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Oak Island, NC 5+ Bedroom Vacation Rentals

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435 rentals found
Oceanfront Fishin Shack in Caswell Beach...

Welcome to the Fishin Shack, an charming oceanfront haven located in the serene Caswell Beach area of Oak Island, North Carolina. This roomy 5-bedroom, 5-bathroom getaway is designed for family gatherings or friend getaways, comfortably...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Ocean Views! One Row to the Beach with P...

Summary:BookSmart Properties presents: Sunset Sands! This gorgeous home is just one row back from the beach, promising vistas, sand and surf only steps away. With 5 beds and 6 baths, comfort and convenience are promised for your whole group. Savor...

  • Oak Island
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 10
Experience oceanfront luxury at 'No Worr...

Escape to the impressive No Worries, an oceanfront sanctuary located in charming Oak Island, North Carolina. This cavernous 5-bedroom, 3-bathroom home comfortably accommodates up to 12 guests, making it the ideal hideaway for families or friend...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Stay at The Lazy Sea Pony in Oak Island:...

Escape to The Lazy Sea Pony, a impressive oceanview home located just a short walk from the sandy shores of Oak Island. This roomy property features 5 gorgeously appointed bedrooms, including two opulent King suites, two inviting Queen rooms, and a...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Beautiful Modern Home w/ Ocean Views & N...

What is Seahab? It's the feeling of rehabilitation you can only get from the water... and every inch of this spectacular getaway has been purposefully designed for relaxation! Constructed in 2016, this 5 bedroom, 3 bathroom vacation home on Oak...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Oak Island 2nd Row Large Beach Home with...

Cavernous Oceanview Beach House with Private Pool – Sleeps 14Location: Oak Island, NCWelcome to your ideal beach hideaway on Oak Island! This striking second-row beach home is just steps away from the beach, offering a prime location for your...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 14
Gorgeous Modern Home With Pool and Ocean...

Coastal Luxury Retreat with Pool & Crow’s Nest Vistas | Oak Island, NC Welcome to your ideal Oak Island hideaway—a attractively designed three-level coastal home offering space, comfort, and memorable vistas. With 5 bedrooms and 5 bathrooms...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Beach Mountain: Spacious 10-bedroom ocea...

Welcome to Beach Mountain, an handsome oceanview getaway located in the serene Oak Island, North Carolina. This striking 10-bedroom, 8-bathroom home is designed to accommodate up to 26 guests, making it the ideal hideaway for sizable families or...

  • Oak Island
  • 10 Bedrooms
  • 8 Bathrooms
  • Sleeps 26
Shrimply the Best / 105 SE 53rd Street

GUESS WHAT - YOU JUST DISCOVERED SHRIMPLY THE BEST! Designed, decorated and equipped with sizable families in mind you'll find it all at Shrimply the Finest with over 4,500 square feet for everybody to spread out while your own private pool and play...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Family Tides / 702 W Dolphin Drive

Welcome to Family Tides, where the essence of joyous beach living awaits. Crafted with ample space for huge families and your cherished furry companions too (max. of 2 dogs with fee). This island getaway embodies oceanside relaxation featuring six...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Waterfront with Ocean Views, Private Pie...

Thank you for viewing our property! The search for the ideal, bespoke-style Oak Island beach home is over—you’ve found the Hidden Oasis! What makes it so special? There are gorgeous ocean, canal, and wild-life pond vistas, a 266-foot private...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Oceanfront Oasis in Oak Island: Spacious...

Welcome to Beach Plzzz, your ideal oceanfront hideaway located in the serene surroundings of Oak Island, NC. This enchanting 5-bedroom, 3-bathroom home comfortably accommodates up to 13 guests, making it ideal for family get-togethers or groups of...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Waterfront Oak Island Home w/ Dock

Close to Parks & Beaches | Great for Groups | Bicycles Included | 'Doctor's Orders'Appreciate your own little slice of waterfront life at this vacation rental in Oak Island! Bring your kayaks and glide along the water from the private dock, pack a...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Oceanfront Dog-Friendly Vacation Rental ...

Key Conveniences: - Oceanfront with Handsome Vistas - 2 Grand Decks Overlooking the Ocean - Direct Beach Access to Beach from Bottom Deck - Rocking Chairs and Swing - Dog Friendly - Wine Fridge - 5 BR/ 4.5 Bath, Sleeps 10 - High Chair - Crib / Pack...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
C & E by the Sea: Oceanfront Home with S...

6 Bedrooms | 6 Full Bathrooms | 1 Half Bathroom3 Kings | 2 Queens | 2 Twin-over-twin Bunk BedsConstructed in 2016 with a reverse floor plan with elevator. Inverted floor plan accepts for breathtaking vistas while cooking and dining. Entirely...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Discover \

Discover the ultimate coastal hideaway at "All Decked Out," located in the beautiful city of Oak Island, North Carolina. This roomy 6-bedroom, 5-bathroom home is ideal for huge gatherings, accommodating up to 17 guests. With its prime beach walk...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 17
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NEW to PROACTIVE Vacations! Oceanfront Retreat in Caswell Beach Welcome to your coastal getaway at 601 Caswell Beach Drive, a impressive 6-bedroom, 4-bath oceanfront home located in the peaceful, sought-after community of Caswell Beach, NC. Ideal...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Just 45 seconds to the beach! Elevator-V...

Elevator and Amazing VIews!Freshly remodeled (May 2026) 2nd row home and beach access is literally “right there”!Giant decks offering plenty of outdoor space to relax! Bedrooms have Ocean and handsome marsh vistas. This home is a trendy reverse...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16