'Loophole' + Oceanfront + Historic Cottage + Nags Head NC - 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.

The space
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.

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

Neighborhood + Conveniences

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.

Guest access
Savor a smooth arrival with keyless intelligent lock entry. Skip the keys and check in comfortably using your personalized access code.

Other things to note

Damage Protection – Peace of Mind for Your Stay

Instead of a traditional security deposit, we’ve added a non-returnable Damage Protection Fee under the Management Fee. This covers minor accidental damages — like spills, scratches, or a broken dish — so you can relax and savor your stay worry-complimentary. For damages over $2,500, we’ll work directly with you to resolve the matter respectfully and fairly.

Available upon request for additional cost:

High Chair / Booster Seat with straps and tray

Pack ’n Play with sheets