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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Apartments in Winchester

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Microwave

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

10.0 out of 10, Exceptional, (2)
"Small basement apartment had all we needed and wanted. Wonderful location. "
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
Fridge, microwave, oven, stovetop

Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg

10.0 out of 10, Exceptional, (1)
"Didn’t know what to expect, but regardless I was blown away. The place is VERY well furnished with everything you need to enjoy your stay. It was the perfect place to come back home to and relax after a long day. The owner was also amazing, she left a few chocolates and a welcome note. She was also an amazing communicator, I didn’t need too many things, but the things I did need, she accommodated instantly. 10/10, this place is phenomenal "
The price is AED 367
AED 1,204 total
includes taxes & fees
17 Jun - 18 Jun
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
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, (13)
"great location. quaint property. really neat inside. had a friendly cat to visit outside. within walking distance of a few neat restaurants "
The price is AED 297
AED 588 total
includes taxes & fees
23 Jun - 24 Jun
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
Best location! The Pullman Apt @ historic 1799 Inn
Property grounds

Best location! The Pullman Apt @ historic 1799 Inn

9.4 out of 10, Exceptional, (33)
"Amazing place to stay and perfect location in Harper's Ferry!"
The price is AED 558
AED 916 total
includes taxes & fees
24 Jun - 25 Jun
Best location! The Pullman Apt @ historic 1799 Inn
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Property grounds

Waterfront Virginia Retreat w/ Canoe, Pets Welcome

10.0 out of 10, Exceptional, (48)
"Awesome place if you enjoy the outdoors or just beautiful scenery"
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Historic apartment in Old Town Warrenton, Virginia
Outdoor dining

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (43)
"Great location and comfortable place."
The price is AED 559
AED 851 total
includes taxes & fees
23 Jun - 24 Jun
Historic apartment in Old Town Warrenton, Virginia
Epic Brunswick Apartment with Deck!
1 bedroom, desk, iron/ironing board, WiFi

Epic Brunswick Apartment with Deck!

9.8 out of 10, Exceptional, (20)
"Such a cute place, my friends and I enjoyed our stay."
Epic Brunswick Apartment with Deck!
Family Farmhouse Inn
Garden

Family Farmhouse Inn

3.0 star property
9.6 out of 10, Exceptional, (35)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
The price is AED 474
AED 532 total
includes taxes & fees
17 Jun - 18 Jun
Family Farmhouse Inn
Luray Downtown / Hot Tub / Game Room / Firepit
Outdoor spa tub

Luray Downtown / Hot Tub / Game Room / Firepit

10.0 out of 10, Exceptional, (3)
"Close to everything in town and the caverns and park, cute house, would definitely stay again "
The price is AED 405
AED 1,115 total
includes taxes & fees
17 Jun - 18 Jun
Luray Downtown / Hot Tub / Game Room / Firepit
New studio conveniently located in town of Luray.
Fridge, microwave, coffee/tea maker, electric kettle

New studio conveniently located in town of Luray.

9.8 out of 10, Exceptional, (62)
"Nice cozy stay short walk from restaurants and shops. Would stay again."
The price is AED 367
AED 677 total
includes taxes & fees
17 Jun - 18 Jun
New studio conveniently located in town of Luray.
Cozy private ground floor apartment in townhome walking distance to historic HF
Fridge, microwave, coffee/tea maker, toaster

Cozy private ground floor apartment in townhome walking distance to historic HF

10.0 out of 10, Exceptional, (1)
"Bonnie’s place was perfect for me and my husband! We loved the location, as it was close to everything we wanted to do. The space was clean, well appointed and had lots of little thoughtful “extras”. We would stay here again."
The price is AED 433
AED 564 total
includes taxes & fees
17 Jun - 18 Jun
Cozy private ground floor apartment in townhome walking distance to historic HF
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, (83)
"We are repeat guests. We love the place!"
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
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

9.6 out of 10, Exceptional, (34)
"The apartment is perfectly located by the trail and coffee shop and a cute restaurant! "
The price is AED 297
AED 588 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
Cozy studio close to Skyline Drive, Hiking, and Main Street.
Private kitchen

Cozy studio close to Skyline Drive, Hiking, and Main Street.

9.0 out of 10, Wonderful, (2)
"Spent the day in the park , very convenient "
The price is AED 624
AED 781 total
includes taxes & fees
19 Jun - 20 Jun
Cozy studio close to Skyline Drive, Hiking, and Main Street.
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Terrace/patio

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

10.0 out of 10, Exceptional, (7)
"2 night stay celebrating our 21 year anniversary! Host was attentive & communicated through text daily to check how our stay was going! Unique property grounds & highly enjoyable!"
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Downtown Modern 2BR step from dining and shopping
Interior

Downtown Modern 2BR step from dining and shopping

10.0 out of 10, Exceptional, (1)
"Wonderful 2 BR VRBO steps from downtown Shepherdstown shops and dining. The interior is immaculately furnished with stainless steel, wood, and marble finishes. The owner was attentive to our needs. Highly recommend. "
The price is AED 560
AED 1,000 total
includes taxes & fees
17 Jun - 18 Jun
Downtown Modern 2BR step from dining and shopping
Apple Mountain Retreat
Property grounds

Apple Mountain Retreat

10.0 out of 10, Exceptional, (13)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is AED 529
AED 891 total
includes taxes & fees
17 Jun - 18 Jun
Apple Mountain Retreat
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg
Interior

Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg

9.6 out of 10, Exceptional, (8)
"The location of this adorable cottage can’t be beat! Just minutes (by car) to downtown Middleburg. It’s perfect for a couple. "
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg
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.

9.8 out of 10, Exceptional, (15)
"lovely room, great shower, so wuiet and peaceful, great environs (sheep! donkey! cheese!), such a nice stay!"
The price is AED 496
AED 921 total
includes taxes & fees
17 Jun - 18 Jun
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
The Queen of Winchester Three Bedroom with Upper Level Deck
Private kitchen

The Queen of Winchester Three Bedroom with Upper Level Deck

8.4 out of 10, Very Good, (5)
"If you want to be in the town and have quick access to everything, this is the place for you."
The Queen of Winchester Three Bedroom with Upper Level Deck
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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Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 22 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: Family Farmhouse Inn: 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 22 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.