Apartments in Winchester

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Featured Apartments in Winchester

Pretty Little Apt by the Train II
Interior

Pretty Little Apt by the Train II

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great time. Love this city"
The price is NZ$373
includes taxes & fees
3 Nov - 4 Nov
Pretty Little Apt by the Train II
Delicious Cabin • Screened Porch, Hot Tub & Charm
Terrace/patio

Delicious Cabin • Screened Porch, Hot Tub & Charm

9.8 out of 10, Exceptional, (10)
"We thoroughly enjoyed our quick visit at the cabin. It's a beautiful property with an incredibly well stocked kitchen and house. The property manager was helpful and responsive to our questions. The location is super convenient to wineries and hikes. Would stay again!"
The price is NZ$662
includes taxes & fees
16 Oct - 17 Oct
Delicious Cabin • Screened Porch, Hot Tub & Charm
Skyland Hideaway | Mountain Cabin w/ Hot Tub
TV, fireplace, offices

Skyland Hideaway | Mountain Cabin w/ Hot Tub

10.0 out of 10, Exceptional, (14)
"We just stayed at SkyLand The house was clean, comfortable and welcoming. Matt is a great host Very responsive. The hot tub needed more water...no big deal. The beds were comfy and the coffee much appreciated upon arrival. Definitely wanna stay again."
The price is NZ$614
includes taxes & fees
22 Oct - 23 Oct
Skyland Hideaway | Mountain Cabin w/ Hot Tub
Rosamond nice downtown studio apt
Interior

Rosamond nice downtown studio apt

8.0 out of 10, Very good, (2)
"Small but appropriately priced."
The price is NZ$331
includes taxes & fees
5 Oct - 6 Oct
Rosamond nice downtown studio apt
Private apartment on a beautiful private farm!
Property grounds

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 NZ$456
includes taxes & fees
16 Oct - 17 Oct
Private apartment on a beautiful private farm!
Apple Mountain Retreat
Property grounds

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 NZ$397
includes taxes & fees
5 Oct - 6 Oct
Apple Mountain Retreat
Cameron Grace Charming loft 1-bedroom apt in downtown Winchester
Private kitchen

Cameron Grace Charming loft 1-bedroom apt in downtown Winchester

2.0 star property
The price is NZ$445
includes taxes & fees
4 Nov - 5 Nov
Cameron Grace Charming loft 1-bedroom apt in downtown Winchester
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Dining

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

9.0 out of 10, Wonderful, (6)
"Our Wonder Clock stay was great. Everything was as expected. Location to downtown was awesome and very easily walkable. Our stay was cut short unexpectedly, but we would stay here again! The host was very responsive to one concern we had and was willing to fix immediately. "
The price is NZ$635
includes taxes & fees
4 Nov - 5 Nov
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Cozy English Basement Apt quiet but close to downtown
Exterior

Cozy English Basement Apt quiet but close to downtown

9.6 out of 10, Exceptional, (7)
"Downtown Winchester is charming, and the property was an easy walk from downtown (though in a safe suburban neighborhood). The property itself was just as advertised. I was able to cook meals there; the bed was comfortable; it was much nicer and more varied than a hotel room."
The price is NZ$301
includes taxes & fees
4 Nov - 5 Nov
Cozy English Basement Apt quiet but close to downtown
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
2 bedrooms, travel cot, WiFi, bed sheets

NEW! Historic Schoolhouse HotTub+FirePit+Wineries

The price is NZ$581
includes taxes & fees
6 Oct - 7 Oct
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Scarborough Fair walk to downtown two story apt
Terrace/patio

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 NZ$672
includes taxes & fees
3 Nov - 4 Nov
Scarborough Fair walk to downtown two story apt
Morocco Loft 2BR overlooking city walking mall
Living area

Morocco Loft 2BR overlooking city walking mall

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
The price is NZ$547
includes taxes & fees
21 Oct - 22 Oct
Morocco Loft 2BR overlooking city walking mall
Secluded Cabin Escape • Hot Tub & Games • 13 Acres
Outdoor spa tub

Secluded Cabin Escape • Hot Tub & Games • 13 Acres

10.0 out of 10, Exceptional, (8)
"Property is absolutely gorgeous. House is big, clean coffee was good. Love the decor and lights. Definitely will stay here again. "
The price is NZ$736
includes taxes & fees
6 Oct - 7 Oct
Secluded Cabin Escape • Hot Tub & Games • 13 Acres
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Interior

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

10.0 out of 10, Exceptional, (1)
"Jessica was a wonderful host. Outdoor table was lovely with a great view of a garden with cows as next door neighbors "
The price is NZ$425
includes taxes & fees
14 Oct - 15 Oct
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
The Honeymoon Cabin | Private Retreat w/ hot tub
Outdoor spa tub

The Honeymoon Cabin | Private Retreat w/ hot tub

The price is NZ$619
includes taxes & fees
4 Nov - 5 Nov
The Honeymoon Cabin | Private Retreat w/ hot tub
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 NZ$364
includes taxes & fees
12 Oct - 13 Oct
Cozy studio close to Skyline Drive, Hiking, and Main Street.
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Microwave, oven, stovetop, dishwasher

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

The price is NZ$668
includes taxes & fees
4 Nov - 5 Nov
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Nostalgia Lane in the heart of the city
3 bedrooms, iron/ironing board, WiFi, bed sheets

Nostalgia Lane in the heart of the city

9.0 out of 10, Wonderful, (12)
"Great location in the heart of Winchester. Walking distance to everything. "
The price is NZ$571
includes taxes & fees
3 Nov - 4 Nov
Nostalgia Lane in the heart of the city
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
Exterior

The Foxwood Cabin | Hot Tub, Screened Porch, Grill

10.0 out of 10, Exceptional, (5)
"Our stay was positively excellent. The property was extremely well-kept and clean. The king bed was so comfortable, and the master bedroom was magical. The hot tub was the icing on the cake, and the views were stunning. I would recommend this property to anyone looking to get away from the hustle and bustle of every day living."
The price is NZ$779
includes taxes & fees
15 Oct - 16 Oct
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
Road Haven 1830
Garden

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 NZ$248
includes taxes & fees
8 Oct - 9 Oct
Road Haven 1830
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

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Very nice property. "
Pam 1-night trip
Posted 3 days ago
Comfort Inn & Suites Winchester

Find out more about Winchester

Find out more about Winchester

Winchester Apartments information

Number of reviews
122
Accommodation
210 Apartments
Lowest Price
NZ$248
Highest Price
NZ$779

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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