Search All Cottages in Winchester, VA

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Winchester, VA cottages
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Winchester, VA Cottages: no available offers. Here are other great options for your stay!

Secret Gardens Tiny House - Winchester, VA
10 50 reviews

Secret Gardens Tiny House

house, Winchester
This Winchester self-catering cottage is situated a 5-minute drive (8 km) from Winchester's Old Town walking mall and 30 minutes (48 km) from the Blue Ridge Mountains, offering easy access to Shenandoah Valley attractions.
The 1-bedroom, 1-bathroom property sleeps 2 guests and features a queen-size bed in a loft, laundry facilities, a private patio overlooking a zen garden, a fire pit, and access to organic vegetable/herb gardens.
Modern Elegance In Historic Old Town Winchester - Winchester, VA
9.9 313 reviews

Modern Elegance In Historic Old Town Winchester

house, Winchester
This charming one-bedroom house is situated just 1.6 kilometres from Winchester's historic Old Town, within walking distance of the pedestrian mall, The Brightbox Theatre, and The Shenandoah Discovery Museum. The property offers a spacious modern kitchen, a comfortable living space, and a private garden, making it ideal for families or small groups visiting Winchester.
Brewhouse Renovated Row House Steps From Downtown - Winchester, VA
9.9 106 reviews

Brewhouse Renovated Row House Steps From Downtown

house, Winchester
The Brewhouse is located in downtown Winchester, just a short walk from the Old Town Winchester walking mall and within 10km of Shenandoah University and Winchester Medical Center. The property has received excellent ratings for user experience, location and cleanliness.
This charming home, built in 1900, sleeps up to four guests and is perfect for families or groups of friends. The house is fully renovated and offers modern amenities, including a fully equipped kitchen, two bathrooms, a private garden, and free parking.
La Quinta Inn & Suites By Wyndham Winchester - Winchester, VA
No reviews

La Quinta Inn & Suites By Wyndham Winchester

farm, Winchester
This farmhouse accommodation is located approximately 6.5 kilometers south of Winchester city centre, near the historic village of Twyford, offering a secluded rural setting with convenient access to the South Downs National Park.
Guests can enjoy the traditional farmhouse aesthetics, spacious grounds for outdoor activities, and opportunities for farm-to-table experiences, all within a 15-minute drive of Winchester Cathedral and the Great Hall.

Frequently asked questions about cottages in Winchester, VA

  • What part of Winchester, VA is ideal for renting a cottage?

    The Apple Pie Ridge area, located just outside Winchester, is popular for renting cottages. It's a peaceful and scenic area with rolling hills and beautiful views. You'll find a good selection of cottages with various amenities there.
  • What are the best cottages in Winchester, VA?

  • When is the best time to rent a cottage in Winchester, VA?

    The best time to rent a cottage in Winchester is during the spring or autumn. The weather is mild and pleasant, and the scenery is stunning. You can enjoy outdoor activities like hiking and biking without the summer heat or winter chills.
  • What are the best cottages with a jacuzzi in Winchester, VA?

  • What are the can't-miss sights in Winchester, VA?

    You definitely shouldn't miss the Winchester-Frederick County Historical Society Museum, the Handley Library, and the Old Court House. They offer a glimpse into the rich history of the city. Also, don't forget to explore the Winchester and Frederick County Visitors Center for more information and tips.
  • What are the best cottages for families and kids in Winchester, VA?

    The best cottage for families and kids in Winchester, VA is Cottage Close To Old Town Winchester.

  • Why consider renting a cottage in Winchester, VA for your stay?

    Renting a cottage in Winchester offers a more relaxed and private experience compared to staying in a hotel. You'll have more space, often with amenities like a kitchen and laundry facilities, and the chance to enjoy a peaceful setting.
  • What are the best pet friendly cottages in Winchester, VA?

    The best pet friendly cottage in Winchester, VA is Cottage Close To Old Town Winchester.

  • Can you easily explore Winchester, VA on foot or by bike?

    Yes, Winchester is quite walkable, especially the historic Old Town area. You can easily explore the main attractions on foot, and there are also bike paths available for longer journeys. You can rent bikes at several places in the city.
  • What are the best cottages with parking in Winchester, VA?

  • What are the best restaurants in Winchester, VA with nature views?

    The Red Rooster Restaurant on the outskirts of town offers beautiful views of the surrounding countryside. The Winchester Brew Works has a patio overlooking the Shenandoah River, which is perfect for enjoying a meal and a drink on a sunny day.
  • What family-friendly activities are available in Winchester, VA?

    Winchester has plenty to offer families. The Jim Barnett Park offers a playground, picnic areas, and walking trails. The Frederick County Fairgrounds hosts various events throughout the year, including the annual Frederick County Fair, which is a great family day out.

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