Search Apartments in Winchester

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Compare 132 Apartments in Winchester with updated reviews, rates, and availability.

Family Farmhouse Inn
Exterior

Family Farmhouse Inn

3.0 star property
9.6 out of 10, Exceptional, (32)
"Very nice management "
The price is SAR 485
SAR 544 total
includes taxes & fees
23 Dec - 24 Dec
Family Farmhouse Inn
Cozy 1BR Apt Minutes From Skyline Drive!!
Living area

Cozy 1BR Apt Minutes From Skyline Drive!!

9.6 out of 10, Exceptional, (24)
"This property is exactly as pictured and described. The host was accommodating and responsive. If I am back in the area I would stay here again. The location to many area attractions is perfect."
The price is SAR 507
SAR 945 total
includes taxes & fees
23 Dec - 24 Dec
Cozy 1BR Apt Minutes From Skyline Drive!!
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
Living area

Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC

10.0 out of 10, Exceptional, (21)
"This was my third stay. The unit is comfortable and very clean. Perfect size for one or two people"
The price is SAR 301
SAR 597 total
includes taxes & fees
23 Dec - 24 Dec
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg
Interior

Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg

10.0 out of 10, Exceptional, (6)
"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
Cozy 2-bedroom apartment in charming Berkeley Springs with AC, WiFi
Private kitchen

Cozy 2-bedroom apartment in charming Berkeley Springs with AC, WiFi

2.0 star property
2.0 out of 10, (1)
"We were really looking forward to a 5 day stay at this great looking property. Unfortunately we never received check in details and the host did not answer our messages via Vrbo or direct call/text message. We had to contact Vrbo and they couldn't reach the host either. Ended up having to request cancellation and refund and completely change our trip plans. Vrbo were apologetic and processed the refund within a week. Disappointed that we never heard anything back from the host."
The price is SAR 188
SAR 458 total
includes taxes & fees
23 Dec - 24 Dec
Cozy 2-bedroom apartment in charming Berkeley Springs with AC, WiFi
Best location! The Pullman Apt @ historic 1799 Inn
Dining

Best location! The Pullman Apt @ historic 1799 Inn

9.6 out of 10, Exceptional, (28)
"Had a great stay. Communication with owner was outstanding. "
The price is SAR 353
SAR 660 total
includes taxes & fees
2 Jan - 3 January 2025
Best location! The Pullman Apt @ historic 1799 Inn
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
Living area

New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!

10.0 out of 10, Exceptional, (21)
"We had a wonderful stay. Everything was exactly as described. Very clean, all necessities were great, linens and towels were very nice. The grounds are large with beautiful views. Very close to restaurants, wineries and breweries. The host was very helpful and responded within minutes. "
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
Trouvaille House Suite 2 Parisian Apartment

Trouvaille House Suite 2 Parisian Apartment

10.0 out of 10, Exceptional, (25)
"Within walking distance of Harper’s Ferry. Lovely neighborhood walk to nearby bakery and bar with live music. "
Trouvaille House Suite 2 Parisian Apartment
Best location! Baltimore Suite @ historic 1799 Inn
Living area

Best location! Baltimore Suite @ historic 1799 Inn

9.4 out of 10, Exceptional, (10)
"Our first stay in Harper's Ferry was wonderful. The location was perfect. Honestly i loved the sound of the train closeby. I hope to return soon."
Best location! Baltimore Suite @ historic 1799 Inn
Nostalgia Lane in the heart of the city
Private kitchen

Nostalgia Lane in the heart of the city

9.4 out of 10, Exceptional, (3)
"We enjoyed the small town feel of Winchester. Our stay here was the cherry on top. Such a beautiful place with so much personality, we will definitely be back!!!!"
The price is SAR 748
SAR 1,328 total
includes taxes & fees
23 Dec - 24 Dec
Nostalgia Lane in the heart of the city
Modern Chalet near Historic Harpers Ferry!
Exterior

Modern Chalet near Historic Harpers Ferry!

