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Our top choices for Winchester vacation homes
1. Entire home in Apple Mountain Lake, Virginia,
Entire home in Apple Mountain Lake, Virginia,Apple Mountain Lake
The price is AED 661
AED 1,296 total
includes taxes & fees
24 Aug - 25 Aug
2. Cameron Charmer pristine downtown apt with double master suites
Cameron Charmer pristine downtown apt with double master suitesWinchester
9.6 out of 10, Exceptional, (9 reviews)
"The property was exceptional and very comfortable. We enjoyed the amenities. We would book it for future trips again."
Carolyn F.
The price is AED 727
AED 1,294 total
includes taxes & fees
25 Aug - 26 Aug
3. Mountain View Bungalow in Front Royal
Mountain View Bungalow in Front RoyalFront Royal
10.0 out of 10, Exceptional, (37 reviews)
"Perfect place- would stay here again."
HEMANT S.
The price is AED 496
AED 818 total
includes taxes & fees
27 Aug - 28 Aug
4. Indigo Blue modern open vibe on tree lined street
Indigo Blue modern open vibe on tree lined streetWinchester Historic District
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay! The place was very clean and exactly as described. Michele communicated clearly and responded quickly, which made everything easy from check-in to check-out. The location was also perfect—very close to downtown and convenient to everything we wanted to do. We would definitely stay here again and highly recommend it to others!"
Elaina R.
The price is AED 808
AED 1,498 total
includes taxes & fees
23 Aug - 24 Aug
5. Newly renovated Farm cottage with Mountain views
Newly renovated Farm cottage with Mountain viewsStrasburg
10.0 out of 10, Exceptional, (48 reviews)
"What an absolutely lovely and peaceful place to stay! We had a wonderful visit. "
Stephanie T.
The price is AED 529
AED 1,130 total
includes taxes & fees
31 Aug - 1 Sep
6. Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont home just minutes to wineries, breweries, hiking and more!Bluemont
10.0 out of 10, Exceptional, (1 review)
"Amazingly comfortable place to call home for a few days with plenty of room for activities if you have to stay in! Bedrooms were lovely as were the bathrooms. Updated and very clean!!!! Host was extremely responsive and very easy to work with!! Bonus to bring our pup with us for the stay."
K O.
The price is AED 466
AED 1,240 total
includes taxes & fees
31 Aug - 1 Sep
7. Mountain home w/ hot tub & sunroom
Mountain home w/ hot tub & sunroomFront Royal
9.0 out of 10, Wonderful, (32 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
Elissa S.
The price is AED 605
AED 1,136 total
includes taxes & fees
15 Sep - 16 Sep
8. Bend of Brothers’ | Riverfront Cottage Shenandoah
Bend of Brothers’ | Riverfront Cottage ShenandoahFront Royal
8.0 out of 10, Very Good, (1 review)
"This is a new place and owners have done great work . Excellent value for the money ."
Dave B.
The price is AED 747
AED 1,587 total
includes taxes & fees
23 Aug - 24 Aug
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
TRU By Hilton Winchester
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