Apartments in Winchester for Rent

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Winchester apartments

Property grounds

Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
8.8 out of 10, Excellent, (6 reviews)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
United States
Haley M.
The price is ￥21,067
￥42,162 total
includes taxes & fees
Mar 3 - Mar 4
Lunar Loft, with mountain views
Smart TV

Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
9.0 out of 10, Wonderful, (15 reviews)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
The price is ￥28,869
￥50,036 total
includes taxes & fees
Mar 3 - Mar 4
Nostalgia Lane in the heart of the city
Property grounds

Apple Mountain Retreat

Apple Mountain Retreat
Linden
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stayed "
United States
Mike F.
The price is ￥21,067
￥35,286 total
includes taxes & fees
Mar 3 - Mar 4
Apple Mountain Retreat
Property grounds

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Bluemont
10.0 out of 10, Exceptional, (6 reviews)
"Had a fun visit. Property and host we're excellent."
United States
Daniel D.
The price is ￥22,050
￥43,460 total
includes taxes & fees
Mar 3 - Mar 4
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Living area

Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall
Old Town Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
The price is ￥27,777
￥48,268 total
includes taxes & fees
Apr 1 - Apr 2
Morocco Loft 2BR overlooking city walking mall
Interior

Rosamond nice downtown studio apt

Rosamond nice downtown studio apt
Winchester Historic District
8.0 out of 10, Very Good, (2 reviews)
"Small but appropriately priced."
United States
John M.
The price is ￥17,166
￥30,057 total
includes taxes & fees
Mar 31 - Apr 1
Rosamond nice downtown studio apt
Interior

NEW! Historic Schoolhouse HotTub+FirePit+Wineries

NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Fauquier County
8.0 out of 10, Very Good, (1 review)
"The listing indicated pets were welcome and we were able to bring our 13 year old dog, who loves traveling with my husband and I. There was some initial confusion after we booked the Schoolhouse, saying pets are prohibited. Through contact with the host, it was cleared up pretty quickly. All in all, the place was comfortable and we had what we needed to cook a couple of meals. I loved the area and enjoyed walking our dog on the state-maintained back roads. We would have liked to take advantage...
United States
Kathy S.
The price is ￥15,761
￥46,757 total
includes taxes & fees
Mar 24 - Mar 25
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Smart TV, books

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Winchester Historic District
8.6 out of 10, Excellent, (4 reviews)
"Large historic house at a great location "
United States
Bryan T.
The price is ￥21,535
￥35,892 total
includes taxes & fees
Mar 3 - Mar 4
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Interior

Very charming & spacious 2 bedrm

Very charming & spacious 2 bedrm
Winchester
The price is ￥16,385
￥29,713 total
includes taxes & fees
Mar 29 - Mar 30
Very charming & spacious 2 bedrm
Exterior detail

The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt
Winchester Historic District
6.0 out of 10, (1 review)
The price is ￥17,166
￥30,942 total
includes taxes & fees
Mar 26 - Mar 27
The Stock Exchange downtown 3rd floor studio apt
Dining

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Old Town Winchester
9.0 out of 10, Wonderful, (6 reviews)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is ￥31,990
￥57,108 total
includes taxes & fees
Mar 3 - Mar 4
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Smart TV, fireplace

Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt
Old Town Winchester
9.8 out of 10, Exceptional, (6 reviews)
"Excellent location, easy walk to most of the Old Town area. Michele is a great host, will definitely stay here again if in the area. "
United States
Larry E.
The price is ￥34,643
￥61,175 total
includes taxes & fees
Mar 3 - Mar 4
Scarborough Fair walk to downtown two story apt
Smart TV

Yellow Submarine trendy basement apt and courtyard

Yellow Submarine trendy basement apt and courtyard
Old Town Winchester
7.6 out of 10, Good, (4 reviews)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is ￥22,783
￥39,427 total
includes taxes & fees
Mar 17 - Mar 18
Yellow Submarine trendy basement apt and courtyard
Interior

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Old Town Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is ￥34,331
￥60,822 total
includes taxes & fees
Mar 15 - Mar 16
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Exterior detail

The Blue Door steps from Handley Library

The Blue Door steps from Handley Library
Old Town Winchester
5.4 out of 10, (3 reviews)
"Perfect. Met all expectations. Small but Great."
United States
derric3k
The price is ￥17,946
￥30,233 total
includes taxes & fees
Apr 1 - Apr 2
The Blue Door steps from Handley Library
Garden

