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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 172 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

9.8 out of 10, Exceptional, (25)
"The apartment is perfectly located by the trail and coffee shop and a cute restaurant! "
The price is SAR 300
SAR 597 total
includes taxes & fees
12 Apr - 13 Apr
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
Historic apartment in Old Town Warrenton, Virginia
Outdoor dining

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (37)
"Great location and comfortable place."
The price is SAR 619
SAR 935 total
includes taxes & fees
8 Apr - 9 Apr
Historic apartment in Old Town Warrenton, Virginia
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, (73)
"We are repeat guests. We love the place!"
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Best location! The Pullman Apt @ historic 1799 Inn
Property grounds

Best location! The Pullman Apt @ historic 1799 Inn

9.4 out of 10, Exceptional, (32)
"We had such a great time in Harper’s Ferry and at the 1799 Inn. A perfect location to hang out in the town and hike. "
The price is SAR 570
SAR 928 total
includes taxes & fees
10 Apr - 11 Apr
Best location! The Pullman Apt @ historic 1799 Inn
Family Farmhouse Inn
Garden

Family Farmhouse Inn

3.0 star property
9.4 out of 10, Exceptional, (33)
"Very nice management "
The price is SAR 484
SAR 544 total
includes taxes & fees
16 Apr - 17 Apr
Family Farmhouse Inn
Best location! The Ohio Suite @ historic 1799 Inn
1 bedroom, free WiFi, bed sheets

Best location! The Ohio Suite @ historic 1799 Inn

10.0 out of 10, Exceptional, (12)
"Park your car and walk to all the wonderful sites that town has to offer. My fiancé loved watching the trains come and go, and they did not wake us through the night. The outlets in the living room didn't work, but that wasn't a big enough deal to remove a star. The rocking chairs on the porch were so comfortable, and it was great to have a free reserved parking spot since it costs 20 and is difficult to get a public spot later in the day to tour. Within two blocks, you have several options...
The price is SAR 608
SAR 979 total
includes taxes & fees
7 Apr - 8 Apr
Best location! The Ohio Suite @ historic 1799 Inn
The Queen of Winchester Three Bedroom with Upper Level Deck
Private kitchen

The Queen of Winchester Three Bedroom with Upper Level Deck

10.0 out of 10, Exceptional, (2)
"Enjoyed our stay. 5 minute drive to historic downtown. Property owner was accommodating and easy to communicate with. Very nice stay while working in Winchester. "
The price is SAR 251
SAR 657 total
includes taxes & fees
13 Apr - 14 Apr
The Queen of Winchester Three Bedroom with Upper Level Deck
Dog-Friendly Downtown Studio — Walk to Park, Shops
1 bedroom, desk, WiFi

Dog-Friendly Downtown Studio — Walk to Park, Shops

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great stay"
The price is SAR 338
SAR 817 total
includes taxes & fees
7 Apr - 8 Apr
Dog-Friendly Downtown Studio — Walk to Park, Shops
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, (55)
"This was a clean and conveniently located stay while we visited Shenandoah. A lovely cottage with several notes left in places where one may have questions. We were very happy in our little cottage and it was very close to all of the restaurants and shops in Luray!"
The price is SAR 375
SAR 692 total
includes taxes & fees
7 Apr - 8 Apr
New studio conveniently located in town of Luray.
Front Royal Retreat on 3 Acres w/ Mtn Views!
Fridge, microwave, oven, dishwasher

Front Royal Retreat on 3 Acres w/ Mtn Views!

2.0 star property
10.0 out of 10, Exceptional, (2)
"House and overall property was very clean and we really enjoyed it and the spring water was amazing"
Front Royal Retreat on 3 Acres w/ Mtn Views!
Epic Brunswick Apartment with Deck!
1 bedroom, desk, iron/ironing board, WiFi

Epic Brunswick Apartment with Deck!

9.8 out of 10, Exceptional, (16)
"Cute private apartment. Hot tub was amazing."
Epic Brunswick Apartment with Deck!
Cozy 1BR Apt Minutes From Skyline Drive!!
Fridge, microwave, oven, stovetop

Cozy 1BR Apt Minutes From Skyline Drive!!

9.6 out of 10, Exceptional, (27)
"The Cozy Apartment was a nice little stay for our trip to the area including great vineyards, great restaurant (Claire's) in Warrenton, and a great experience in one of our nation's best National Parks - Shenandoah National Park. "
The price is SAR 507
SAR 933 total
includes taxes & fees
7 Apr - 8 Apr
Cozy 1BR Apt Minutes From Skyline Drive!!
The Little Red Schoolhouse
Fridge, microwave, oven, stovetop

The Little Red Schoolhouse

9.8 out of 10, Exceptional, (6)
"all the modern amenities in a 1920s one room school house"
The price is SAR 372
SAR 813 total
includes taxes & fees
27 Apr - 28 Apr
The Little Red Schoolhouse
Nostalgia Lane in the heart of the city
Miscellaneous

