Oak Island holiday lettings

We found 3,605 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Oak Island by choosing from 1483 houses, 30 apartments 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:3 Oct - 10 Oct

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.

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.

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

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.

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:

  • Oak Island Golf Club (5.5 mi / 8.8 km)
  • North Carolina Aquarium at Fort Fisher (13.8 mi / 22.2 km)
  • Carolina Beach Boardwalk (17.4 mi / 28 km)
  • The Reserve Golf Club at St. James Plantation (4 mi / 6.4 km)
  • The Clubs at St. James (5 mi / 8 km)
  • Carolina National Golf Club (6.2 mi / 9.9 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:

  • Holden Beach (12.4 mi / 20 km)
  • Caswell Beach (4.2 mi / 6.8 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 most popular type of holiday rental accommodation in Oak Island?
Houses are the most popular kind of holiday rental in Oak Island, according to our data. Even if you have a different idea about what you'd like, Vrbo has properties in a variety of sizes and shapes. Look over our options to find your ideal match.
How much does it cost to rent a holiday rental in Oak Island?
A range of things affect how much you'll pay for a holiday rental in Oak Island, such as the type of property, length of stay and season. But, all our holiday homes have one thing in common --- amazing value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Oak Island?
The average price for a holiday home by the beach in Oak Island depends on when you're travelling and the style and size of property you want. Find prices quickly and easily on Vrbo by entering your destination and travel dates. Then use our filters to choose the number of bedrooms and amenities important to you, like a pool, air conditioning and WiFi.
What are popular rental amenities in Oak Island?
When it comes to rental amenities that guests are searching for in Oak Island, a swimming pool, a water view and tennis are at the top of the list. With Vrbo holiday homes, there are options to suit your style and taste, whether you're going away with family, friends or even pets.
What are the top attractions for families in Oak Island?
Keeping the kids entertained during your stay in Oak Island is a cinch with these top family-friendly attractions:

  • Ocean Crest Pier
  • North Carolina Maritime Museum at Southport
  • Oak Island Lighthouse

Can I find two-bedroom holiday rentals in Oak Island?
Take off with your besties and enjoy a relaxing escape in one of the 142 two-bedroom holiday rentals Oak Island has to offer.
Are there holiday rentals with WiFi in Oak Island?
Oak Island has 202 holiday rentals with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to updating your social media, these Vrbo homes make it easy to go online.
How old do you have to be to rent a holiday rental in Oak Island?
The minimum age requirements can vary across properties on Vrbo, so look at the rules of the holiday home in Oak Island you're considering. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Oak Island for?
The amount of time you can stay in an Oak Island holiday rental for varies depending on the property. Simply put in your dates of travel to browse options offering longer term stays. They feature all the things you need to make your extended getaway more comfortable and convenient, such as laundries and air conditioning. Some Vrbo holiday homes may also offer weekly or monthly discounts, so you can hang around longer for less.

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