Apartments in Winchester for Rent

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

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, (8 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 ￥21,416
￥42,861 total
includes taxes & fees
Apr 20 - Apr 21
Lunar Loft, with mountain views
Interior

Pretty Little Apt by the Train II

Pretty Little Apt by the Train II
Old Town Winchester
9.8 out of 10, Exceptional, (7 reviews)
"This was yhe perfect place for us to stay in Old Winchester. A short walk to just about everything. The apartment was clean and comfortable. We had no issues with checking in and communication was great with the property owner. We would definitely rent from them again."
United States
Stephanie L.
The price is ￥20,623
￥34,150 total
includes taxes & fees
Apr 20 - Apr 21
Pretty Little Apt by the Train II
Property grounds

Apple Mountain Retreat

Apple Mountain Retreat
Linden
10.0 out of 10, Exceptional, (22 reviews)
"Great place to stayed "
United States
Mike F.
The price is ￥21,416
￥36,046 total
includes taxes & fees
Apr 20 - Apr 21
Apple Mountain Retreat
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, (16 reviews)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
The price is ￥29,348
￥51,945 total
includes taxes & fees
Apr 19 - Apr 20
Nostalgia Lane in the heart of the city
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 ￥28,238
￥51,406 total
includes taxes & fees
Apr 19 - Apr 20
Morocco Loft 2BR overlooking city walking mall
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
9.8 out of 10, Exceptional, (9 reviews)
"Had a fun visit. Property and host we're excellent."
United States
Daniel D.
The price is ￥21,274
￥42,338 total
includes taxes & fees
Apr 21 - Apr 22
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
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 ￥17,450
￥30,555 total
includes taxes & fees
Apr 19 - Apr 20
Rosamond nice downtown studio apt
Fridge, microwave, oven, stovetop

The Queen of Winchester Three Bedroom with Upper Level Deck

The Queen of Winchester Three Bedroom with Upper Level Deck
Winchester
7.8 out of 10, Good, (7 reviews)
"If you want to be in the town and have quick access to everything, this is the place for you."
United States
Chris C.
The price is ￥15,071
￥32,563 total
includes taxes & fees
Apr 19 - Apr 20
The Queen of Winchester Three Bedroom with Upper Level Deck
Interior

Very charming & spacious 2 bedrm

Very charming & spacious 2 bedrm
Winchester
The price is ￥11,137
￥24,199 total
includes taxes & fees
Apr 26 - Apr 27
Very charming & spacious 2 bedrm
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 ￥21,892
￥36,487 total
includes taxes & fees
Apr 19 - Apr 20
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
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
9.2 out of 10, Wonderful, (7 reviews)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is ￥32,521
￥58,774 total
includes taxes & fees
Apr 19 - Apr 20
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
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 ￥17,450
￥31,815 total
includes taxes & fees
May 3 - May 4
The Stock Exchange downtown 3rd floor studio apt
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 ￥35,218
￥62,190 total
includes taxes & fees
Apr 19 - Apr 20
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)
"You need to add some kitchen tongs Otherwise everything was fantastic!!!"
United States
Michelle K.
The price is ￥23,161
￥40,440 total
includes taxes & fees
Apr 26 - Apr 27
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, (4 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is ￥34,901
￥61,832 total
includes taxes & fees
Apr 19 - Apr 20
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Outdoor dining

"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country

"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
Markham
The price is ￥34,425
￥41,194 total
includes taxes & fees
Apr 19 - Apr 20
"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
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 ￥14,278
￥44,767 total
includes taxes & fees
Apr 22 - Apr 23
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Double Room, Ensuite | Lobby

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (40 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 ￥21,416
￥24,051 total
includes taxes & fees
Apr 20 - Apr 21
Roadhaven1830
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, (57 reviews)
"Host was welcoming and place was as described and in very clean condition. "
United States
Junaid B.
The price is ￥15,705
￥28,418 total
includes taxes & fees
Apr 19 - Apr 20
Cozy Getaway near Harper`s Ferry, C&O & Potomac
Exterior

Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (24 reviews)
"For visiting Harpers Ferry, location was ideal."
United States
Barbara W.
The price is ￥18,323
￥31,193 total
includes taxes & fees
Apr 19 - Apr 20
Beautiful, Historic, Hiking, Biking and C&O Canal
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

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Staff friendly, room clean. Right off the interstate - if you are a light sleeper request a room in the back"
Susan 1-night trip
Posted 9 hours ago
Hampton Inn Martinsburg

Find out more about Winchester

Winchester Apartments information

Number of reviews
220
Accommodation
168 Apartments
Lowest Price
￥24,051
Highest Price
￥62,190

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?
Here is a top apartment in the area: Roadhaven1830: 39.9 mi/64.2 km away in Mount Jackson.
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.