Vacation rentals in Stephenson

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Top-rated vacation rentals in Stephenson

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Rental unit in Winchester

Downtown Renovated 1920's Gas Station

Brand new refurbished gas station from 1920's repurposed into beautiful apartment. Private off-street parking/EV car charging station, full kitchen, custom shower with rain system, super high speed wifi, smart TV & Blu-Ray. Plenty of light with frosted garaged doors. AC/Heat, Washer/Dryer, Dish Washer, coffee nook, and open living design. Be a part of Old Town Winchester in this unique fun space in walking distance to breweries, neighborhood Pizzoco Pizza parlor and the downtown walking mall.

$129 per night

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Townhouse in Winchester

Modern Elegance in Historic Old Town Winchester

Just a block and a half from the Old Town Winchester pedestrian mall, this historic beauty with modern elegance is sure to please. You are within walking distance of quaint shops, great restaurants, The Brightbox Theater, and The Shenendoah Discovery Museum. Spend the day touring the areas great wineries or enjoying Skyline Drive, and then return to enjoy a great night out, or an evening at home making dinner in the spacious modern kitchen.

$123 per night

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Rental unit in Winchester

Historic Wisteria House on Old Town Walking Mall

The historic Wisteria House is located on the Old Town Walking Mall just steps from all of the restaurants, shops, and activities that downtown Winchester has to offer. Built in ~1789 and known for the beautiful Wisteria that grows along the face of the home, it is a true piece of Winchester history.

$143 per night

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