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Compare 184 Cottages in Winchester with updated reviews, rates, and availability.

Secluded, Cozy Cottage in the Shenandoah Valley
Secluded, Cozy Cottage in the Shenandoah Valley
10.0 out of 10, Exceptional, (168)

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
9.8 out of 10, Exceptional, (25)
The price is AED 1,192
AED 2,510 total
includes taxes & fees
16 Apr - 17 Apr

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
9.8 out of 10, Exceptional, (53)
The price is AED 588
AED 1,186 total
includes taxes & fees
6 Apr - 7 Apr

Cozy Retreat - Hot tub + Mountain Views + Pets
Cozy Retreat - Hot tub + Mountain Views + Pets
10.0 out of 10, Exceptional, (25)
The price is AED 265
AED 892 total
includes taxes & fees
4 Apr - 5 Apr

The Carriage House at Carrot Top Cottage
The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (35)
The price is AED 386
AED 655 total
includes taxes & fees
15 Apr - 16 Apr

Carrot Top Cottage surrounded by National Park
Carrot Top Cottage surrounded by National Park
10.0 out of 10, Exceptional, (35)

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond
Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

18th Century Stone Cottage minutes from historic Middleburg
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (38)
The price is AED 1,010
AED 1,446 total
includes taxes & fees
6 Apr - 7 Apr
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

Star view cabin-Riverfront
Star view cabin-Riverfront
9.8 out of 10, Exceptional, (308)

Dreamtime - Modern A-frame Cabin w/ Hot tub
Dreamtime - Modern A-frame Cabin w/ Hot tub
10.0 out of 10, Exceptional, (36)
The price is AED 1,062
AED 1,329 total
includes taxes & fees
24 Apr - 25 Apr

Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
9.8 out of 10, Exceptional, (92)
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.
Recent reviews of Winchester hotels
Recent reviews of Winchester hotels

Spark by Hilton Winchester
5/5 Excellent
"Great location, right off the highway. Will definitely stay here again!"
A verified traveler stayed at Spark by Hilton Winchester
Posted 8 hours ago