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Featured Apartments in Winchester and around

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 €163
includes taxes & fees
2 Oct - 3 Oct
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 €124
includes taxes & fees
7 Oct - 8 Oct
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 €156
includes taxes & fees
2 Oct - 3 Oct
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 €210
includes taxes & fees
2 Oct - 3 Oct
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 €213
includes taxes & fees
2 Oct - 3 Oct
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 €200
includes taxes & fees
13 Oct - 14 Oct
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 €203
includes taxes & fees
5 Oct - 6 Oct
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 €140
includes taxes & fees
2 Oct - 3 Oct
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 €341
includes taxes & fees
6 Oct - 7 Oct
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 €236
includes taxes & fees
2 Oct - 3 Oct
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 €254
includes taxes & fees
8 Oct - 9 Oct
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 €191
includes taxes & fees
8 Oct - 9 Oct
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 €285
includes taxes & fees
15 Oct - 16 Oct
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 €247
includes taxes & fees
8 Oct - 9 Oct
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 €223
includes taxes & fees
9 Oct - 10 Oct
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.
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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
€124
Highest Price
€341

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 27 apartments in Winchester for your trip. Take time to enjoy the array of shops and top-notch restaurants in this vibrant area.
Why should you consider an apartment versus a traditional hotel?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for solo travellers who want to stay in a quieter area.
What's the best apartment for my stay in Winchester?
Below you'll find a favourite 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 are there in Winchester?
Expedia has 27 apartments to book in Winchester.
What will the weather be like when I travel to Winchester?
Although 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 temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.
What should I see in Winchester?
Travellers 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 make your trip smoother 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 International Airport (IAD), which is 41.7 mi (67.1 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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