Winchester Chalets

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Our total price for your stay includes taxes and fees

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Chalets in Winchester

Our top choices for Winchester chalets

$540 nightly

Sep 2 - Sep 3

Total with taxes and fees

"Beautiful home in a lovely, private setting. A very attentive and solicitous host, the experience could not have been better. "

$286 nightly

Sep 3 - Sep 4

Total with taxes and fees

"Loved the place and the secluded mountain setting. "

$294 nightly

Aug 31 - Sep 1

Total with taxes and fees

"Tiny house, just adorable! Clean and bright. Wrap around porch & hot tub were wonderful. We will definitely look ti book again!"

$236 nightly

Aug 28 - Aug 29

Total with taxes and fees

"Wonderful place, peaceful and quiet. Very clean!! Didn't have to travel to far if we wanted to find things to do.."

$295 nightly

Sep 3 - Sep 4

Total with taxes and fees

"Very fun stay, very clean. Beautiful weather for walking around the place. Would definitely come back!!"

$270 nightly

Aug 28 - Aug 29

Total with taxes and fees

"Had a good time"

$351 nightly

Sep 1 - Sep 2

Total with taxes and fees

$261 nightly

Sep 1 - Sep 2

Total with taxes and fees

"Loved the beautiful scenery and location. Very peaceful and relaxing. Just what we were looking for. "

$280 nightly

Sep 2 - Sep 3

Total with taxes and fees

"Overall we had a very nice stay. The place was clean, however there were some general maintenance things that needed attention. The kitchen was not fully equipped if "

"Clean, comfortable cabin, and very effective communication from the host."

$230 nightly

Sep 1 - Sep 2

Total with taxes and fees

"Very nice very clean facility very good directions how to get there everything went well "

$280 nightly

Sep 1 - Sep 2

Total with taxes and fees

"Winter festival on the mountain "

$282 nightly

Sep 4 - Sep 5

Total with taxes and fees

"Tony was a couple minute message away for questions and suggestions!"

$404 nightly

Sep 1 - Sep 2

Total with taxes and fees

"Our family had a cozy weekend at the cabin. Tony was super helpful and a great host. Thank you for sharing your lovely property with us!"

$278 nightly

Sep 4 - Sep 5

Total with taxes and fees

"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"

$349 nightly

Sep 18 - Sep 19

Total with taxes and fees

"We had a fabulous time and highly recommend this rental."

$254 nightly

Sep 2 - Sep 3

Total with taxes and fees

"Perfect little cabin for my husband & I with our dog. The bed was very comfortable & house was clean. Easy to find in a peaceful location. "

$242 nightly

Sep 9 - Sep 10

Total with taxes and fees

"Loved the hot tub and fire pit. Dogs enjoyed the secluded property."

$239 nightly

Sep 2 - Sep 3

Total with taxes and fees

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Top Winchester Hotel Reviews

Courtyard by Marriott Winchester

10/10 Excellent

"Wonderful hotel, staff were friendly and helpful. The room was awesome and very clean. Great location. I recommend this hotel. We will be come back when we visit Winchester again."

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Country Inn and Suites is just what we needed after a long day of driving. Check in was easy, the front desk was kind and helpful while the room was cool and comfortable. I will say that the property needs some updating. Waffle machine is broken, walls need paint in the hallways and rooms. We slept well and left rested. Thank you "

Find out more about Winchester