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Oak Island, NC 2+ Bedroom Pet-Friendly Vacation Rentals

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705 rentals found
Oak Island's 'Serenity Now': 5 beds, oce...

Welcome to Serenity Now, your oceanview getaway located in the striking Oak Island, North Carolina. This gorgeous 5-bedroom, 3.5-bathroom home is designed to accommodate up to 16 guests, making it the ideal hideaway for enormous families or groups...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Sawyer's Shore Shack: Spacious, Modern S...

6 Bedrooms | 3 Bathrooms3 Kings | 3 Queens | 1 Twin-Over-Double Bunk Bed | 1 Twin TrundleLined with modern furnishings throughout, this home was completely refreshed in 2022, with a private pool added for 2025 that even includes optional heating! Go...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Island Tower: 360-degree Views from a Bl...

4 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom4 Queens | 1 Queen Sleeper CouchIsland Tower is the ideal choice for your next oceanside gathering! Spectacular 360 degree vistas of the Atlantic and Davis Canal. Access all three floors via the...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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NEW TO PROACTIVE VACATIONS! "Fox in the Sand" Freshly refreshed and ready to welcome you and your family! Located in the trendy, family-friendly, dog-friendly coastal community of Oak Island, NC, this home is conveniently located on the south side...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 9
At Eventide: Spacious 4BR beach house in...

At Eventide 4 Bedroom 2 Bath HouseWalk to Beach | Dog Friendly | Universal EV Charger10% Active or Retired Military DiscountHighlights and Distinctive Features:- Beach Access: Short walk to the ocean side of 19th Place E- Short Stroll to Scenic...

  • Oak Island
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 13
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Welcome to your waterfront getaway on Oak Island! This delightfully appointed 3-bedroom, 3.5-bath home is ideally located on the Intracoastal Waterway, offering serene vistas and unbeatable access to the water. Appreciate mornings fishing from the...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Welcome to Snapper Cottage! Pet friendly...

Our vintage 1980's bungalow is located in the peaceful woods on Oak Island and within street view of the Intracoastal Waterway. Snapper Cottage offers a cavernous layout to make your visit as simple, comfortable and fun as possible. Unwind on the...

  • Oak Island
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
10 Oars: Luxurious 10-bedroom oceanfront...

Welcome to 10 Oars, your oceanfront getaway in the striking heaven of Oak Island, North Carolina. This striking 10-bedroom, 8-bathroom getaway offers sweeping vistas of the shining Atlantic Ocean, making it the ideal hideaway for huge families or...

  • Oak Island
  • 10 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Experience oceanfront bliss at Sea Yawl,...

Discover the appeal of Oak Island at the striking Sea Yawl, an enchanting oceanfront getaway ideal for family vacations or gatherings with friends. With gorgeous ocean vistas right from your doorstep, this impressive home effortlessly combines...

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

Summary:BookSmart Properties presents: Sunset Sands! This handsome 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...

  • Oak Island
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 10
Dream Chaser / 505 W Beach Drive

4BR/3BA, BR1:1Q, BR2:1F&1bunk(2T), BR3:2F, BR4:1F&1bunk (2T) - sleeps 14. Dog Fees are supplied (max 2 dogs)! Appreciate fun in the sun at this amazing and striking oceanfront bungalow! Open living while taking in the impressive ocean vistas, plenty...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
1 Particular Harbor- Charming Rustic Cot...

Your vacation hideaway on one of NC's most family friendly beaches. Three bedrooms, living room, sunroom, breakfast nook and dining area beat the heck out of cramped, busy hotels. Full deck with patio table and chairs and fenced in backyard provide...

  • Oak Island
  • 3 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Dog Friendly Cottage w/ Large Fenced in ...

Key Conveniences: Dog Friendly Fenced-In Backyard Sleeps 8 Outdoor Shower (Hot/Cold Water) Fire Pit with Benches Grille Beach Cart with Toys, Beach Chairs, Umbrella Yard Games (Ladder Toss, Bocce Ball) Plenty of Outdoor Seating, including Dining...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Peaceful cottage centrally located. 8 mi...

On a peaceful street but still close to everything. 8 min. walk directly to beach via breathtaking walkway, moments away from Middleton park (complimentary summer concerts/pickleball), and steps away from the rec center, and kayak launch. Savor...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Greyt Escape: Lovely, Ocean View Condo A...

2 Bedrooms | 2 Full Bathrooms | 2nd Level Condo1 King | 1 Queen This vacation rental welcomes up to two dogs per reservation year-round and for off-season monthly units.Ocean view, Yaupon Dunes condo located on the second floor with a covered...

  • Oak Island
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Coastal Breeze- Dwntwn OKI -Beach Walk- ...

Your dream vacation rental in the heart of Oak Island. Step outside and immerse yourself in the vibrant coastal ambiance- the beach, eateries, bars, and enchanting ice cream stores are all just a leisurely walk away. Whether you're craving...

  • Oak Island
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 5
John's Crab Shack - Fenced Backyard - Cl...

John’s Crab Shack is proof that you don’t have to sacrifice comfort or location for affordability. This hidden gem delivers the ideal blend of appeal, space, and convenience. Located on a wooded corner lot, this four-bedroom home is just a fast...

  • Oak Island
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Oceanview condo in Oak Island, featuring...

Feel the ultimate coastal hideaway at OW 4304 - By the Sea, a splendid oceanview condo located in the serene enclave of Oak Island, NC. This inviting getaway offers elegant ocean vistas and a calming ambiance, ideal for family vacations or a...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8