Apartments in Winchester for Rent

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

Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
Fridge, microwave, oven, stovetop
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
10.0 out of 10, Exceptional, (11)
"We travel to the Frederick Maryland area several times a year. This location is perfect, much better than motels, and the host was excellent. We plan to stay here during our future visits; hopefully it will be available."
The price is ￥11,508
￥22,872 total
includes taxes & fees
Sep 23 - Sep 24
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Outdoor spa tub
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
10.0 out of 10, Exceptional, (4)
"Everything you need in this little space with easy access to deck with grill, fire pit and hot tub."
The price is ￥31,074
￥52,505 total
includes taxes & fees
Sep 23 - Sep 24
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
National at Loudoun
Apartment, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop
National at Loudoun
3.0 star property
9.0 out of 10, Wonderful, (2)
"The room itself was great. Clean, large and modern. 2 couples would be very comfortable. There was washer and dryer in the room. Need to make Check-in a little easier outside normal business hours. The building I was in had a terrible odor in the hall ways. Not sure if it was a cleaning chemical or pestacide, but the odor was strong all week. Did not seep into the room too much. If you need dark to sleep make sure your windows are on the side of the parking lot. "
National at Loudoun
River Views in historic Harpers Ferry! Walk to everything!
Outdoor dining
River Views in historic Harpers Ferry! Walk to everything!
2.5 star property
8.6 out of 10, Excellent, (7)
"Nice place and friendly dogs are dun"
River Views in historic Harpers Ferry! Walk to everything!
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Fridge, microwave, oven, stovetop
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
10.0 out of 10, Exceptional, (62)
"Excellent country location. Excellent accommodation which far exceed First Class standards. Excellent host who goes way beyond what you would expect. Highly recommended anyone to stay here"
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Modern Glass Retreat -All the modern amenities in a secluded forest setting
Exterior
Modern Glass Retreat -All the modern amenities in a secluded forest setting
9.4 out of 10, Exceptional, (6)
"The property was great! A cool little tiny home style cabin in immaculate condition "
The price is ￥35,243
￥54,423 total
includes taxes & fees
Sep 23 - Sep 24
Modern Glass Retreat -All the modern amenities in a secluded forest setting
Downtown Modern 2BR step from dining and shopping
Fridge, microwave, oven, stovetop
Downtown Modern 2BR step from dining and shopping
10.0 out of 10, Exceptional, (20)
"The apartment was very convenient to everything we wanted to do in Shepherdstown. Great walking town and wonderful restaurants. "
Downtown Modern 2BR step from dining and shopping
Apple Mountain Retreat
Property grounds
Apple Mountain Retreat
9.6 out of 10, Exceptional, (4)
"My groomsmen and i were able to chsnge, take pictures and watch football. Perfect place, very clean and has everything you could ask for."
The price is ￥23,016
￥37,922 total
includes taxes & fees
Sep 23 - Sep 24
Apple Mountain Retreat
Best location! The Pullman Apt @ historic 1799 Inn
Property grounds
Best location! The Pullman Apt @ historic 1799 Inn
9.6 out of 10, Exceptional, (23)
"The apartment was great. I loved it was part of an historic home. The location was wonderful. The town is so beautiful. "
The price is ￥18,557
￥31,342 total
includes taxes & fees
Sep 23 - Sep 24
Best location! The Pullman Apt @ historic 1799 Inn
Best location! The Iron Horse @ historic 1799 Inn
1 bedroom, free WiFi, bed sheets
Best location! The Iron Horse @ historic 1799 Inn
9.4 out of 10, Exceptional, (6)
"Cute place. Very clean. Perfect location to enjoy Harper’s Ferry."
The price is ￥21,434
￥38,794 total
includes taxes & fees
Sep 29 - Sep 30
Best location! The Iron Horse @ historic 1799 Inn
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
Exterior
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
10.0 out of 10, Exceptional, (3)
"My husband and I were biking the C&O towpath and spent a night in this beautiful rental. We were able to store our bikes on sight. The kitchen and bathroom were so nicely updated. It was nice to be able to walk around town and we had a wonderful dinner right across the street. "
The price is ￥12,947
￥24,397 total
includes taxes & fees
Sep 23 - Sep 24
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
Family Farmhouse Inn
Garden
Family Farmhouse Inn
3.0 star property
9.6 out of 10, Exceptional, (32)
"Very nice management "
The price is ￥18,557
￥20,839 total
includes taxes & fees
Oct 21 - Oct 22
Family Farmhouse Inn
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Property grounds
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
10.0 out of 10, Exceptional, (42)
"We had a great time staying at the property with our dog. We were in town to do some hiking in Shenandoah national park and this was the perfect location that gave us easy driving access to the park and then a comfortable place to hang out after a long day of hiking. We will definitely be back!"
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Desk, iron/ironing board, free WiFi, bed sheets
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
9.6 out of 10, Exceptional, (10)
"A beautiful, clean, and spacious room with all you might need provided."
The price is ￥21,578
￥39,194 total
includes taxes & fees
Sep 23 - Sep 24
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Cozy 1BR Apt Minutes From Skyline Drive!!
Fridge, microwave, oven, stovetop
Cozy 1BR Apt Minutes From Skyline Drive!!
9.8 out of 10, Exceptional, (20)
"Very lovely cozy room to crash at for a night or two. 5 stars "
The price is ￥19,420
￥36,203 total
includes taxes & fees
Sep 23 - Sep 24
Cozy 1BR Apt Minutes From Skyline Drive!!
Epic Brunswick Apartment, Deck w/ Private Hot Tub!
TV
Epic Brunswick Apartment, Deck w/ Private Hot Tub!
9.8 out of 10, Exceptional, (14)
"We loved having the hot tub on the deck! The place was spacious, clean, very cute, the owner checked on us one day and answered a few questions. Overall very good and we were very pleased with our stay 😊"
Epic Brunswick Apartment, Deck w/ Private Hot Tub!
Best location! Baltimore Suite @ historic 1799 Inn
Property grounds
Best location! Baltimore Suite @ historic 1799 Inn
9.4 out of 10, Exceptional, (10)
"Our first stay in Harper's Ferry was wonderful. The location was perfect. Honestly i loved the sound of the train closeby. I hope to return soon."
The price is ￥19,995
￥33,385 total
includes taxes & fees
Oct 7 - Oct 8
Best location! Baltimore Suite @ historic 1799 Inn
Loft Apt Just off C&O near Harpers Ferry, AT, train to DC, & Frederick
Fridge, microwave, oven, stovetop
Loft Apt Just off C&O near Harpers Ferry, AT, train to DC, & Frederick
10.0 out of 10, Exceptional, (7)
"The property is thoughtfully appointed! We had everything we needed for our visit, including extra towels, sufficient cookware and dishes for all our needs, and clean and comfortable lodging. There was a plumbing shut-off (outside of the residence, but affecting us), and the hosts communicated the schedule and brought supplies to mitigate the impact. I brought sheets for the couch for our 5th person, but it folded out and was also fully equipt! You are near the train tracks (a significant draw...
The price is ￥14,097
￥28,056 total
includes taxes & fees
Sep 23 - Sep 24
Loft Apt Just off C&O near Harpers Ferry, AT, train to DC, & Frederick
Alpaca Farm Studio Apartment, Newly decorated
Exterior
Alpaca Farm Studio Apartment, Newly decorated
9.8 out of 10, Exceptional, (8)
"My sister and I rented this guest home for a getaway weekend. Mary and Jay were incredibly welcoming hosts who clearly love their animals, and are eager to share their experience with them if you are interested. Incredibly, almost all of the animals on their farm - cats, dogs, mini donkey, horses, and one of the alpacas - loved being petted. The location is beautiful, private, and peaceful. Grateful for their hospitality."
The price is ￥50,348
￥73,626 total
includes taxes & fees
Sep 23 - Sep 24
Alpaca Farm Studio Apartment, Newly decorated
Delightful spacious apt. Ideal central location
Fridge, microwave, oven, stovetop
Delightful spacious apt. Ideal central location
10.0 out of 10, Exceptional, (5)
"Great location, comfortable living quarters!"
The price is ￥17,981
￥34,351 total
includes taxes & fees
Sep 24 - Sep 25
Delightful spacious apt. Ideal central location
Don't see what you're looking for?
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.
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Other property types in Winchester

