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Our top choices for Winchester cottages
Cottage in Berryville
1800s Cozy Kitchen House in Berryville10.0 out of 10, Exceptional, (1)
"This unique gem was resurrected and rebirthed. It screams creativity and provides all of the comforts of home with the perfect balance between modern conveniences and days of yore. Great location for Harper’s Ferry goers. Definitely cannot say enough good things because it’s one helluva of a place to rest."
Kelly G.
The price is NZ$315
includes taxes & fees
21 Jan - 22 Jan 2026
Cottage in Front Royal
The Vue - Mountain top hot tub overlooking the Shenandoah River9.8 out of 10, Exceptional, (10)
"Love the view and beautiful appointed decor throughout the home…"
Lynn M.
The price is NZ$610
includes taxes & fees
5 Jan - 6 Jan 2026
Cottage in Front Royal
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal10.0 out of 10, Exceptional, (3)
"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"
Jay L.
The price is NZ$706
includes taxes & fees
5 Jan - 6 Jan 2026
Cottage in Boyce
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi10.0 out of 10, Exceptional, (31)
"Good location. Large fenced in yard. Plenty of room. Would book again."
Don M.
The price is NZ$1,290
includes taxes & fees
28 Dec - 29 Dec
Cottage in Fort Valley
Cozy Retreat - Hot tub + Mountain Views + Pets9.8 out of 10, Exceptional, (55)
"It was a beautiful getaway from all of the busy mess from our normal lives"
Tailor N.
The price is NZ$464
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage in Leesburg
'thomson Farm' Classic Home < 10 Mi to Vineyards!The price is NZ$3,129
includes taxes & fees
27 Dec - 28 Dec
Cottage in Berkeley Springs
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers9.4 out of 10, Exceptional, (19)
"Nice place to stay"
Roy C.
The price is NZ$707
includes taxes & fees
27 Dec - 28 Dec
Cottage in Purcellville
Wild Hare Cottage10.0 out of 10, Exceptional, (10)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
Jennifer K.
The price is NZ$408
includes taxes & fees
7 Jan - 8 Jan 2026
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.
Top Winchester Hotel Reviews
Hampton Inn Martinsburg
10/10 Excellent
Find out more about Winchester
Winchester Cottages information
Number of reviews | 425 |
|---|---|
Accommodation | 191 Cottages |
Lowest Price | NZ$292 |
Highest Price | NZ$3,129 |
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