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.

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.
Apartment 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, 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!!

Guest favourite
A private balcony features a hanging chair and an adirondack chair, providing a comfortable seating space. A small table sits between the chairs, with the ocean visible beyond the railing. The walls are painted in a soft blue, complementing the coastal atmosphere.
Apartment in Kure Beach
4.81 out of 5 average rating, 164 reviews

Oceanfront Condo With Balcony and Pool

Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay.

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 dining area is shown with a wooden table seating six, surrounded by modern white chairs. A cozy living space is visible in the background, featuring a sectional couch and a ceiling fan. Natural light fills the room through multiple windows.
Home in Oak Island
4.98 out of 5 average rating, 178 reviews

The Grove | 3 min. walk to the Beach

Welcome to the Grove. We are just steps from the beach (3-minute walk) and a short walk to restaurants, shops, ice cream, the Oak Island pier, and an amazing coffee shop. Our namesake Live Oak trees, porches, and sun room make The Grove a relaxing sanctuary after a day exploring the island. Fall is our favorite on the island -- come see why. Hang by the firepit and make lifelong memories. Book The Grove today!

Top guest favourite
The exterior of a renovated guest cottage is displayed, featuring a light-colored facade and a blue metal roof. A covered porch is seen at the front, with steps leading up to the entrance. Lush greenery surrounds the cottage, enhancing the inviting atmosphere.
Home in Carolina Beach
4.97 out of 5 average rating, 115 reviews

Guest House in Carolina Beach

Location, Location, Location!!! This completely renovated 1 bedroom 1 bath guest cottage is located in the heart of Carolina Beach. Just 2 blocks from the beach (with public access), walking distance to many restaurants, bars, and the famous boardwalk, you won’t need to get in your car and pay for parking once you’re here. Everything you need to make your vacation the perfect getaway is at your fingertips.

Popular amenities for Oak Island holiday rentals

When is the best time to visit Oak Island?

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Avg. price$206 SGD$206 SGD$222 SGD$240 SGD$274 SGD$340 SGD$350 SGD$318 SGD$262 SGD$223 SGD$219 SGD$209 SGD
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Frequently Asked Questions

  • 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.

  • Are there vacation rentals with a dedicated workspace in Oak Island?

    Yes! Work meets play with ease at over 760 vacation rentals in Oak Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Oak Island?

    Four-legged friends are welcome in Oak Island. Choose from more than 780 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Oak Island?

    Experience the best of Oak Island with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Oak Island house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 410 house rentals with pools in Oak Island, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Oak Island have self check-in?

    Absolutely! We offer over 220 house rentals with self check-in in Oak Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oak Island have a bbq area?

    Absolutely! We offer over 430 house rentals with a bbq area in Oak Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oak Island have a gym?

    Absolutely! We offer over 140 house rentals with a gym in Oak Island. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Oak Island?

    Oak Island has more than 1,470 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Oak Island?

    Enhance your stay in our House Rentals with the most popular amenities: over 140 homes with a gym, over 220 homes with self check-in, over 430 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $65 SGD 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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