosy retreat for two, Oak Island has the perfect vacation rental to suit your needs. Explore our selection of Oak Island accommodations and make your holiday memorable.

  • Houses: The top choice for visitors in Oak Island, offering spacious and comfortable stays ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities and a convenient location close to the beach.
  • Cottages: Charming and quaint, these accommodations provide a cozy retreat with a touch of character.
  • Apartments: A practical choice for couples or solo travellers looking for self-catering facilities.
  • Villas: Luxurious and spacious, perfect for those wanting a more upscale experience during their holiday.**

Top attractions in Oak Island

Oak Island offers a delightful blend of beach, outdoor, and cultural experiences, making it ideal for a seaside holiday. Visitors can explore the beautiful beaches, charming town neighbourhoods, and the marina. Notable attractions include the Oak Island Golf Club and the historic Oak Island Lighthouse, perfect for those seeking relaxation or adventure. Whether travelling solo or with family, Oak Island provides ample opportunities to enjoy the stunning coastal environment.

  • Caswell Beach: A charming neighbourhood within Oak Island, Caswell Beach offers a serene atmosphere with a blend of beach vibes and local city charm. Enjoy peaceful strolls along the sandy shores and relish the picturesque surroundings.
  • Oak Island Lighthouse: This modern lighthouse stands tall, providing stunning views of the coastline. It embodies a unique blend of beach and city vibes, making it a perfect spot for photography enthusiasts and history buffs alike.
  • Ocean Crest Pier: A welcoming jetty, Ocean Crest Pier is ideal for families. Enjoy fishing, observing wildlife, or simply soaking up the friendly atmosphere while you take in spectacular ocean views.

Things to do recommended for couples

For a romantic getaway in Oak Island, indulge in luxury at the Members Club at St. James Plantation, only 1.9km away. For adventure, try the Odysea Surf and Kiteboard School, 10.6km from the island, where you can enjoy thrilling water sports together.

Things to do recommended for families

During your family holiday in Oak Island, enjoy the thrills of Magic Mountain Fun Park, only 3.7km away, or explore the wonders at Ingram Planetarium, 11.8km distant. For arcade excitement, Planet Fun, situated 8.7km from the island, guarantees a fantastic family experience.

Things to do recommended for groups

Groups visiting Oak Island can enjoy a round of golf at the Oak Island Golf Club or The Reserve Golf Club at St. James Plantation. For a touch of adventure, the Kent Mitchell Nature Trail offers scenic hiking just 6.8km away, perfect for exploring the great outdoors.

What do I need to keep in mind when booking a vacation in 'Oak Island

If you're travelling with a group, family, pets, or seeking extended stays, be sure to refine your search based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oak Island with a group: Think about how many bedrooms you require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Oak Island with young kids: Travelling with young children can certainly present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Oak Island: For many families, a holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oak Island: If you’re searching for holiday rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Oak Island

Oak Island, North Carolina, offers a delightful blend of beachside relaxation and outdoor adventure. Explore the stunning Oak Island beaches, perfect for sunbathing and swimming, or take to the waters with kayaking adventures. Nearby, Caswell Beach provides a serene escape, while charming small villas offer cosy accommodations. With a family-friendly atmosphere and friendly locals, Oak Island is an ideal destination for a memorable beach holiday.

  • Holden Beach: Situated a mere 5.0km from Oak Island, Holden Beach is a charming village that offers a quintessential coastal experience. Renowned for its pristine sands and family-friendly atmosphere, Holden Beach is the perfect spot for those seeking relaxation and outdoor activities. Visitors can enjoy a variety of recreational areas, play a round of golf, or take a leisurely stroll along the scenic boardwalk. With its inviting beach and vibrant neighbourhood, it’s an ideal place to unwind and soak up the sun.
  • Long Beach: Nestled around the Oak Island area, Long Beach is a delightful neighbourhood that attracts visitors with its beautiful beach and outdoor charm. This locale is perfect for golf enthusiasts, boasting several golf courses and recreational areas for active pursuits. The family-friendly environment, combined with its sandy shores, makes Long Beach a fantastic destination for both relaxation and adventure. Explore the local attractions, and enjoy the warm coastal vibe that this neighbourhood has to offer.
  • Bald Head Island: Located 6.2km from Oak Island, Bald Head Island is a captivating city distinguished by its natural beauty as an island retreat. This destination is ideal for those looking to immerse themselves in outdoor activities, featuring stunning beaches and golf courses. Visitors can explore the island's unique charm, from its tranquil recreational areas to its picturesque town neighbourhoods. Bald Head Island promises an unforgettable experience with its rich landscapes and inviting atmosphere, making it a must-visit on your holiday.

