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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
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19 Dec - 21 Dec

Cottages in Winchester

Property grounds
The Vue - Mountain top hot tub overlooking the Shenandoah River
The Vue - Mountain top hot tub overlooking the Shenandoah River
2.0 star property
9.8 out of 10, Exceptional, (8)
"Love the view and beautiful appointed decor throughout the home…"
United States
Lynn M.
The price is AED 661
AED 1,487 total
includes taxes & fees
4 Nov - 5 Nov
The Vue - Mountain top hot tub overlooking the Shenandoah River
Property grounds
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
10.0 out of 10, Exceptional, (1)
The price is AED 670
AED 1,679 total
includes taxes & fees
19 Nov - 20 Nov
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Cottage (1 Bedroom) | Interior
Hike, Sip & Explore: Charming Waterford Cottage!
Hike, Sip & Explore: Charming Waterford Cottage!
3.0 star property
The price is AED 470
AED 1,049 total
includes taxes & fees
30 Oct - 31 Oct
Hike, Sip & Explore: Charming Waterford Cottage!
Outdoor spa tub
Cozy Retreat - Hot tub + Mountain Views + Pets
Cozy Retreat - Hot tub + Mountain Views + Pets
9.8 out of 10, Exceptional, (51)
"This house was super charming and perfect for our weekend getaway!"
United States
Beth S.
The price is AED 352
AED 1,020 total
includes taxes & fees
11 Nov - 12 Nov
Cozy Retreat - Hot tub + Mountain Views + Pets
Property grounds
Cottage w/ Hot Tub and 100-Mile Valley Views!
Cottage w/ Hot Tub and 100-Mile Valley Views!
10.0 out of 10, Exceptional, (19)
"Pretty cabin with a wonderful view, especially from the hot tub. We will return!"
United States
Holly C.
The price is AED 367
AED 1,386 total
includes taxes & fees
28 Oct - 29 Oct
Cottage w/ Hot Tub and 100-Mile Valley Views!
Property grounds
Lake View Retreat - Cottage Near a Peaceful Lake!
Lake View Retreat - Cottage Near a Peaceful Lake!
9.6 out of 10, Exceptional, (21)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is AED 367
AED 1,324 total
includes taxes & fees
4 Nov - 5 Nov
Lake View Retreat - Cottage Near a Peaceful Lake!
Exterior
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
10.0 out of 10, Exceptional, (15)
"This is a very comfortable, quiet, and clean home, easily accessible by GPS. Great for our family of 6 with plenty of room and the home is stocked with essentials and conveniences (books, games, extra air mattress, crib, booster seat, etc.) Would definitely stay again for a get away to Berkeley Springs."
United States
Margaret Z.
The price is AED 547
AED 1,529 total
includes taxes & fees
26 Oct - 27 Oct
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Property grounds
Peaceful Lakefront Cottage with Mountain Views!
Peaceful Lakefront Cottage with Mountain Views!
9.8 out of 10, Exceptional, (29)
"Really enjoyed stay home was great "
United States
zachary b.
The price is AED 404
AED 1,394 total
includes taxes & fees
5 Nov - 6 Nov
Peaceful Lakefront Cottage with Mountain Views!
Terrace/patio
Woodsy Retreat with a Hot Tub and Seasonal Views!
Woodsy Retreat with a Hot Tub and Seasonal Views!
9.8 out of 10, Exceptional, (23)
"I highly recommend this cabin stay! It has absolutely everything you could need. Super clean and in a great area. Will definitely stay again if we get the chance."
United States
Claudia F.
The price is AED 367
AED 1,251 total
includes taxes & fees
5 Nov - 6 Nov
Woodsy Retreat with a Hot Tub and Seasonal Views!
Terrace/patio
Wild Hare Cottage
Wild Hare Cottage
10.0 out of 10, Exceptional, (8)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
United States
Jennifer K.
The price is AED 514
AED 871 total
includes taxes & fees
29 Oct - 30 Oct
Wild Hare Cottage
Exterior
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
2.0 star property
9.8 out of 10, Exceptional, (19)
"Very nice property with convenient location! Within walking distance of down town. "
United States
Logan S.
The price is AED 606
AED 1,117 total
includes taxes & fees
2 Nov - 3 Nov
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
1 bedroom, WiFi, bed sheets
The Carriage House at Carrot Top Cottage
