Apartments in Winchester for Rent

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Compare 96 Apartments in Winchester with updated reviews, rates, and availability.

Fridge, microwave, oven, stovetop
Downtown Modern 2BR step from dining and shopping
10.0 out of 10, Exceptional, (16)
"We enjoyed a wonderful stay on a recent snowy weekend in Shepherdstown. The manager host was responsive to our questions, and the unit itself was comfortable and well-stocked. We particular enjoyed the location, only a brief walk from the charming main strip, where we enjoyed meals and snowy walks. Made for a delightful weekend escape!"
Downtown Modern 2BR step from dining and shopping
Berkeley Springs Haven w/ Sleepy Creek Access!
10.0 out of 10, Exceptional, (52)
"More than expected! Other than food and drink, everything was provided- even a plug in stove for cooking, coffee, and smores items! Perfect little space for a getaway. Wifi worked great! Owners were friendly and so accommodating!!"
Berkeley Springs Haven w/ Sleepy Creek Access!
Property grounds
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
10.0 out of 10, Exceptional, (36)
"This is a happy little cottage near a small stream. The house was wonderfully clean, decorated in happy friendly colors and very comfortable. It is situated close to many attractions and a great spot for bicycling up to the Blue Ridge, or if you are not that ambitious, staying on the quiet roads in the bottom of the Shenandoah valley. A set of great porches for watching the sun rise or set really enhanced our stay. We were expecting a bit more of a creek, the canoe would be good for kids to play...
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
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Fridge, microwave, oven, stovetop
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
10.0 out of 10, Exceptional, (48)
"My wife and I recently stayed here as a quick weekend getaway for her birthday to unwind and go to a few wineries and breweries. From the very beginning of booking all the way to checking out, everything was absolutely perfect. Al and Nancy communicated everything thoroughly and made sure we had everything we needed for our stay. They even provided local recommendations. The suite itself was just incredible. It was immaculately clean, modern, and had everything we needed and more. Al and Nancy...
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Interior
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg
10.0 out of 10, Exceptional, (3)
"Simply can't say enough how wonderful! The location was perfect, the Historical Manor unit was beautiful as depicted in the pictures, extremely comfortable I didn't want to leave, and dog friendly. Ivan and Terri are exceptional hosts. Very accommodating and friendly. Very cheerful! Can't wait to come back. Nancy"
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg
Fridge, microwave, coffee/tea maker, electric kettle
Bluemont Escape: Walk to Appalachian Trail and Bear Chase Brewery
10.0 out of 10, Exceptional, (4)
"Nice sized cabin (very spacious) with a pathway to Bear Chase brewing company and within walking distance of trails. I am planning to stay here again."
The price is $199
$336 total
includes taxes & fees
May 21 - May 22
Bluemont Escape: Walk to Appalachian Trail and Bear Chase Brewery
Property grounds
Bird Nest Suite In Town!- Inside newly remodeled Victorian Home
10.0 out of 10, Exceptional, (1)
"The house is so cool. Cant wait to see how it looks whrn the renovations are finished. Loved the decor and cleanliness of our room."
Bird Nest Suite In Town!- Inside newly remodeled Victorian Home
Interior
This apartment is a 1 bedroom(s), 1 bathrooms, located in Leesburg, VA.
10.0 out of 10, Exceptional, (1)
"We had a great stay! Place was clean and easy to find everything. If we come back that way we will definitely look Sheila’s place up again 😊"
This apartment is a 1 bedroom(s), 1 bathrooms, located in Leesburg, VA.
TV
Epic Brunswick Apartment, Deck w/ Private Hot Tub!
10.0 out of 10, Exceptional, (10)
"This was a wonderful little place to stay. Very spacious for a small place. Was a great stay for me and my daughters. Close to all we needed. Would recommend."
Epic Brunswick Apartment, Deck w/ Private Hot Tub!
Exterior
Convenient Upscale Apartment on Horse Farm! Minutes to everything!
10.0 out of 10, Exceptional, (7)
"We thoroughly enoyed our stay at "The Whitehouse." Everything was as described. Very peaceful with a perfect location for visiting Washington without the hassle of traffic and parking issues; taking the excellenct advice of our host we drove to the Vienna metro station and had a peaceful ride into D.C. Our host was very accommodating and let us park our 18 foot cargo tailer on site for our trip duration, others wanted to charge us $50 per day to park it. Also, the homemade banana bread was...
Convenient Upscale Apartment on Horse Farm! Minutes to everything!
Interior
Luxury 2 bedroom Basement apartment on The Farmhouse
10.0 out of 10, Exceptional, (1)
"I’ve absolutely loved staying at this place. The basement is very modern and clean and the host was very friendly and helpful. My favorite part of my stay was getting to see the acres of land. It’s such a beautiful scenery especially at sunset. The farm is in the backyard and I got to see the chickens and goats, and had some beautiful friendly farm cats around too. Definitely will come back to stay again!"
Luxury 2 bedroom Basement apartment on The Farmhouse
Fridge, microwave, oven, stovetop
Cozy 1BR Apt Minutes From Skyline Drive!!
9.8 out of 10, Exceptional, (15)
"This was my first experience with renting a bnb. I must say, Vbro made it so much easier to rent this cute and cozy apartment. Jimmie is the host and is quite accommodating. I drove down here from upstate New York to visit family. It was my grandson's eighth birthday. After losing his Grampy this past December, I wanted to gift him with a few sentimental items. My problem was that I have four small dogs. Most places limit to two if any; Jimmie allows three dogs. After speaking with him, for a...
The price is $135
$252 total
includes taxes & fees
May 17 - May 18
Cozy 1BR Apt Minutes From Skyline Drive!!
Fridge, microwave, coffee/tea maker, electric kettle
New studio conveniently located in town of Luray.
9.8 out of 10, Exceptional, (49)
"The property was just right for us and the location was absolutely amazing."
The price is $135
$217 total
includes taxes & fees
May 19 - May 20
New studio conveniently located in town of Luray.
Property grounds
Harpers Ferry Apartment w/ Private Pool & Hot Tub!
9.8 out of 10, Exceptional, (69)
"Beautiful property. Hosts were great. "
Harpers Ferry Apartment w/ Private Pool & Hot Tub!
Garden
Family Farmhouse Inn
3.0 star property
9.6 out of 10, Exceptional, (25)
"excellent "
The price is $121
$136 total
includes taxes & fees
May 28 - May 29
Family Farmhouse Inn
Exterior
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
9.6 out of 10, Exceptional, (5)
"This property was perfect for my husband and myself along with our grown sons and spouses! We had a wedding nearby and decided to stay here versus the recommendation of a motel nearby. I cannot say enough positive comments about this beautiful property…so tastefully decorated and comfortable! Hosts were fabulous! Skip the hotels…stay here!"
The price is $299
$516 total
includes taxes & fees
May 19 - May 20
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
Property grounds
1799 Inn: Harpers Ferry apt. Unbeatable location
9.6 out of 10, Exceptional, (15)
"Quaint, cozy, and comfortable apartment in historical building in Harpers Ferry in the heart of the national park. Perfect base for exploring the town and its history. Several free museums and historical sites within walking distance. Park ranger free presentations at 2:00 PM were interesting and informative. Easy access. Responsive host. Very pleased with our choice of the 1799 Inn."
The price is $129
$220 total
includes taxes & fees
May 23 - May 24
1799 Inn: Harpers Ferry apt. Unbeatable location
Fridge, microwave, oven, stovetop
Unique downtown stay in historical building just minutes to Luray Caverns
9.6 out of 10, Exceptional, (5)
"Close to national park and caverns.Walk anywhere in town very nice."
Unique downtown stay in historical building just minutes to Luray Caverns
Exterior
New (2022) Modern Glass Retreat (new Wi-Fi!)
9.4 out of 10, Exceptional, (3)
"The property was very clean and new. Its a perfect getaway for a couple. Off the beaten path, it is very quiet for a weekend of relaxation. I would recommend the property."
The price is $343
$502 total
includes taxes & fees
May 20 - May 21
New (2022) Modern Glass Retreat (new Wi-Fi!)
Desk, iron/ironing board, free WiFi, bed sheets
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
9.4 out of 10, Exceptional, (6)
"Comfortable studio with nice bathroom on a working farm. Good one night stay for three of us close to our event in Middleburg"
The price is $150
$272 total
includes taxes & fees
May 19 - May 20
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
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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.