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (38 reviews)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
The price is ￥20,857
￥23,423 total
includes taxes & fees
Mar 3 - Mar 4
Roadhaven1830
Property grounds

Best location! Baltimore Suite @ historic 1799 Inn

Best location! Baltimore Suite @ historic 1799 Inn
Harpers Ferry
9.6 out of 10, Exceptional, (11 reviews)
"Great location in Lower Harper's Ferry. We completely enjoyed our stay. Will definitely be staying again in the future."
United States
Andrew R.
The price is ￥20,287
￥34,427 total
includes taxes & fees
Mar 3 - Mar 4
Best location! Baltimore Suite @ historic 1799 Inn
Desk, iron/ironing board, free WiFi, bed sheets

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.8 out of 10, Exceptional, (24 reviews)
"We had an excellent time and our dog loved the farm. The hosts are fantastic people and were very helpful. The room was clean and comfortable. We location is nice just a few minutes drive from downtown Middleburg and in a beautiful area. We will definitely return."
United States
Henri G.
The price is ￥23,408
￥42,162 total
includes taxes & fees
Mar 3 - Mar 4
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Outdoor dining

The Downtown Flat at Creekside

The Downtown Flat at Creekside
Berkeley Springs
10.0 out of 10, Exceptional, (19 reviews)
"Awesome stay. Perfect setting and impeccable place. "
United States
Mark B.
The price is ￥26,372
￥46,271 total
includes taxes & fees
Mar 3 - Mar 4
The Downtown Flat at Creekside
Exterior detail

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (56 reviews)
"Host was welcoming and place was as described and in very clean condition. "
United States
Junaid B.
The price is ￥15,449
￥27,955 total
includes taxes & fees
Mar 3 - Mar 4
Cozy Getaway near Harper`s Ferry, C&O & Potomac
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Nice facility, nice staff, and comfortable clean room. Superior exercise room. Suggest removing broken/non-functioning bottle fed water cooler in exercise room and having signage direct guests to water fountain “just around the corner by the elevator.“ Warm breakfast adequate and served in very comfortable, bright area. The only bill downside was fellow guests who were traveling with dogs. Despite the hotel, providing waste bags, prominently and posting signs asking guests to “pick up after your dog, please,” there was a grotesque amount of dog droppings all around the hotel exterior."
broc 2-night trip
Posted 5 days ago
La Quinta Inn & Suites by Wyndham Winchester

Find out more about Winchester

Winchester Apartments information

Number of reviews
220
Accommodation
200 Apartments
Lowest Price
￥23,423
Highest Price
￥61,175

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 26 apartments in Winchester for your vacation. Take time to enjoy the array of shops and top-notch restaurants in this vibrant area.
Why choose an apartment versus a traditional hotel?
An apartment is often more spacious than a traditional hotel room and includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.
What's the top apartment for a stay in Winchester?
Listed below are some of the more popular apartments in the area: Charming Loft In Winchester Va, Furnished and all Inclusive: Situated in Winchester, 2.9 mi/4.7 km from the heart of Winchester. Historic 2-Bedroom in Old Town Warrenton, Virginia: Located 37.9 mi/61 km away in Warrenton. Free WiFi, private patios, and separate dining areas are included. Access to onsite laundry facilities is available on site. Apple Mountain Retreat: Located in Linden, 18.4 mi/29.6 km away. Includes free WiFi, private patios, and fireplaces. Access to onsite laundry facilities is available on site. The Downtown Flat at Creekside: 30.8 mi/49.6 km away in Berkeley Springs. Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry: It's located in Harpers Ferry, 25 mi/40.2 km from Winchester. Includes free WiFi, fireplaces, and Smart TVs.
How many apartments can I expect to find in Winchester?
Expedia has 26 apartments to book in Winchester.
What will the weather be like in Winchester?
Though weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Winchester. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What should I see in Winchester?
Travelers come to Winchester for its restaurants and shops. Cultural attractions include Bright Box Theater and Museum of the Shenandoah Valley, whereas Jim Barnett Park and Star Fort Civil War Battlefield are a couple of picturesque spots to enjoy the outdoors. Shenandoah Valley Discovery Museum and Patsy Cline Historic House are other places to visit while you're in town.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) away from the heart of the city. Otherwise, look for flights into Washington Dulles Intl. Airport (IAD), which is 41.7 mi (67.1 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.