Winchester, WA Short term rentals

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Winchester, WA short term rentals
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Best Short term and Weekly rentals in Winchester, WA

Discover Family Short-Term Rentals in Winchester, WA

Family trips to Winchester, WA are made simple with urban rentals that keep city attractions within easy walking distance.

Wonderclock House Downtown Vintage Duplex W/ Porches, Steps To Handley Library - Winchester, WA
9.2 7 reviews
Winchester, WA
07/06 – 07/07
$372/nightfor 1 night

Wonderclock House Downtown Vintage Duplex W/ Porches, Steps To Handley Library

3 2
apartment , Winchester
This Old Town Winchester apartment rental is conveniently located within a 10-minute walk of the Handley Regional Library, the Old Court House Civil War Museum, and Stonewall Jackson's Headquarters.
This 1250-square-foot three-bedroom, two-bathroom unit sleeps six and includes Wi-Fi, air conditioning, an in-unit TV, and a hair dryer; nearby attractions include the Bright Box Theater and Winchester Little Theater.
Cameron Grace Brand New 1br 1ba Apt Downtown Winchester - Winchester, WA
10 4 reviews
Winchester, WA
07/27 – 08/03
$155/nighttotal: $1085 (7 )

Cameron Grace Brand New 1br 1ba Apt Downtown Winchester

1 2
apartment , Winchester
This Winchester apartment rental is conveniently located within a 10-minute walk of the Patsy Cline Historic House, Shenandoah Valley Discovery Museum, and George Washington's Office, offering easy access to Winchester's historic district.
This one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen with a refrigerator, microwave, dishwasher, and in-unit laundry; on-site parking is also provided.
New Charming 3-bedroom  2 Full Bath And 1 Half Bedrooms Single Family  House - Winchester, WA
8.8 9 reviews
Winchester, WA
07/27 – 08/03
$274/nighttotal: $1918 (7 )

New Charming 3-bedroom 2 Full Bath And 1 Half Bedrooms Single Family House

3 2
apartment , Winchester
This Winchester townhome offers easy access to Shenandoah Valley Discovery Museum, Nalls Farm Market, Summit Point Motorsports Park, and Barns of Rose Hill, though precise distances aren't specified.
This three-bedroom, four-bathroom house sleeps 30 guests, features a king, queen, and full bed, an office with a futon, in-unit laundry, and complimentary WiFi, plus air conditioning and parking.
Scarborough Fair Walk To Downtown Two Story Apt - Winchester, WA
9.8 136 reviews
Winchester, WA
07/06 – 07/07
$356/nightfor 1 night

Scarborough Fair Walk To Downtown Two Story Apt

3 2
apartment , Winchester
This apartment is located in downtown Winchester, within walking distance of the Handley Library, the walking mall, and various shops and restaurants. It has excellent user, location, and cleanliness ratings. This rental offers three bedrooms and one bathroom, comfortably accommodating up to eight guests. The apartment features a fully equipped kitchen, a fenced yard, and three porches, making it perfect for families, groups, or pet owners.

Best Winchester, WA lodging with a kitchen

The Blue Door Steps From Handley Library - Winchester, WA
9.5 116 reviews
Winchester, WA
10/31 – 11/01
$279/nightfor 1 night

The Blue Door Steps From Handley Library

1 2
apartment , Winchester
This downtown Winchester studio apartment is conveniently located near the Handley Library and two blocks from the Winchester walking mall, offering easy access to Shenandoah University and Winchester Medical Center (5-minute drive).
This pet-friendly unit sleeps two, features a full kitchen with a fridge and microwave, a 32” flat-screen TV with Roku, on-site laundry, and two complimentary parking spaces; nearby attractions include the Skyline Drive (30-minute drive) and Washington, D.C. (1.5-hour drive).
Peaceful Secret Gardens Tiny Home - Loft & Stairs  Lead To A Queen Size Bed - Winchester, WA
10 11 reviews
Winchester, WA
07/27 – 08/03
$117/nighttotal: $819 (7 )

Peaceful Secret Gardens Tiny Home - Loft & Stairs Lead To A Queen Size Bed

1 2
B&B , Winchester
This Winchester guesthouse is conveniently located within 3 miles of the Kernstown Battlefield, Shenandoah University, and Apple Blossom Mall, offering easy access to historical sites, higher education, and shopping.
This smoke-free, one-bedroom, one-bathroom bed and breakfast accommodates two guests and features a fitness center, terrace, garden, on-site laundry, and parking; housekeeping is available upon request.
Private Studio Space - Winchester, WA
9.8 10 reviews
Winchester, WA
07/27 – 08/03
$89/nighttotal: $623 (7 )

Private Studio Space

1 2
B&B , Winchester
This studio apartment is conveniently located in Winchester, within easy walking distance of the city's historic landmarks like Winchester Cathedral and the Great Hall. It's received excellent ratings for location, cleanliness, and overall experience.
The apartment is a cozy space perfect for a couple or solo traveler. It comes equipped with a kitchen, air conditioning, and a private garden, making it easy to relax and enjoy your stay in Winchester.
Secret Gardens Carriage House - Winchester, WA
9.8 19 reviews
Winchester, WA
07/27 – 08/03
$117/nighttotal: $819 (7 )

Secret Gardens Carriage House

1 2
B&B , Winchester
This smoke-free Winchester guesthouse, located 1.2 miles from Kernstown Battlefield and within 3 miles of Apple Blossom Mall and Shenandoah University, offers a peaceful residential setting near numerous attractions.
This 800-square-foot, one-bedroom, one-bathroom guesthouse comfortably accommodates two guests and includes amenities such as air conditioning, a fridge, a terrace, a garden, and parking.

