Apartments in Winchester for Rent

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Our top choices for Winchester apartments

Apartment in Winchester Historic District

8.0 out of 10, Very Good, (2)
"Small but appropriately priced."
United States
John M.
$170 nightly
The price is $193
Dec 10 - Dec 11
Total with taxes and fees
Rosamond nice downtown studio apt

Apartment in Old Town Winchester

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
United States
Kristen R.
$286 nightly
The price is $324
Dec 10 - Dec 11
Total with taxes and fees
Morocco Loft 2BR overlooking city walking mall

Apartment in Winchester

$131 nightly
The price is $143
Dec 14 - Dec 15
Total with taxes and fees
Very charming & spacious 2 bedrm

Apartment in Delaplane

2.0 star property
$335 nightly
The price is $338
Dec 10 - Dec 11
Total with taxes and fees
Farm Suite at Valley View Farm

Apartment in Bluemont

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.
$237 nightly
The price is $270
Dec 10 - Dec 11
Total with taxes and fees
Private apartment on a beautiful private farm!

Apartment in Old Town Winchester

9.0 out of 10, Wonderful, (14)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
$293 nightly
The price is $332
Dec 10 - Dec 11
Total with taxes and fees
Nostalgia Lane in the heart of the city

Apartment in Old Town Winchester

7.6 out of 10, Good, (4)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
$227 nightly
The price is $257
Dec 10 - Dec 11
Total with taxes and fees
Yellow Submarine trendy basement apt and courtyard

Apartment in Winchester Historic District

2.0 star property
6.0 out of 10, (1)
$175 nightly
The price is $198
Dec 18 - Dec 19
Total with taxes and fees
The Stock Exchange downtown 3rd floor studio apt

Apartment in Linden

10.0 out of 10, Exceptional, (21)
"Great place to stayed "
United States
Mike F.
$211 nightly
The price is $233
Dec 10 - Dec 11
Total with taxes and fees
Apple Mountain Retreat

Apartment in Winchester Historic District

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.
$206 nightly
The price is $233
Dec 15 - Dec 16
Total with taxes and fees
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Apartment in Fauquier County

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.
$279 nightly
The price is $281
Dec 10 - Dec 11
Total with taxes and fees
NEW! Historic Schoolhouse HotTub+FirePit+Wineries

Apartment in Bluemont

10.0 out of 10, Exceptional, (3)
"Had a fun visit. Property and host we're excellent."
United States
Daniel D.
$222 nightly
The price is $253
Dec 15 - Dec 16
Total with taxes and fees
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Apartment in Old Town Winchester

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.
$327 nightly
The price is $370
Dec 10 - Dec 11
Total with taxes and fees
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Apartment in Old Town Winchester

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.
$346 nightly
The price is $392
Dec 10 - Dec 11
Total with taxes and fees
Scarborough Fair walk to downtown two story apt

Apartment in Old Town Winchester

$344 nightly
The price is $390
Dec 10 - Dec 11
Total with taxes and fees
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Apartment in Mount Jackson

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
$135 nightly
The price is $152
Dec 10 - Dec 11
Total with taxes and fees
Roadhaven1830

Apartment in Luray

9.8 out of 10, Exceptional, (6)
"The Legacy Inn in Luray was great! Easy to find, easy entry (with a code), within walking distance of dining and outdoor music, and an easy drive to Luray Caverns and Shenandoah National Park. Highly recommend."
United States
Robert
$117 nightly
The price is $133
Dec 14 - Dec 15
Total with taxes and fees
Elegant Retreat w/Vintage Charm & Modern Comforts

Apartment in Martinsburg

9.4 out of 10, Exceptional, (3)
"Super cute, great spot, affordable. Would stay again if I visit Martinsburg. "
United States
Alex R.
$164 nightly
The price is $186
Dec 10 - Dec 11
Total with taxes and fees
The San Francisco Way

Apartment in Cross Junction

9.8 out of 10, Exceptional, (13)
"We loved the overall school house theme. Very comfortable accommodations! "
United States
Tony Z.
$164 nightly
The price is $178
Dec 11 - Dec 12
Total with taxes and fees
The Little Red Schoolhouse

Apartment in Luray

2.0 star property
10.0 out of 10, Exceptional, (10)
"We had a great stay at this pet friendly spot! We were in the area to visit family, and the location was perfect. "
United States
Roberta B.
Dog-Friendly Downtown Studio — Walk to Park, Shops
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

Find out more about Winchester

Winchester Apartments information

Number of reviews
127
Accommodation
200 Apartments
Lowest Price
$133
Highest Price
$392

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 27 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's a top apartment in the area: Roadhaven 1830: It's located in Mount Jackson, 39.9 mi/64.2 km away.
How many apartments can I expect to find in Winchester?
Expedia has 27 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 Apple Blossom Mall 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.

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