'Loophole' | Oceanfront | Historic Cottage - Vacation rental home in Nags Head, NC

Oceanfront historic bungalow on Nags Head’s iconic Cottage Row. Located in the dunes, The Loophole blends timeless appeal with modern amenities. This 4-bedroom, 2-bath gem is rich in history, showcasing original architecture and treasured family memories. Wake to sweeping ocean vistas, walk the beach, or discover Jockey’s Ridge steps away. Feel OBX magic where history meets luxury—book now and create your story.

Professionally managed by Preserve Property Co.

Located among the storied dunes of Nags Head’s Historic Row, The Loophole is a one-of-a-kind oceanfront bungalow steeped in Outer Banks history and charm. This timeless home preserves the original architecture that has made Historic Row a beacon of the past—showcasing pine tongue-and-groove walls reminiscent of materials salvaged from old shipping vessels that once braved the seas to deliver supplies to these remote barrier islands.

Lovingly cared for by one of the first families to call the Outer Banks home, The Loophole has served as a cherished gathering place for generations. Photographs, keepsakes, and thoughtful details throughout the home tell a story of countless summers spent by the shore. Now, this treasure is shared with you—a rare opportunity to experience the heart and soul of Nags Head in a space filled with warmth, character, and history.

????️ Savor a complimentary $75 Gear Credit with your stay!

Skip the additional suitcases and spend your credit on beach favorites like bicycles, umbrellas, loungers, coolers, body boards, and more.

Everything is delivered to your vacation home before you arrive—clean, convenient, and ready for fun. Less packing, more beach!

Supplied in your stay:

✔ Linens for Each Bed

✔ Bath Towels Supplied

✔ First Roll of Paper Products

✔ Hand Soap

✔ Dish Soap and Pods

✔ Trash Bags

✔ Laundry Detergent (4 pods)

Neighborhood + Conveniences Nearby

Coffee Stores + Cafés

Morning View Coffee House – 0.6 miles

Waveriders Coffee, Deli & Market – 1.0 mile

Front Porch Café – 1.2 miles

Sea Level Coffee & Kitchen – 1.4 miles

Grocery Stores

Food Lion – 1.1 miles

The Fresh Market – 1.5 miles

Publix – 3.0 miles

Ice Cream + Treats

Surfin' Spoon – 0.7 miles

Sweet Retreat Ice Cream Parlor – 1.0 mile

Fat Boyz Ice Cream – 1.2 miles

Eateries

Blue Moon Beach Grille – 1.1 miles

Miller's Waterfront Restaurant – 1.3 miles

Tortugas' Lie – 1.5 miles

Lucky 12 Tavern – 1.6 miles

Sugar Creek Seafood Restaurant – 2.0 miles

Shopping

Outlets Nags Head – 2.5 miles

Seagreen Gallery – 1.2 miles

Cavalier Surf Shop – 0.9 miles

Life on a Sandbar – 1.3 miles

Adventure + Activities

Jockey's Ridge State Park – 0.5 miles

Jennette's Pier – 2.2 miles

First Flight Adventure Park – 2.5 miles

Causeway Watersports – 2.7 miles

**Minimum Age Requirement is 25 years old**