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Best Winchester, WA lodging with laundry available

Newly Repurposed Historic Home In Winchester Va! - Winchester, WA
9.8 135 reviews
Winchester, WA
07/06 – 07/07
$191/nightfor 1 night

Newly Repurposed Historic Home In Winchester Va!

1 2
apartment , Winchester
This charming apartment is located in Winchester, close to Old Town, Shenandoah University, and Winchester Medical Center, offering easy access to shops, restaurants, and attractions. It has received excellent ratings for location, cleanliness, and user experience.
The apartment features a private patio, a shared garden, and a kitchenette with a refrigerator, microwave, and coffee maker. Enjoy modern amenities like high-speed internet, a 50-inch smart TV, and a washer and dryer, along with the convenience of being pet-friendly and suitable for extended stays.
Magnolia Wind Elegant 3 Br 1ba Loft Apartment Park For Free And Walk Downtown - Winchester, WA
10 5 reviews
Winchester, WA
07/27 – 08/03
$156/nighttotal: $1092 (7 )

Magnolia Wind Elegant 3 Br 1ba Loft Apartment Park For Free And Walk Downtown

3 2
apartment , Winchester
This Winchester Old Town apartment is conveniently located within walking distance of Handley Regional Library and Stonewall Jackson's Headquarters, offering easy access to historical sites.
The three-bedroom, one-bathroom rental features a fully equipped kitchen with dishwasher and microwave, in-unit laundry, air conditioning, parking, and Wi-Fi, comfortably accommodating up to six guests and providing easy access to nearby shopping and outdoor recreation areas like Northside Station and Abrams Creek Wetlands Preserve.
House/cottage 2bed, Private Yard, Walk To Oldtown - Winchester, WA
9.8 46 reviews
Winchester, WA
07/27 – 08/03
$205/nighttotal: $1435 (7 )

House/cottage 2bed, Private Yard, Walk To Oldtown

1 2
apartment , Winchester
This charming cottage is located just a short walk from downtown Winchester, offering easy access to restaurants, shops, and entertainment. It has received excellent ratings for its cleanliness, location, and overall user experience. The cottage provides comfortable accommodations for two guests with a fully equipped kitchen and a private backyard with a fire pit. Guests can enjoy amenities like air conditioning, a fenced garden, and parking, along with a cozy front porch for relaxing.
2 Bedroom Condo In Stephens City - Winchester, WA
8.0 7 reviews
Winchester, WA
10/31 – 11/01
$401/nightfor 1 night

2 Bedroom Condo In Stephens City

1 2
apartment , Stephens City
This Stephens City, Virginia condo is located approximately 10 minutes from historic downtown Winchester and an hour from Washington, D.C., and Luray Caverns.
The two-bedroom, two-bathroom apartment offers guests internet, air conditioning, parking, and a kitchen, accommodating up to four people and is near a lake, nature trail, and local library.

Neighborhoods and points of interest in Winchester, WA

Best Winchester, WA lodging with air conditioning

Old Town 1920s Gas Station With Hot Tub - Winchester, WA
9.8 404 reviews
Winchester, WA
07/27 – 08/03
$200/nighttotal: $1400 (7 )

Old Town 1920s Gas Station With Hot Tub

1 2
apartment , Winchester
This charming apartment sits in Old Town Winchester, just a five-minute walk from the downtown walking mall, breweries, and the Pizzoco Pizza parlor. The apartment enjoys excellent ratings for location, cleanliness, and user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. Enjoy modern amenities like a full kitchen, a smart TV, high-speed Wi-Fi, and a washer/dryer, as well as unique features like voice-controlled smart home features, off-street parking, and an EV charging station.
King Room L George Washington L Double Vanity - Winchester, WA
Winchester, WA
07/06 – 07/07
$148/nightfor 1 night

King Room L George Washington L Double Vanity

1 2
B&B , Winchester
This historic hotel in Winchester offers elegant accommodations minutes from Skyline Drive, a renowned scenic route.
The B&B features 322 sq. ft. rooms with a king bed and dual vanities, accommodating up to two guests, and includes amenities such as air conditioning, internet, a year-round indoor heated shared pool, and a 24/7 shared fitness center, with paid valet parking available.
Modern Hotel With Small Town Charm - Winchester, WA
9.3 76 reviews
Winchester, WA
09/02 – 09/06
$142/nighttotal: $568 (4 )

Modern Hotel With Small Town Charm

1 4
B&B , Winchester
This Winchester, Virginia bed and breakfast boasts a prime location atop the Shenandoah Valley, offering stunning views and proximity to Shenandoah University, Skyline Drive, and the Appalachian Trail.
The one-bedroom, one-bathroom guesthouse comfortably sleeps four guests and features amenities including air conditioning, internet access, parking, and a swimming pool; pets are welcome.
Magnolia Wind 
3 Br 1 Ba Loft…
Walk To Downtown. - Winchester, WA
9.6 25 reviews
Winchester, WA
07/27 – 08/03
$146/nighttotal: $1022 (7 )

Magnolia Wind 3 Br 1 Ba Loft… Walk To Downtown.

3 2
apartment , Winchester
This downtown Winchester apartment is located directly across from the John Handley Library and two blocks from the Old Town Walking Mall, offering easy access to shops and restaurants.
The fully renovated 1920s loft features a king-size bed, queen bed, two twin beds, and a pull-out sofa bed, accommodating up to seven guests, and includes a fully stocked kitchen, free private parking, and a sun porch.
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