Compare cheap apartments in Winchester, WA from 100+ providers!

60 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Winchester, WA apartments
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

60 Apartments or condos in Winchester, WA

Best Family Apartments in Winchester, WA

Traveling to Winchester, WA with kids? A quality family vacation apartment keeps city attractions within easy reach for the whole group.

Dreamweaver
Bright 1br  
2 Blocks To Walking Mall - Winchester, WA
9.7 46 reviews
Winchester, WA
10/13 – 10/23
$120/nighttotal: $1200 (10 )

Dreamweaver Bright 1br 2 Blocks To Walking Mall

1 1
apartment , Winchester
This Winchester apartment rental is conveniently located in the downtown area, two blocks from the pedestrian mall and walking distance to the Handley Library, offering easy access to historical sites, museums, and hiking trails like Bears Den.
The second-floor unit features one bedroom, one bathroom, sleeps three guests comfortably with a queen bed and futon, and includes a fully equipped kitchen, free on-site parking, and coin-operated laundry.
Peaceful Family Retreat In The Heart Of Winchester - Winchester, WA
10 73 reviews
Winchester, WA
09/02 – 09/06
$110/nighttotal: $440 (4 )

Peaceful Family Retreat In The Heart Of Winchester

1 4
apartment , Winchester
This Winchester basement suite offers a private, keycode-accessible entrance in a quiet neighborhood, conveniently located a short drive from Winchester's shops and entertainment.
The one-bedroom, one-bathroom apartment sleeps four guests comfortably, featuring a queen bed, bunk bed, board games, and a full bathroom; high-speed internet and air conditioning are also included.
Dreamweaver  1br 1ba Just Two Blocks From The Downtown Walking Mall - Winchester, WA
8.8 5 reviews
Winchester, WA
10/13 – 10/23
$184/nighttotal: $1840 (10 )

Dreamweaver 1br 1ba Just Two Blocks From The Downtown Walking Mall

1 1
apartment , Winchester
This Winchester apartment rental is conveniently located in the Historic District, within a 10-minute walk of Stonewall Jackson's Headquarters, the Handley Regional Library, and the Old Court House Civil War Museum.
The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, free WiFi, a Smart TV, on-site parking, and a spa; housekeeping is available upon request.
Cleveland Park Bright 2br Apt Blocks From Downtown - Winchester, WA
9.5 103 reviews
Winchester, WA
10/13 – 10/23
$146/nighttotal: $1460 (10 )

Cleveland Park Bright 2br Apt Blocks From Downtown

1 1
apartment , Winchester
This ground-floor apartment in Cleveland Park is located just two blocks from Winchester's pedestrian mall, placing you within easy walking distance of shops, restaurants, and entertainment. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience.
The two-bedroom apartment comfortably accommodates five guests with a full-sized sofa futon in the living room. Amenities include air conditioning, parking, a fully equipped kitchen, and internet access, making your stay convenient and enjoyable.

Best Winchester, WA apartment rentals with a kitchen

Immerse Yourself In Old Town #3 We'll Pay Parking! - Winchester, WA
9.4 75 reviews
Winchester, WA
10/13 – 10/23
$102/nighttotal: $1020 (10 )

Immerse Yourself In Old Town #3 We'll Pay Parking!

1 1
apartment , Winchester
This one-bedroom loft apartment is conveniently located in Old Town Winchester, just a short walk from the bustling Old Town Mall, shops, restaurants, and the University. Guests consistently rate this rental excellent for its location, cleanliness, and overall experience.
This charming apartment comfortably sleeps up to four guests and features a fully equipped kitchen, air conditioning, and internet access. Enjoy a unique and authentic experience with its funky style and secure location.
Cameron Charmer Pristine W/double Master Suites - Winchester, WA
10 217 reviews
Winchester, WA
10/13 – 10/23
$159/nighttotal: $1590 (10 )

Cameron Charmer Pristine W/double Master Suites

1 1
apartment , Winchester
This renovated 1930s home in downtown Winchester, Virginia, is a five-minute walk from the Old Town walking mall, near Shenandoah University and the Handley Library.
This two-bedroom, two-bathroom house offers 1,600 square feet of living space, including a dine-in kitchen, a private garden, and parking for one car, accommodating up to four guests.
Scarborough Fair Walk To Downtown Two Story Apt - Winchester, WA
9.8 7 reviews
Winchester, WA
06/28 – 07/05
$216/nighttotal: $1512 (7 )

Scarborough Fair Walk To Downtown Two Story Apt

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 the Bright Box Theater, placing you near key historical sites. This 2,250-square-foot apartment sleeps up to 10 guests and boasts three bedrooms, one bathroom, in-unit laundry, a fireplace, a Smart TV, and a well-equipped kitchen with a refrigerator and microwave, plus free parking and air conditioning.
Immerse Yourself In Old Town #2 We'll Pay Parking! - Winchester, WA
9.3 98 reviews
Winchester, WA
10/13 – 10/23
$94/nighttotal: $940 (10 )

Immerse Yourself In Old Town #2 We'll Pay Parking!

