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!

George Washington L King Deluxe L Elegant Space - Winchester, VA
Winchester, VA
28/06 – 05/07
£212/nighttotal: £1484 (7 )

George Washington L King Deluxe L Elegant Space

1 2
B&B , Winchester
This Shenandoah Valley guesthouse offers a deluxe suite situated a mere 200 metres from Winchester's principal historic sites, providing immediate access to the city's heritage. The accommodation for two features a king bedroom, a spacious sitting area with a fireplace, complimentary Wi-Fi, air conditioning, and access to a shared indoor heated swimming pool and a 24/7 public fitness centre, with paid valet parking available.
Cozy English Basement Apt - Winchester, VA
9.3 61 reviews
Winchester, VA
31/10 – 01/11
£188/nightfor 1 night

Cozy English Basement Apt

1 2
B&B , Winchester
This charming basement apartment is located in the heart of Winchester, just a short walk from the bustling walking mall and a 48km drive to Skyline Drive. It has been consistently rated excellent for location, cleanliness, and overall experience by previous guests.
The studio is perfect for couples or solo travellers and features a separate bedroom with glass French doors, a small kitchen with a microwave and toaster oven, and its own laundry facilities. Guests can enjoy a cosy gas fireplace, a private entrance, ample on-street parking, and a private garden.
Retro Vibe Studio - Winchester, VA
9.9 62 reviews
Winchester, VA
28/06 – 05/07
£73/nighttotal: £511 (7 )

Retro Vibe Studio

1 2
B&B , Winchester
This newly finished basement flat is situated in Winchester, a short walk from the city centre's walking mall and numerous restaurants, offering easy access to attractions such as Skyline Drive (within a 1.5-hour drive).
The self-contained studio apartment sleeps two, features a fridge and microwave, air conditioning, a private garden, parking, and is close to Shenandoah University and Winchester Medical Centre.
Winchester Stay | 2 Units | Downtown Location - Winchester, VA
Winchester, VA
28/06 – 05/07
£236/nighttotal: £1652 (7 )

Winchester Stay | 2 Units | Downtown Location

2 2
B&B , Winchester
This Winchester guesthouse offers a prime downtown location, providing effortless access to the city's historic district, just a short 200-meter walk away.
This B&B features 2 bedrooms accommodating up to 4 guests, with each 29.9 square meter room offering king-sized beds, workspaces, complimentary toiletries, premium cable TV, air conditioning, Wi-Fi, and access to a year-round heated indoor pool, fitness centre, and paid valet parking.

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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