Winchester, VA Short term rentals

This historic hotel in Winchester offers a convenient base for exploring, situated just minutes from the scenic Skyline Drive, ideal for outdoor pursuits.
This bed and breakfast accommodation features 322 sq. ft. rooms for two guests, equipped with air conditioning, Wi-Fi, a king bed, dual vanities, and offers access to a shared indoor pool and fitness centre, with paid valet parking available.

This charming cottage is situated just 3 kilometres from Winchester Medical Centre and a short walk from the town centre, offering a peaceful escape from the hustle and bustle. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage provides a comfortable and private space for two guests, with a fully equipped kitchen and a relaxing garden. Enjoy the convenience of self check-in, air conditioning, and a cosy fire pit for evening relaxation.

This Old Town Winchester flat is ideally located less than 0.16 km from Winchester's historic sites, the Discovery Museum, and the Old Town walking mall, offering easy access to local attractions.
The two-bedroom, two-bathroom self-catering apartment, sleeping up to four guests, features a fully equipped kitchenette, air conditioning, and a private patio terrace.

This Winchester guesthouse is conveniently located near Fox Meadow Barn and the Winchester Medical Centre, offering easy access to Old Town Winchester.
The self-contained unit features a bedroom, living room, and bathroom, sleeping up to three guests and including a microwave, mini-fridge, and private parking.

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.

This guesthouse is located in historic Winchester, just a short distance from the Blue Ridge Mountains and within the Shenandoah Valley.
The Junior Suite accommodates two guests and features a king bed, fireplace, sitting area, complimentary toiletries, premium cable TV, and daily cleaning, with access to a 24/7 fitness centre and a heated indoor shared pool, while paid valet parking is available for £12 per day and a cooked-to-order breakfast incurs an additional charge.

This Winchester guest house offers a prime location in the downtown district, just 0.3 kilometres from Winchester Cathedral and within easy walking distance of numerous dining establishments and historical sites.
Guests can enjoy a queen room with elegant décor, complimentary toiletries, 32-inch cable TV, air conditioning, and Wi-Fi, with daily cleaning services included; the property also features a shared heated indoor pool open from 6:30 AM to 10:00 PM, a 24/7 fitness centre, and paid valet parking is available for £15 per day, while a cooked-to-order breakfast can be arranged for an additional charge.

This stylish flat is located in Old Town Winchester, just a short walk from the downtown walking mall, breweries, and the Pizzoco Pizza parlor. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is a one-bedroom property with one bathroom, comfortably accommodating two guests. The apartment features a fully equipped kitchen, a private parking space with an EV charging station, and a range of modern amenities including a smart TV, high-speed Wi-Fi, and a washer/dryer.

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.

This three-bedroom apartment is located on Boscawen Street in the heart of Winchester, just a short walk from the city's historic High Street and the 12th-century Winchester Cathedral.
The apartment offers a fully equipped kitchen, a spacious living area, and a private bathroom, comfortably accommodating up to six guests.

This apartment is situated in the heart of Winchester, just a short walk from the Old Town Winchester walking mall and a 5-minute drive from the Handley Library and the Museum of the Shenandoah Valley, offering easy access to the city's cultural attractions. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment provides a comfortable and modern space for up to two guests, featuring a spacious living area, a well-equipped kitchen with a fridge, microwave oven, and dishwasher, and a full bathroom with a large shower. Guests can enjoy amenities such as private laundry facilities, air conditioning, free parking, and a peaceful retreat overlooking the treetops.

This Winchester city centre apartment is situated a 1.5-block walk from the Winchester City Mill, offering easy access to the Saturday Farmers' Market and shops.
The self-contained studio flat, sleeping up to two guests, features a full-size futon, kitchen with fridge and microwave, air conditioning, on-site parking, and a large flat-screen TV; coin-operated laundry facilities are available on the ground floor.