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Holiday Homes in Winchester

Find the holiday homes that appeal to you the most

The best holiday homes in Winchester

Check out our pick of great holiday homes in Winchester

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Pet-Friendly Berryville Home Walk to Main Street!

Berryville (Near Winchester)

Set in Berryville in the Virginia region, Pet-Friendly Berryville Home Walk to Main Street! features a patio.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews
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Modern Mountain Cottage w Hot Tub, Fire Pit, WiFi

Inwood (Near Winchester)

Situated in Inwood, 28 km from Locust Hill Golf Course and 35 km from Glen Burnie Historic House And Gardens, Modern Mountain Cottage w Hot Tub, Fire Pit, WiFi offers air conditioning.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 5 reviews
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Hot Tub, Wraparound Deck, & WiFi at Chalet Cabin

Inwood (Near Winchester)

Featuring air-conditioned accommodation with a patio, Hot Tub, Wraparound Deck, & WiFi at Chalet Cabin is set in Inwood.

R
Raxhana
From
United States
The location is great, nestled into the mountain area and very quaint.
Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 6 reviews
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All holiday homes in Winchester

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Winchester and surroundings in the past month

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Popular with guests booking holiday homes in Winchester

Popular with guests booking holiday homes in Winchester

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Popular with guests booking holiday homes in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Popular with guests booking holiday homes in Winchester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking holiday homes in Winchester

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Hotels near Luray Caverns

Hotels close to a popular local landmark.

Hotels near Potomac Mills

Hotels close to a popular local landmark.

Holiday Homes in Front Royal

Flexible on where to stay? Look up holiday homes in nearby Front Royal, not too far from Winchester.

Holiday Homes in Harpers Ferry

Find more hotels in a city close to Harpers Ferry.

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