Apartments in Winchester for Rent

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Check prices for these dates

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Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25
In one month
Feb 6 - Feb 8
In two months
Mar 6 - Mar 8

Our top choices for Winchester apartments

Interior
Rosamond nice downtown studio apt

Apartment in Winchester Historic District

Rosamond nice downtown studio apt
8.0 out of 10, Very Good, (2)
"Small but appropriately priced."
United States
John M.
The price is ￥17,226
￥30,163 total
includes taxes & fees
Feb 5 - Feb 6
Rosamond nice downtown studio apt
Property grounds
Private apartment on a beautiful private farm!

Apartment in Bluemont

Private apartment on a beautiful private farm!
8.8 out of 10, Excellent, (6)
"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 ￥21,141
￥42,310 total
includes taxes & fees
Jan 8 - Jan 9
Private apartment on a beautiful private farm!
Smart TV, books
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Apartment in Winchester Historic District

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
2.0 star property
8.6 out of 10, Excellent, (4)
"Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best."
United States
matthew r.
The price is ￥21,611
￥36,018 total
includes taxes & fees
Jan 8 - Jan 9
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Exterior detail
The Stock Exchange downtown 3rd floor studio apt

Apartment in Winchester Historic District

The Stock Exchange downtown 3rd floor studio apt
2.0 star property
6.0 out of 10, (1)
The Stock Exchange downtown 3rd floor studio apt
Property grounds
Apple Mountain Retreat

Apartment in Linden

Apple Mountain Retreat
10.0 out of 10, Exceptional, (21)
"Great place to stayed "
United States
Mike F.
The price is ￥21,141
￥35,929 total
includes taxes & fees
Jan 8 - Jan 9
Apple Mountain Retreat
Smart TV
Nostalgia Lane in the heart of the city

Apartment in Old Town Winchester

Nostalgia Lane in the heart of the city
9.0 out of 10, Wonderful, (14)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
The price is ￥28,971
￥49,680 total
includes taxes & fees
Feb 2 - Feb 3
Nostalgia Lane in the heart of the city
Interior
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Apartment in Old Town Winchester

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
10.0 out of 10, Exceptional, (1)
"Beautiful space; helpful host."
United States
Sally C.
The price is ￥34,452
￥61,036 total
includes taxes & fees
Jan 19 - Jan 20
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Dining
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Apartment in Old Town Winchester

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
9.0 out of 10, Wonderful, (6)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is ￥32,103
￥56,421 total
includes taxes & fees
Jan 19 - Jan 20
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Interior
NEW! Historic Schoolhouse HotTub+FirePit+Wineries

Apartment in Fauquier County

NEW! Historic Schoolhouse HotTub+FirePit+Wineries
8.0 out of 10, Very Good, (1)
"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 ￥17,383
￥47,648 total
includes taxes & fees
Feb 3 - Feb 4
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Smart TV
Yellow Submarine trendy basement apt and courtyard

Apartment in Old Town Winchester

Yellow Submarine trendy basement apt and courtyard
7.6 out of 10, Good, (4)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
Yellow Submarine trendy basement apt and courtyard
Smart TV, fireplace
Scarborough Fair walk to downtown two story apt

Apartment in Old Town Winchester

Scarborough Fair walk to downtown two story apt
9.6 out of 10, Exceptional, (5)
"Charming home! Lovely decor. Was perfect for our stay. Great location, walkable to the historical district. Host was very friendly and communicative. "
United States
Stephanie L.
The price is ￥34,765
￥61,390 total
includes taxes & fees
Jan 8 - Jan 9
Scarborough Fair walk to downtown two story apt
Garden
Roadhaven1830

Apartment in Mount Jackson

Roadhaven1830
3.0 star property
9.6 out of 10, Exceptional, (38)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
The price is ￥21,141
￥23,741 total
includes taxes & fees
Jan 9 - Jan 10
Roadhaven1830
Terrace/patio
Elegant Retreat w/Vintage Charm & Modern Comforts

Apartment in Luray

Elegant Retreat w/Vintage Charm & Modern Comforts
9.8 out of 10, Exceptional, (6)
"Quaint house in a small town with a wonderdul trail right behind the residence."
United States
Amber K.
The price is ￥12,262
￥20,814 total
includes taxes & fees
Jan 8 - Jan 9
Elegant Retreat w/Vintage Charm & Modern Comforts
Exterior
The San Francisco Way

Apartment in Martinsburg

The San Francisco Way
9.4 out of 10, Exceptional, (3)
"Super cute, great spot, affordable. Would stay again if I visit Martinsburg. "
United States
Alex R.
The San Francisco Way
Beach
Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV

Apartment in Berkeley Springs

Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV
2.0 star property
10.0 out of 10, Exceptional, (1)
"Everything from booking the stay to arriving and checking in was quick and convenient. The host emailed us directions and was easy to navigate toThe owl was just the perfect size for "
United States
kayla c.
The price is ￥13,143
￥28,208 total
includes taxes & fees
Jan 8 - Jan 9
Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV
Exterior
Downtown Loft by Brewery & Trails

Apartment in Brunswick

Downtown Loft by Brewery & Trails
2.0 star property
The price is ￥9,396
￥32,457 total
includes taxes & fees
Jan 8 - Jan 9
Downtown Loft by Brewery & Trails
Terrace/patio
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

Apartment in Luray

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
9.8 out of 10, Exceptional, (15)
"Beautifully situated, peaceful and functional "
United States
Denise P.
The price is ￥23,067
￥38,299 total
includes taxes & fees
Jan 14 - Jan 15
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Outdoor spa tub
Luray Downtown / Hot Tub / Game Room / Firepit

Apartment in Luray

Luray Downtown / Hot Tub / Game Room / Firepit
9.8 out of 10, Exceptional, (7)
"A nice house and great amenities. We enjoyed our stay and had easy drives to different activities. Perfect for a family short vacation."
United States
Mohamed S.
The price is ￥17,477
￥47,597 total
includes taxes & fees
Jan 9 - Jan 10
Luray Downtown / Hot Tub / Game Room / Firepit
Interior
Loft Apt Just off C&O near Harpers Ferry and AT

Apartment in Brunswick

Loft Apt Just off C&O near Harpers Ferry and AT
10.0 out of 10, Exceptional, (16)
"Our Hosts were wonderful and the space was great. It sits right off of the bike trail and across the street from a great bakery and bike shop. We thoroughly enjoyed our stay."
United States
Mark B.
The price is ￥15,347
￥28,884 total
includes taxes & fees
Jan 12 - Jan 13
Loft Apt Just off C&O near Harpers Ferry and AT
Fridge, microwave, oven, stovetop
The Little Red Schoolhouse

Apartment in Cross Junction

The Little Red Schoolhouse
9.8 out of 10, Exceptional, (13)
"Lovely two night stay. The hot tub was clean and enjoyable as quick get away for my husband and me. Would absolutely stay again and refer others to do the same. "
United States
Nikki B.
The price is ￥10,711
￥28,690 total
includes taxes & fees
Jan 21 - Jan 22
The Little Red Schoolhouse
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
"Clean room fast check in"
Carrie 1-night trip
Posted 1 day ago
Hampton Inn Martinsburg

Find out more about Winchester

Winchester Apartments information

Number of reviews
156
Accommodation
200 Apartments
Lowest Price
￥20,814
Highest Price
￥61,390

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 25 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?
Below you'll find a top apartment in the area: Roadhaven1830: Located 39.9 mi/64.2 km away in Mount Jackson.
How many apartments can I expect to find in Winchester?
Expedia has 25 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.