Apartments in Winchester for Rent

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Apartments in Winchester

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.4 out of 10, Exceptional, (16)
"Small basement apartment had all we needed and wanted. Wonderful location. "
The price is ¥16,641
¥27,603 total
includes taxes & fees
Oct 2 - Oct 3
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Road Haven 1830

3.0 star property
9.6 out of 10, Exceptional, (36)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
The price is ¥19,082
¥21,429 total
includes taxes & fees
Oct 13 - Oct 14
Road Haven 1830

New studio conveniently located in town of Luray.

9.8 out of 10, Exceptional, (68)
"Great spot and very accommodating host!"
The price is ¥14,052
¥26,436 total
includes taxes & fees
Oct 2 - Oct 3
New studio conveniently located in town of Luray.

Best location! The Pullman Apt @ historic 1799 Inn

9.4 out of 10, Exceptional, (42)
"We had a great stay. The location is superb. It was a perfect getaway. The host was very communicative and the place was very nice. "
The price is ¥22,484
¥35,803 total
includes taxes & fees
Oct 2 - Oct 3
Best location! The Pullman Apt @ historic 1799 Inn

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

10.0 out of 10, Exceptional, (12)
"It was an amazing place, will recommend to friends and hopefully will be back."
The price is ¥21,789
¥36,007 total
includes taxes & fees
Oct 2 - Oct 3
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

Apple Mountain Retreat

10.0 out of 10, Exceptional, (18)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is ¥19,969
¥34,264 total
includes taxes & fees
Oct 2 - Oct 3
Apple Mountain Retreat

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (54)
"Love the 5 minute walk to restaurants! Also loved staying in an apartment in a historic house. Very nicely furnished and had everything we needed. "
The price is ¥22,499
¥34,452 total
includes taxes & fees
Oct 5 - Oct 6
Historic apartment in Old Town Warrenton, Virginia

Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick

10.0 out of 10, Exceptional, (15)
"Absolutely loved staying in this historic apartment! The hosts are incredibly friendly and the area is very walkable with local food and shops within a quarter to half mile. Such a great experience here, can’t recommend it enough and can’t wait to stay again!"
The price is ¥11,982
¥23,677 total
includes taxes & fees
Oct 2 - Oct 3
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick

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

10.0 out of 10, Exceptional, (2)
"We had a great time checking out Harpers Ferry and enjoyed staying here. Directions were clear and everything was described accurately. "
Cozy private ground floor apartment in townhome walking distance to historic HF

Scarborough Fair walk to downtown two story apt

9.6 out of 10, Exceptional, (4)
"Charming home! Lovely decor. Was perfect for our stay. Great location, walkable to the historical district. Host was very friendly and communicative. "
The price is ¥32,838
¥57,819 total
includes taxes & fees
Oct 6 - Oct 7
Scarborough Fair walk to downtown two story apt

Private apartment on a beautiful private farm!

10.0 out of 10, Exceptional, (5)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
The price is ¥19,969
¥39,965 total
includes taxes & fees
Oct 2 - Oct 3
Private apartment on a beautiful private farm!

The Downtown Flat at Creekside

10.0 out of 10, Exceptional, (11)
"Enjoyed it very much especially the heated bathroom floor and sauna."
The price is ¥25,113
¥43,426 total
includes taxes & fees
Oct 8 - Oct 9
The Downtown Flat at Creekside

Bass Reeves Cabin RPC

10.0 out of 10, Exceptional, (29)
"Cabin was in a great location, convenient to everything to do in and around Luray. Overall we had a great stay, though the furniture could use some updating to enhance comfort. "
Bass Reeves Cabin RPC

Dog-Friendly Downtown Studio — Walk to Park, Shops

2.0 star property
10.0 out of 10, Exceptional, (8)
"We had a great stay at this pet friendly spot! We were in the area to visit family, and the location was perfect. "
The price is ¥13,904
¥32,697 total
includes taxes & fees
Oct 2 - Oct 3
Dog-Friendly Downtown Studio — Walk to Park, Shops

The Lovely Lodging- 2 bedroom apartment

9.8 out of 10, Exceptional, (6)
"The main reason we picked this property was because it was the only one in the area for less than 100 a night. We were surprised with how clean and neat everything was, as well as the amenities that came with the property for what we paid. We felt safe and our dog loved it as well"
The Lovely Lodging- 2 bedroom apartment

Charming Loft In Winchester Va, Furnished and all Inclusive

8.0 out of 10, Very Good, (4)
"Nice property, everything works well. It's a perfect space for two people. If you're looking to explore the city and just come back to relax, it's a good option for you."
Charming Loft In Winchester Va, Furnished and all Inclusive

"Over The Ridge"Vintage Modern Apartment

10.0 out of 10, Exceptional, (3)
"The hosts were great! I enjoyed the tub and the soft lighting! "
"Over The Ridge"Vintage Modern Apartment

Nostalgia Lane in the heart of the city

9.0 out of 10, Wonderful, (11)
"Great location in the heart of Winchester. Walking distance to everything. "
The price is ¥27,365
¥48,435 total
includes taxes & fees
Oct 15 - Oct 16
Nostalgia Lane in the heart of the city

Downtown Luray Getaway ~ Walk to Everything

2.0 star property
9.6 out of 10, Exceptional, (5)
"The property is perfectly appointed for a family weekend stay. The kitchen is well stocked and the entire unit is appointed with everything you could need. Communication with the property owner was easy and they provided detailed answers to our questions. Would totally stay here again!"
The price is ¥15,177
¥42,770 total
includes taxes & fees
Oct 8 - Oct 9
Downtown Luray Getaway ~ Walk to Everything

Best location! The Ohio Suite @ historic 1799 Inn

9.4 out of 10, Exceptional, (14)
"The perfect location from which to explore the town."
The price is ¥23,963
¥37,934 total
includes taxes & fees
Oct 9 - Oct 10
Best location! The Ohio Suite @ historic 1799 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Find out more about Winchester

Find out more about Winchester

Winchester Apartments information

Number of reviews
349
Accommodation
206 Apartments
Lowest Price
¥21,429
Highest Price
¥57,819

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 27 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 favorite apartment in the area: Road Haven 1830: Situated in Mount Jackson, 39.9 mi/64.2 km from the heart of Winchester.
How many apartments can I expect to find in Winchester?
Expedia has 27 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 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.