The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (42)
"The place was super cute and clean. It was the perfect little getaway spot for my husband and I’s anniversary. "
United States
Holly W.
The price is AED 360
AED 626 total
includes taxes & fees
11 Nov - 12 Nov
The Carriage House at Carrot Top Cottage
House (Multiple Bedrooms) | Interior
'thomson Farm' Classic Home < 10 Mi to Vineyards!
'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
The price is AED 4,408
AED 6,794 total
includes taxes & fees
26 Oct - 27 Oct
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Property grounds
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
9.6 out of 10, Exceptional, (7)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
The price is AED 826
AED 1,440 total
includes taxes & fees
26 Oct - 27 Oct
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Exterior
Peaceful Waterfall House -- 2 bedroom hidden treasure
Peaceful Waterfall House -- 2 bedroom hidden treasure
9.6 out of 10, Exceptional, (9)
"What a nice, history rich house to stay in. You can tell it has old bones but has been maintained and is full of character. Loved the relaxing setting with the river running around the house. Plenty to explore on the property down by the water and in the woods. Exactly what’s needed for a relaxing get away. Close to town as well for anything needed. Kirsten was a great host. "
United States
Matt W.
The price is AED 737
AED 1,160 total
includes taxes & fees
29 Oct - 30 Oct
Peaceful Waterfall House -- 2 bedroom hidden treasure
Exterior
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
9.8 out of 10, Exceptional, (78)
"This is a cute property with great proximity to Shenandoah National Park. The house had everything needed. The property owners provided excellent communication to make sure evertything was nice! Our time there was wonderful."
United States
Jillene C.
The price is AED 536
AED 1,143 total
includes taxes & fees
5 Nov - 6 Nov
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Fridge, microwave, oven, stovetop
Royal Heritage Home @ Historic Leesburg
Royal Heritage Home @ Historic Leesburg
9.8 out of 10, Exceptional, (37)
"Beautiful home, three full bathrooms were all updated and large. Very clean. Walking distance to great restaurants and shops. We had a great weekend!"
United States
Alexa F.
The price is AED 698
AED 1,634 total
includes taxes & fees
5 Nov - 6 Nov
Royal Heritage Home @ Historic Leesburg
Interior
The Creekside Cottage: Downtown | Pet-Friendly
The Creekside Cottage: Downtown | Pet-Friendly
10.0 out of 10, Exceptional, (2)
"pet friendly, perfect spot in relation to downtown,,,,very quaint loved it!!!!"
United States
BECKY H.
The price is AED 808
AED 1,327 total
includes taxes & fees
26 Oct - 27 Oct
The Creekside Cottage: Downtown | Pet-Friendly
Outdoor dining
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
9.4 out of 10, Exceptional, (6)
"We really enjoyed our stay, the four bedrooms gave us lots of space. The hot tub was great and we enjoyed the balcony, too. Very close to lots of fun wineries and Harper’s Ferry. Quiet location on a road with other houses. I’d recommend bringing extra towels and a few wine glasses if you’re drinking nice wine. Lots of thoughtful touches — games, fireplace, spacious kitchen. It was great!"
United States
Renee P.
The price is AED 904
AED 2,474 total
includes taxes & fees
30 Oct - 31 Oct
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Exterior
18th Century Stone Cottage minutes from historic Middleburg
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (49)
"What a peaceful place and wonderful views."
United States
Debbie M.
The price is AED 1,010
AED 1,446 total
includes taxes & fees
29 Oct - 30 Oct
18th Century Stone Cottage minutes from historic Middleburg
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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Top Winchester Hotel Reviews

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

10/10 Excellent
"The place was great. Only complaint I have is the towels, they were very scratchy."
Samantha 1-night trip
Posted 22 hours ago
SpringHill Suites by Marriott Winchester

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