Other property types in Winchester

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
9.8 out of 10, Exceptional, (141)
"The property was exactly as described. The house was lovely and well appointed. our friends and I had a wonderful time."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (54)
"We came into town to see a show at Charles Town Casino. The location was perfect! We loved the view of the river. The home was very clean, comfortable and well appointed. We enjoyed a great dinner at Mi Dellagado and an excellent breakfast at the Mountain View Diner. We would definitely stay here again when we are in the area."
The price is $145
$221 total
includes taxes & fees
Jun 2 - Jun 3
Riverside cottage, minutes from historic Harpers Ferry; private river access!
2 bedrooms, WiFi, bed sheets
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
9.8 out of 10, Exceptional, (263)
"We had a great time in the cabin. The view is spectacular. Lots of outdoorsy things to do in the vicinity of the cabin. Would definitely come again"
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
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.

Winchester Apartments information

Number of reviews
282
Accommodation
96 Apartments
Lowest Price
$101
Highest Price
$343

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 11 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 favorite apartments in the area to choose from: Escape to The Bird’s Nest, a charming tiny home nestled on a sprawling 62-acre farm: Includes free WiFi. Family Farmhouse Inn: Located 39.9 mi/64.2 km away in Mount Jackson. New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!: It’s situated in Leesburg, 28.8 mi/46.4 km away. Includes free WiFi, private patios, and sofa beds. Berkeley Springs Haven w/ Sleepy Creek Access!: 28.8 mi/46.4 km away in Berkeley Springs. Amenities include fireplaces. 1799 Inn: Harpers Ferry apt. Unbeatable location: It’s located in Harpers Ferry, 25.1 mi/40.5 km from Winchester. Includes free WiFi, sofa beds, and Smart TVs.
How many apartments can I expect to find in Winchester?
Expedia has 11 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. Shenandoah Valley Discovery Museum and Nalls Farm Market are a couple of family-friendly sights, whereas cultural attractions include Museum of the Shenandoah Valley and Bright Box Theater. Jim Barnett Park 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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