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28 Feb 2024
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Vacation Rentals

What is your ideal vacation? Is it breaking away from the daily grind? Discovering something brand new? Or revisiting a place that stirs up joyful memories of the past?

pocketwatch on beach

For many, the Outer Banks offers more than just a getaway — it’s a chance to step into another era. A time when days moved slower, families gathered on wide porches, and beach cottages were filled with the simple comforts of knotty pine and sea breezes.

If stepping back in time is your kind of getaway, you’re in the right place. Below are featured homes that let you relive the charm of yesterday… without ever leaving the Outer Banks.

When it comes to stepping back in time, few homes capture the spirit of old-school OBX quite like the Flat Tops of Southern Shores.

Oh So Sandy! - K2118

Oh So Sandy! - K2118

Built in 1956, this iconic three-bedroom flat top is one of the last remaining treasures in Southern Shores, paying homage to its original builder’s craftsmanship while providing guests with a tastefully refreshed environment.

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Gypsea Rose - K0022

Gypsea Rose - K0022

This four-bedroom, four-bathroom beachfront home was built in 1955. “We prefer flat top homes as we like the simplicity, but they are becoming more difficult to find.” — a review from a guest staying in Gypsea Rose.

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Step Back in Time – Classic OBX Beach Cottages

Further Dive into the Rich History of the Outer Banks with These Two Experiences

Jockey's Ridge Haven - K0141

Jockey's Ridge Haven - K0141

Located at Mile Post 13 in Nags Head, right across from Historic Cottage Row. Step onto your porch and take in views of charming cottages, many built before the Civil War with shipwreck timber. With 36 homes listed on the National Register of Historic Places, there’s history everywhere you look.

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Sawyers Lodge - K9999

Sawyers Lodge - K9999

Built in the 1920s as the G.C. Sawyer Hunting & Fishing Lodge, this Currituck retreat blends original hardwood floors and beadboard walls with modern comforts. Set on a private peninsula with 200 feet of sound frontage, it offers a pool, hot tub, dock, and breathtaking water views from every room.

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