6.0 out of 10, (2)
"Nice place to stay. Smelled nice to me like linens"
Modern Chalet near Historic Harpers Ferry!
The Queen of Winchester Three Bedroom with Upper Level Deck
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The Queen of Winchester Three Bedroom with Upper Level Deck

10.0 out of 10, Exceptional, (1)
"If you want to be in the town and have quick access to everything, this is the place for you."
The price is SAR 297
SAR 755 total
includes taxes & fees
25 Dec - 26 Dec
The Queen of Winchester Three Bedroom with Upper Level Deck
National at Loudoun
Exterior

National at Loudoun

3.0 star property
7.6 out of 10, Good, (5)
"Great stay fast communication "
National at Loudoun
The Blue Door steps from Handley Library
Living area

The Blue Door steps from Handley Library

2.0 star property
The price is SAR 432
SAR 728 total
includes taxes & fees
23 Dec - 24 Dec
The Blue Door steps from Handley Library
Morocco Loft 2BR overlooking city walking mall
Room

Morocco Loft 2BR overlooking city walking mall

2.0 star property
10.0 out of 10, Exceptional, (2)
"Love the location, availability of parking, and the loft was very comfortable and had everything we needed."
Morocco Loft 2BR overlooking city walking mall
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Room

Cameron Grace Brand New 1BR 1BA apt downtown Winchester

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very enjoyable stay right in historical Winchester. We enjoyed walking to a German restaurant for dinner and rested well. "
The price is SAR 582
SAR 970 total
includes taxes & fees
23 Dec - 24 Dec
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Lakeside Bliss - Lake, Hot Tub, Fire Pit
Room

Lakeside Bliss - Lake, Hot Tub, Fire Pit

Lakeside Bliss - Lake, Hot Tub, Fire Pit
Berkeley Springs Haven w/ Sleepy Creek Access!
Berkleley Springs Vacation Rental | Studio | 1BA | 300 Sq Ft | 1 Story

Berkeley Springs Haven w/ Sleepy Creek Access!

10.0 out of 10, Exceptional, (60)
"The cottage was perfect for our needs. The wifi listed online was not correct, however, the owner came over immediately to figure out the issue. One suggestion would be to supply mini toiletries (shampoo, conditioner, body wash, etc.) We enjoyed our quick visit!"
Berkeley Springs Haven w/ Sleepy Creek Access!
Harpers Ferry Apartment w/ Private Pool & Hot Tub!
Harpers Ferry Vacation Rental | 2BR | 1BA | 1,000 Sq Ft | 2 Steps to Access

Harpers Ferry Apartment w/ Private Pool & Hot Tub!

10.0 out of 10, Exceptional, (74)
" Warm and welcoming, enjoyed drinking our morning coffee on the patio. Location was great. Would definitely stay there again. "
Harpers Ferry Apartment w/ Private Pool & Hot Tub!
Trouvaille House Suite 3 Klimt Suite

Trouvaille House Suite 3 Klimt Suite

9.8 out of 10, Exceptional, (27)
"Instructions were clear and host was quick with responses. The place was clean and quiet. And who doesn't like Harpers Ferry?"
The price is SAR 586
SAR 922 total
includes taxes & fees
26 Dec - 27 Dec
Trouvaille House Suite 3 Klimt Suite
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

Hidden Gem in the woods with hot tub
Exterior

Hidden Gem in the woods with hot tub

9.6 out of 10, Exceptional, (66)
"Nice"
Hidden Gem in the woods with hot tub
Secluded, Cozy Cottage in the Shenandoah Valley
Quiet nights and so many stars.

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (162)
"It's the perfect cozy place for two for Thanksgiving. The indoor fireplace has plenty of firewood, and the outdoor firepit has a grill plate, perfect for making smores. We started our mornings having coffee in the hot tub. We will stay here again! "
Secluded, Cozy Cottage in the Shenandoah Valley
Terra Alta - Incredible River Views and Hot Tub!
Soak in the tub while enjoying the beautiful view of the river below!

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is SAR 1,044
SAR 2,437 total
includes taxes & fees
26 Dec - 27 Dec
Terra Alta - Incredible River Views and Hot Tub!
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 20 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: Family Farmhouse Inn: 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 20 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 Frederick Douglass Park 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.