Best time to go to Oak Island

If you're planning a trip to Oak Island, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January49.8°F (9.9°C)Light RainMostly SunnyAverageModerately Low
February52.5°F (11.4°C)Light RainMostly SunnyAverageModerately Low
March57.0°F (13.9°C)Light RainMostly SunnyAverageModerately Low
April64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
May71.4°F (21.9°C)Light RainMostly SunnyAverageAverage
June77.9°F (25.5°C)Light RainMostly SunnyHighModerately High
July81.0°F (27.2°C)Light RainMostly SunnyHighModerately High
August80.2°F (26.8°C)Moderate RainMostly SunnyAverageModerately High
September76.5°F (24.7°C)Moderate RainMostly SunnyHighAverage
October68.5°F (20.3°C)Light RainMostly SunnyLowAverage
November59.2°F (15.1°C)Light RainMostly SunnyLowAverage
December54.3°F (12.4°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming holiday? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a convenient space to plan new holidays, pick up where you last paused, or view and organise your travel arrangements. Your previously saved and booked properties can now be easily accessed under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the waterfront landscape of Oak Island

Enjoy the wineries and other features of Oak Island. Renowned for its island views, shark watching and sailing, this city welcomes all visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Oak Island

Do you want to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Oak Island a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • North Carolina Aquarium at Fort Fisher (13.8 mi / 22.2 km)
  • Carolina Beach Boardwalk (17.4 mi / 28 km)
  • Ocean Ridge Plantation (19.1 mi / 30.8 km)
  • Lockwood Folly Country Club (3.6 mi / 5.8 km)
  • The Clubs at St. James (5 mi / 8 km)
  • Oak Island Golf Club (5.5 mi / 8.8 km)

Exploring the natural features in Oak Island

Whether you're an active traveller or just want to spend some time taking in the scenery, Oak Island is a great spot to appreciate mother nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Caswell Beach (4.2 mi / 6.8 km)
  • Holden Beach (12.4 mi / 20 km)
  • Ocean Isle Beach (12.9 mi / 20.7 km)
  • Fort Fisher State Recreation Area (13.2 mi / 21.2 km)
  • Kure Beach (14.9 mi / 24 km)
  • Ocean Front Park (15.7 mi / 25.2 km)

Transport to and around Oak Island

The nearest airport is in Wilmington, NC (ILM-Wilmington Intl.), located 28.1 mi (45.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to North Myrtle Beach, SC (CRE-Grand Strand), which is 33 mi (53.1 km) away.

Frequently asked questions

What is the best area to stay in Oak Island when booking a holiday rental?
When considering a holiday rental in Oak Island, North Carolina, the best area to stay is often around the central beach front, particularly near the Ocean Crest Pier. This location offers easy access to the stunning sandy shores and is great for those who enjoy a day by the sea. The area boasts a variety of properties, ranging from charming beach cottages to more spacious family homes, suiting different group sizes and budgets.

In addition to the beautiful beach, visitors can enjoy the nearby Oak Island Lighthouse, an iconic landmark that provides a glimpse into the area's maritime history. The local nature trails and parks, such as the Oak Island Nature Centre, offer fantastic opportunities for hiking and birdwatching, making this area ideal for those who appreciate the outdoors.
How much does it cost to rent a holiday home in Oak Island?
Prices for holiday rentals in Oak Island vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oak Island to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oak Island holiday house rentals?
You can find great discounts on house rentals in Oak Island on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Oak Island?
For renting a beach house in Oak Island, North Carolina, the areas along the island's coastline are particularly appealing. The vicinity around Oak Island Beach offers a variety of holiday rentals, many of which are just a short stroll from the sandy shores. Properties here often come equipped with amenities such as spacious decks, private pools, and outdoor grilling areas, making them superb for families or groups seeking a beachside retreat.

Additionally, the area near the Oak Island Lighthouse is a popular choice, where visitors can find charming beach houses that not only provide easy beach access but also stunning views of the ocean. Many accommodations in this region feature fully equipped kitchens, allowing guests to prepare meals after a day in the sun, as well as comfortable living areas for relaxation.

For those looking for a more tranquil experience, the quieter sections of the island, such as those near the marshes and tidal creeks, offer properties with a more secluded feel. These rentals often include amenities like kayaks or bicycles for exploring the natural surroundings, as well as access to nearby fishing spots.
Are there any houseboat rentals in Oak Island?
In Oak Island, there are several houseboat rentals available, providing a unique way to experience the coastal charm of the area. These houseboats are typically docked in serene waterfront locations, offering stunning views of the Intracoastal Waterway and easy access to the beach. Most rentals come equipped with essential amenities such as kitchens, comfortable living spaces, and outdoor decks for enjoying the pleasant sea breeze. Some may also feature additional comforts like BBQ grills and fishing equipment, great for a relaxing holiday on the water.
What is the most popular type of holiday rental accomodation in Oak Island?
In Oak Island, holiday houses are the most popular type of holiday rental, with around 5,620 options available throughout the area. These properties are typically situated close to the beach, allowing guests to enjoy easy access to the sandy shores and ocean activities. Most holiday houses come equipped with multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or larger groups. Many also feature outdoor spaces such as decks or patios, superb for relaxing after a day of exploring the local attractions. Additionally, there are approximately 780 condos available, often found in convenient locations near shopping and dining. These condos usually offer amenities like pools, fitness centres, and stunning views.
Are there any family house rentals in Oak Island?
In Oak Island, North Carolina, there are a considerable number of family-friendly house rentals available, with around 1,542 options to choose from. This coastal locale offers a variety of homes in neighbourhoods such as the West End and the Oak Island Beach area, superb for families seeking both relaxation and adventure.