Nostalgia Lane in the heart of the city

9.0 out of 10, Wonderful, (6)
"We need overnight accommodations for our daughter’s surprise proposal. We checked into the VRBO and we were stunned! We walked around in silence taking in all of the charm, beauty and uniqueness of this home. This is a clean place with a very comfortable mattress! It is a fascinating place and we just loved it!! The host was very gracious and communicative - we wanted for nothing!! Five Starts "
The price is SAR 747
SAR 1,310 total
includes taxes & fees
7 Apr - 8 Apr
Nostalgia Lane in the heart of the city
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Property grounds

Waterfront Virginia Retreat w/ Canoe, Pets Welcome

10.0 out of 10, Exceptional, (45)
"This was a quiet, scenic and well appointed property. Our host was even kind enough to offer assistance when my car needed a jump. Something she found was happening from the neighbor. Great sense of community, great hospitality. The cows on the adjacent property behind the creek would walk down and graze and drink from the creek. It was magic. Thank you again. "
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Berkeley Springs Haven w/ Sleepy Creek Access!

Berkeley Springs Haven w/ Sleepy Creek Access!

10.0 out of 10, Exceptional, (62)
"Everything was wonderful. The property was beautiful. There were other people staying at the homes on site, but none of it was a distraction. Close enough to town to do excursions. The only thing I would add is maybe a screen door so that you could allow some extra fresh air in and light. Hosts were wonderful and easy to contact when we needed something. Recommend for a cozy gate away."
Berkeley Springs Haven w/ Sleepy Creek Access!
Best location! The Iron Horse @ historic 1799 Inn
1 bedroom, free WiFi, bed sheets

Best location! The Iron Horse @ historic 1799 Inn

9.6 out of 10, Exceptional, (8)
"The property was within walking distance to everything. Very clean, updated, everything you need. Great communication with owner"
The price is SAR 664
SAR 1,142 total
includes taxes & fees
7 Apr - 8 Apr
Best location! The Iron Horse @ historic 1799 Inn
Cozy English Basement Apt quiet but close to downtown
Miscellaneous

Cozy English Basement Apt quiet but close to downtown

9.4 out of 10, Exceptional, (6)
"Very cute place to stay at a perfect location to the little historic district of Winchester. Bed was comfortable but very small futon. We are tall people so it was not quite long enough for us. Bathroom was extremely small, doable for us but if we were bigger people it would be difficult to get into that space. Water pressure for sink was poor, shower was just okay. Quaint place with a friendly, engaged owner. We would go back just for the amazing location!"
The price is SAR 338
SAR 617 total
includes taxes & fees
7 Apr - 8 Apr
Cozy English Basement Apt quiet but close to downtown
Charming 2-bedroom 2nd floor apartment with WiFi, AC in lovely Charles Town
Smart TV

Charming 2-bedroom 2nd floor apartment with WiFi, AC in lovely Charles Town

10.0 out of 10, Exceptional, (1)
"My aunt and I stayed here for a few nights and really enjoyed our stay. The space is huge, cozy, and private being the only apartment above the convenience store. It's a 1 minute drive from shopping in Charles Town and a short drive to Harpers Ferry and Shepherdstown. It was clean, and the hosts were generous even when we had a few very minor issues during our stay. They helped us through it and were very communicative. I would recommend this place to angone."
The price is SAR 563
SAR 868 total
includes taxes & fees
7 Apr - 8 Apr
Charming 2-bedroom 2nd floor apartment with WiFi, AC in lovely Charles Town
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Exterior

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

9.0 out of 10, Wonderful, (4)
"We really like staying walking distance from the Historic District in Winchester and this was a great home base to do so. The whole process was seemless and easy. I will most likley try to come back for my conference next year. The place is clean and comfortable. Fun times "
The price is SAR 769
SAR 1,382 total
includes taxes & fees
7 Apr - 8 Apr
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
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

Star view cabin-Riverfront
Property grounds

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (308)
"We thoroughly enjoyed our stay here. From the moment you walk into the cabin, the views are spectacular and the surroundings are relaxing. We had a wonderful time and can’t wait to come back in the warmer weather to enjoy the outdoors more within a quick drive of lots of parks and scenic views Very clean and well appointed top-notch. "
Star view cabin-Riverfront
Dreamtime - Modern A-frame Cabin w/ Hot tub
Outdoor dining

Dreamtime - Modern A-frame Cabin w/ Hot tub

10.0 out of 10, Exceptional, (36)
"We stayed here for our anniversary and had a great time. Hosts were very responsive when we had a question about the hot tub, "
The price is SAR 1,085
SAR 1,358 total
includes taxes & fees
24 Apr - 25 Apr
Dreamtime - Modern A-frame Cabin w/ Hot tub
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Miscellaneous

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (93)
"We enjoyed a very comfortable stay. House was very clean and cozy. We were a little surprised by the close proximity to other homes, but other than that it was as described. Hosts were easy to communicate with and created a very welcoming space for us. Thank you! "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
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 21 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 is a top apartment in the area: Family Farmhouse Inn: It’s situated in Mount Jackson, 39.9 mi/64.2 km from Winchester.
How many apartments can I expect to find in Winchester?
Expedia has 21 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 Winchester Little Theater, 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 Stonewall Jackson’s Headquarters 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.