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Compare 180 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, (170)

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
9.8 out of 10, Exceptional, (26)

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
9.8 out of 10, Exceptional, (55)
The price is SAR 600
SAR 1,220 total
includes taxes & fees
27 Apr - 28 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 SAR 328
SAR 987 total
includes taxes & fees
30 Apr - 1 May

The Carriage House at Carrot Top Cottage
The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (35)
The price is SAR 394
SAR 668 total
includes taxes & fees
27 Apr - 28 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
10.0 out of 10, Exceptional, (1)

18th Century Stone Cottage minutes from historic Middleburg
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (39)
The price is SAR 1,032
SAR 1,477 total
includes taxes & fees
27 Apr - 28 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, (312)

Dreamtime - Modern A-frame Cabin w/ Hot tub
Dreamtime - Modern A-frame Cabin w/ Hot tub
10.0 out of 10, Exceptional, (37)
The price is SAR 1,084
SAR 1,361 total
includes taxes & fees
30 Apr - 1 May

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, (96)
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

SpringHill Suites by Marriott Winchester
5/5 Excellent
"This is a welcoming hotel. Rooms are large and well-equipped. Breakfast was complimentary and was the best we had in our 15 day road trip. I tend to stay at Springhill suites again if others are as good as this one."
A verified traveler from Belfast stayed at SpringHill Suites by Marriott Winchester
Posted 14 hours ago