1 1
apartment , Winchester
This Old Town Winchester apartment rental is located on the Old Town Mall, offering easy access to over 30 restaurants, 60 retail businesses, 5 breweries, and numerous museums and art studios, all within walking distance.
This one-bedroom loft sleeps four guests comfortably with a queen-size futon and couch, featuring a kitchen with a fridge, freezer, and microwave, air conditioning, and excellent guest reviews.

Frequently Asked Questions about apartment rentals in Winchester, WA

Destinations nearby

Best Winchester, WA apartment rentals with air conditioning

Historic District Charm On Cameron Street - Winchester, WA
9.8 171 reviews
Winchester, WA
09/02 – 09/06
$180/nighttotal: $720 (4 )

Historic District Charm On Cameron Street

1 4
apartment , Winchester
This historic district apartment in Winchester, Virginia is a short walk from the Winchester Walking Mall, Shenandoah University, and the Museum of the Shenandoah Valley.
The three-bedroom rental features a full kitchen, dining room, family room, dedicated workspace, large private deck, half-court basketball court, and accommodates up to four guests (six for a minimal fee), with one bathroom.
Pretty Little Apt By The Train Ii - Winchester, WA
9.8 8 reviews
Winchester, WA
10/13 – 10/23
$173/nighttotal: $1730 (10 )

Pretty Little Apt By The Train Ii

1 1
apartment , Winchester
This one-bedroom apartment is located in Winchester's Old Town district, a short walk from the Handley Regional Library and the Shenandoah Valley Museum, making it a convenient base for exploring the city's historical attractions. The apartment offers a comfortable and convenient stay in the heart of Old Town.
This home features a bedroom, bathroom, and a terrace, ideal for a couple or solo traveler. It includes modern amenities like Wi-Fi, air conditioning, and a TV, along with a variety of entertainment options nearby, including the Summit Point Raceway and the Barns of Rose Hill.
Scarborough Fair Walk To Downtown Two Story Apt - Winchester, WA
9.8 136 reviews
Winchester, WA
10/31 – 11/01
$491/nightfor 1 night

Scarborough Fair Walk To Downtown Two Story Apt

1 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.
Cozy & Charming Downtown Apartment - Winchester, WA
10 4 reviews
Winchester, WA
06/28 – 07/05
$191/nighttotal: $1337 (7 )

Cozy & Charming Downtown Apartment

1 2
apartment , Winchester
This first-floor apartment is located in historic downtown Winchester, Virginia, within walking distance to Handley Library and offering convenient access to attractions such as Bear's Den (approximately 10 miles away), Skyline Drive, and the Museum of the Shenandoah Valley.
This 1-bedroom, 1-bathroom condo accommodates up to 2 guests and features air conditioning, internet, a full kitchen with a fridge, freezer, and microwave, plus free assigned on-site parking.

Neighborhoods and points of interest in Winchester, WA

Explore Pet-Friendly Apartments in Winchester, WA

Traveling with a pet to Winchester, WA is a breeze when your vacation apartment is properly equipped with nearby dog parks and city walks.

Downtown Winchester Retreat! Steps To Old Town - Winchester, WA
Winchester, WA
06/28 – 07/05
$440/nighttotal: $3080 (7 )

Downtown Winchester Retreat! Steps To Old Town

1 2
apartment , Winchester
This 4-bedroom, 1-bathroom rental unit is located on Piccadilly in Winchester, a short walk from the Historic Downtown Walking Mall, numerous dining establishments, breweries, and the George Washington Hotel.
This apartment accommodates up to 6 guests and offers internet, air conditioning, a kitchen, and on-street parking, with a front porch for outdoor relaxation.
3 Bedroom Upper Unit, Quiet Area Close To Town - Winchester, WA
10 1 review
Winchester, WA
09/02 – 09/06
$200/nighttotal: $800 (4 )

3 Bedroom Upper Unit, Quiet Area Close To Town

1 4
apartment , Winchester
This 3-bedroom, 1-bathroom apartment is located just under 3 miles from downtown Winchester and a 5-minute drive from Shenandoah University, offering a serene setting on a double lot backing up to a park in a quiet cul-de-sac.
This rental accommodates up to 8 guests and features a well-equipped kitchen with a dishwasher and coffee essentials, along with a wrap-around porch for outdoor relaxation.
Morocco Loft 2br Overlooking The City - Winchester, WA
9.5 56 reviews
Winchester, WA
10/31 – 11/01
$417/nightfor 1 night

Morocco Loft 2br Overlooking The City

1 2
apartment , Winchester
This Winchester loft apartment is located on the third floor of a Tudor-style building overlooking Boscawen Street, just steps away from the walking mall, the Discovery Museum, and numerous shops and restaurants. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The loft features two bedrooms, a small office, a dining area, a kitchen, and a bathroom with a tub and laundry facilities. Guests can enjoy amenities like air conditioning, parking, and internet, along with panoramic views of the city from the third floor.
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.
©2026 cozycozy.com