Properties in these areas generally feature spacious living rooms, fully equipped kitchens for home-cooked meals, and outdoor decks or patios ideal for family gatherings. Many homes also come with amenities like private pools or easy access to the beach, providing plenty of opportunities for fun in the sun.

Visitors can enjoy nearby attractions such as the Oak Island Lighthouse, which offers stunning views, and various parks superb for picnicking and outdoor activities. The charming local shops and restaurants also add to the family-friendly atmosphere.
Can I rent a holiday home with a pool or hot tub in Oak Island?
In Oak Island, there are plenty of holiday homes available for rent that come with pools and hot tubs, with approximately 635 options to choose from. This coastal town is known for its beautiful beaches and family-friendly atmosphere, making it an ideal destination for those seeking a relaxing getaway.

Travellers can expect a variety of amenities in these rentals, such as private swimming pools, inviting hot tubs, spacious outdoor patios, and fully equipped kitchens, superb for preparing meals after a day at the beach. Many properties also feature outdoor dining areas and barbecue facilities, allowing guests to enjoy the pleasant coastal weather.
Can I find long-stay holiday rentals in Oak Island?
A long-stay holiday rental in Oak Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Oak Island?
In Oak Island, there are numerous pet-friendly house rentals available, allowing travellers to bring their furry companions along for the trip. This coastal community is ideal for those looking to enjoy the beach with their pets, as many properties are located within walking distance to the sandy shores. Rentals often come with amenities such as spacious backyards, outdoor showers, and fully equipped kitchens, making them great for families or groups.

The area offers easy access to several parks and natural spaces where pets are welcome. The nearby Oak Island Lighthouse and the scenic beach itself provide great spots for leisurely walks or playtime. Additionally, many local shops and cafes are pet-friendly, ensuring that your pets are well accommodated throughout your stay.
Are there any remote work holiday rentals in Oak Island?
In Oak Island, there are numerous holiday rentals suitable for remote work, with around 6,416 options available. This charming coastal town offers a variety of properties that cater to those looking to balance work and leisure. Many rentals come equipped with essential amenities such as high-speed internet, Wi-Fi, and designated workspaces, ensuring a productive environment even while on holiday.

The area boasts beautiful beaches and a relaxed atmosphere, great for unwinding after a day of work. Additionally, properties often feature outdoor spaces like balconies or patios, allowing for a refreshing break in the fresh sea air. Nearby attractions include the Oak Island Lighthouse and various local dining options, providing both relaxation and convenience for remote workers. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oak Island holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oak Island with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Oak Island?
In Oak Island, popular rental amenities include kitchens, allowing guests to prepare their own meals during their stay. Many properties also offer onsite parking for convenience, as well as coffee and tea makers to enjoy a warm beverage at any time. Given Oak Island's coastal location, numerous rentals are situated near the beach, providing easy access to sun and surf. Additionally, many properties feature decks or patios, superb for relaxing outdoors and soaking in the pleasant surroundings.
When is the best time to visit Oak Island for a holiday rental?
July is the most popular time to visit Oak Island, attracting families and beach lovers keen on enjoying the sun-drenched shores and vibrant summer activities. This peak season, which spans from May to July, offers an array of outdoor adventures, including swimming, fishing, and kayaking, all complemented by the warm, inviting climate.

During July, temperatures typically hover around 25 to 30 degrees Celsius, creating ideal conditions for sunbathing along the pristine beaches. The lively option is infectious, with many families and groups enjoying various local festivals and events, making it a great time for socialising and creating lasting memories.

If you're looking for a budget-friendly option, consider visiting in November when the crowds have thinned. This month presents a unique opportunity to experience Oak Island's tranquil charm, with cooler temperatures ranging from 10 to 20 degrees Celsius. You can enjoy peaceful walks along the beach, explore local shops without the hustle and bustle, and savour the stunning autumn sunsets.

Ultimately, the best time to visit Oak Island depends on whether you prefer the vibrant energy of summer or the serene beauty of the off-peak season.
How early should I book a Oak Island holiday rental?
Book your Oak Island holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oak Island?
In Oak Island, visitors can enjoy a range of attractions that highlight the area's natural beauty and coastal charm. The Oak Island Lighthouse is a prominent landmark, offering stunning views of the surrounding area and providing a glimpse into the region's maritime history. Nearby, the serene beaches are superb for sunbathing, swimming, and beachcombing, with plenty of opportunities for water sports such as kayaking and paddleboarding.

The Oak Island Nature Centre is another great spot, offering educational exhibits about the local ecosystem and wildlife, making it a great place for families. For a taste of local culture, the nearby Southport, with its quaint shops and waterfront dining, is easily accessible and provides a charming day out. Additionally, visitors can explore the picturesque trails in the nearby maritime forest, superb for those wanting to experience the natural landscape.
Can I change or cancel my Oak Island home rental booking on Vrbo?
To find Oak Island holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oak Island holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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