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Property grounds
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
10.0 out of 10, Exceptional, (347)
"Great spot for our girls getaway! Very remote with fantastic views. Front deck was wonderful for morning coffee and sunset watching! Definitely requires a truck or SUV for the road up. Lots of extra towels and plenty of space for all! Great spot! "
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Dreamtime - Modern A-frame Cabin w/ Hot tub
Property grounds
Dreamtime - Modern A-frame Cabin w/ Hot tub
10.0 out of 10, Exceptional, (30)
"Super clean and very comfortable for the two of us. Easy to get to restaurants and very close to a humble, but great brew pub. A couple of other houses nearby but they are hidden by the woods so the house feels very private. The deck and the hot tub are fantastic. Super quick responses from the host. Overall, exactly what we were hoping to find. "
Dreamtime - Modern A-frame Cabin w/ Hot tub
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
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, (281)
"Once again…. a wonderful, peaceful time! We brought our dog with us this time and he had a blast! Toured some wineries and just a short drive for some amazing food. Coffee on the porch and outside fires at night are the best. Already booked next year to come back with friends! "
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.

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 14 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 are some of the favorite apartments in the area to choose from: Family Farmhouse Inn: Located 39.9 mi/64.2 km away in Mount Jackson. Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues: It’s situated in Leesburg, 28.8 mi/46.3 km away. Includes free WiFi, private patios, and sofa beds. Best location! The Pullman Apt @ historic 1799 Inn: 25.1 mi/40.5 km away in Harpers Ferry. Free WiFi, sofa beds, and Smart TVs are included.
How many apartments can I expect to find in Winchester?
Expedia has 14 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.