Apartments in Winchester for Rent

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Compare 109 Apartments in Winchester with updated reviews, rates, and availability.

Outdoor dining
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
Free WiFi, bed sheets
Best location! The Ohio Suite @ historic 1799 Inn
10.0 out of 10, Exceptional, (3)
"Had a great weekend stay about as close as you can get to the historic Harpers Ferry location. Pretty cool to stay in such an historic building in an area of such rich history. Suite was clean & had everything we needed. Check in was smooth and simple. The multiple freight trains going past were long & loud, but that added to the uniqueness of the location/experience. Would definitely recommend."
The price is $139
$233 total
includes taxes & fees
May 29 - May 30
Best location! The Ohio Suite @ historic 1799 Inn
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
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Fridge, microwave, oven, stovetop
Delightful spacious apt. Ideal central location
10.0 out of 10, Exceptional, (3)
"Some of the most important things while traveling is looking for a place to stay that is both safe and clean. This apartment definitely topped that. It is adorable and in a town full of so much history. I highly recommend staying here. The property manager was very kind and communicated very well with us incase we needed anything. I also appreciated the small parking lot behind the building so i knew my car would be safe. They even brought a portable fireplace for us to stay warm. Though i only...
The price is $125
$240 total
includes taxes & fees
May 29 - May 30
Delightful spacious apt. Ideal central location
Property grounds
Garfield Guest House - Hawksbill Suite
10.0 out of 10, Exceptional, (94)
"A very nice property and perfect for a weekend away from home. You can tell the owners take great care in making guests feel comfortable and welcome. Check in was SUPER easy and there are little touches throughout that made our stay very nice. We will definitely come back."
The price is $148
$186 total
includes taxes & fees
May 22 - May 23
Garfield Guest House - Hawksbill Suite
Exterior
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
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
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!
Exterior
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
9.8 out of 10, Exceptional, (7)
"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
$519 total
includes taxes & fees
May 22 - May 23
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
Property grounds
Harpers Ferry Apartment w/ Private Pool & Hot Tub!
9.8 out of 10, Exceptional, (70)
"Beautiful property. Hosts were great. "
Harpers Ferry Apartment w/ Private Pool & Hot Tub!
Fridge, microwave, oven, stovetop
Cozy 1BR Apt Minutes From Skyline Drive!!
9.8 out of 10, Exceptional, (15)
"My partner and I stayed here to visit Shenandoah National Park and it was a great location that is very close to the park. The host gave us privacy and there was a separate entrance into the space."
The price is $135
$247 total
includes taxes & fees
May 27 - May 28
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, (50)
"Nice cozy stay short walk from restaurants and shops. Would stay again."
The price is $135
$216 total
includes taxes & fees
May 22 - May 23
New studio conveniently located in town of Luray.
Garden
Family Farmhouse Inn
3.0 star property
9.6 out of 10, Exceptional, (25)
"excellent "
The price is $108
$122 total
includes taxes & fees
Jun 18 - Jun 19
Family Farmhouse Inn
Property grounds
Best location! The Pullman Apt @ historic 1799 Inn
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
$218 total
includes taxes & fees
May 28 - May 29
Best location! The Pullman Apt @ historic 1799 Inn
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 $345
$504 total
includes taxes & fees
May 22 - May 23
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
$268 total
includes taxes & fees
May 22 - May 23
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
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See all available properties in Winchester
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, (142)
"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
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
9.6 out of 10, Exceptional, (151)
"We enjoyed the home but the land even more. Nature is awesome!"
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
Garden
Family Farmhouse Inn
3.0 star property
9.6 out of 10, Exceptional, (25)
"excellent "
The price is $108
$122 total
includes taxes & fees
Jun 18 - Jun 19
Family Farmhouse Inn
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
293
Accommodation
109 Apartments
Lowest Price
$108
Highest Price
$345

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.

Recent reviews of Winchester hotels
Expedia verified reviews