Our Luxury Vacation Rentals
North Carolina
A six-bedroom dog-friendly beach house with a heated private pool, steps from lifeguarded beach access. Built for the whole family — four king suites, a bunk room, a game room, and one long dining table where everyone actually fits. See the house -->
A cozy two-bedroom roundhouse steps from the ski slopes, with a creekside hot tub and fenced yard. Your mountain reset — whatever the season.
See the cabin →
About Roaming Pineapple
Our Story
We're a North Carolina family who loves slowing down together — at the beach, in the mountains, anywhere the kids and dogs can roam.
After years of staying in rentals that felt like no one actually thought about us, we decided to build something different.
Roaming Pineapple homes — on the Outer Banks and in the Blue Ridge — are designed for the kind of trips families still talk about years later.
Shared meals, beach days, morning coffee with a mountain view.
We hope yours feels effortless.