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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, (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 SAR 1,294
SAR 2,661 total
includes taxes & fees
27 Mar - 28 Mar

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
9.8 out of 10, Exceptional, (51)
The price is SAR 600
SAR 1,211 total
includes taxes & fees
8 Apr - 9 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 270
SAR 915 total
includes taxes & fees
30 Mar - 31 Mar

The Carriage House at Carrot Top Cottage
The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (34)
The price is SAR 394
SAR 668 total
includes taxes & fees
1 Apr - 2 Apr

Carrot Top Cottage surrounded by National Park
Carrot Top Cottage surrounded by National Park
10.0 out of 10, Exceptional, (34)

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 SAR 1,032
SAR 1,477 total
includes taxes & fees
27 Mar - 28 Mar
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, (307)

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
9.6 out of 10, Exceptional, (343)

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 SAR 1,084
SAR 1,330 total
includes taxes & fees
24 Apr - 25 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.
Recent reviews of Winchester hotels
Recent reviews of Winchester hotels

Salamander Resort And Spa
5/5 Excellent
"Great quick getaway! Wonderful spa and overall amazing experience!"
A verified traveler stayed at Salamander Resort And Spa
Posted 13 hours ago