Oak Island, NC 4+ Bedroom Vacation Rentals

Summary:BookSmart Properties presents: Heads Carolina, Tails California! This charming home is just one row back from the beach, promising vistas, sand and surf only steps away. With 5 beds and 4.5 baths, comfort and convenience are promised for...

Your Classic Beachfront Escape on Oak Island – Steps From the Sand Welcome to your ideal coastal hideaway! This beautiful beachfront home sits directly on the shores of Oak Island, offering true walk-out access to the sand and surf. Designed in...

Are you ready for some Good Times & Tan Lines! Well wait no longer because this magnificently refreshed 2nd row beauty is ready to roll for you, your family and friends to make beach memories of a lifetime! This magnificent home offers 4 ample sized...

Welcome to your dream hideaway at East Beach, a appealing traditional beach bungalow that offers gorgeous oceanfront vistas. This enchanting property features 4 cavernous bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests, making it...

Close to Parks & Beaches | Great for Groups | '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 picnic lunch and take...

Welcome to Ocean Peek, an exceptional oceanview getaway located on the serene shores of Oak Island. This gorgeous six-bedroom, five-bathroom home is ideally designed to accommodate up to 20 guests, making it ideal for family gatherings or...

BOOKING NOW for Spring, Summer and Fall 2027!Nights of October 30 and 31, 2026 available - come see the excellent historic homes and Halloween decorations in Southport and check out the Ghosts and Haunted Walking Tour!Christmas 2026 open from...

Welcome to All Inn, your opulent oceanfront getaway located along the gorgeous shoreline of Oak Island, North Carolina. This striking 4-bedroom, 4.5-bathroom home offers the ideal blend of comfort and style, accommodating up to 10 guests for an...

Striking Breeze is a 4 BR 2 BA beachfront bungalow with vaulted ceilings in the kitchen & living room. It has a 180 degree ocean view, roomy oceanfront screened porch with plenty of seating, a enormous sunny deck area, and an outside rinse station...

This home has tons of space for your extended family and friends to visit with multiple living rooms and sleeps a total of 12. The upstairs features three bedrooms and two bathrooms along with a huge gathering space, full kitchen, laundry, and...

Welcome to *Family Time*, an oceanfront heaven located in the striking Oak Island. This roomy home features a remarkable setting where you can savor gorgeous ocean vistas and direct beach access, making it the ideal hideaway for families and friends...

Discover the ultimate coastal hideaway at the striking Black Pearl, an broad oceanfront home located in handsome Oak Island, NC. This remarkable property is designed for huge groups, featuring 11 generously appointed bedrooms and 10 opulent...

5 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom3 Kings | 2 Twin-over-double Bunk BedsIf you're ready to book a vacation worth celebrating, then head on down to Hootin' Annie's for fun and adventure in extravagant surroundings less than 300 yards...

Escape to heaven at 'Back to the Beach,' a gorgeous oceanfront home on Oak Island, the ideal destination for your next hideaway. With its prime location, this impressive property offers striking vistas of the ocean, ensuring that relaxation and...

Feel the ultimate coastal getaway at this impressive Ocean View Condo in Oak Island, designed to accommodate up to 13 guests comfortably. With four cavernous bedrooms—including three king-sized beds and a fun bunk bed setup ideal for kids—this...

Welcome to Heaven By the Sea, an elegant oceanview home located in the heart of Oak Island. Ideal for sizable groups or family gatherings, this gorgeous property accommodates up to 30 guests in its broad 11 bedrooms, ensuring everybody enjoys the...

Escape to Gypsea, a appealing 4-bedroom beachfront getaway located just steps from the golden sands of Oak Island. Located in a serene environment, this oceanview home comfortably accommodates up to 10 guests, making it ideal for families and...

New for 2026 with You in Mind!!! Be the first to appreciate these fantastic upgrades - An additional bedroom with queen bed and an additional full bath added, plus a brand new half bath for your convenience!!! This home is now a 5 Bedrooms 3.5 Baths...