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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Winchester cottages

Property grounds

The Vue - Mountain Top hot tub overlooking the Shenandoah River

The Vue - Mountain Top hot tub overlooking the Shenandoah River
Front Royal
10.0 out of 10, Exceptional, (15 reviews)
"We had a phenomenal stay! The view was absolutely breathtaking, and the house was well-kept and comfortable. We’re already talking about our next trip!"
United States
Dan P.
The price is AED 635
AED 1,591 total
includes taxes & fees
4 Mar - 5 Mar
The Vue - Mountain Top hot tub overlooking the Shenandoah River
Terrace/patio

"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
Front Royal
10.0 out of 10, Exceptional, (5 reviews)
"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!"
United States
Jay L.
The price is AED 411
AED 1,320 total
includes taxes & fees
18 Feb - 19 Feb
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Outdoor spa tub

Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (61 reviews)
"Cute little cottage with beautiful views. The hot tub and fire pit were a great bonus. We will come back!"
United States
Paul T.
The price is AED 327
AED 980 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Retreat - Hot tub + Mountain Views + Pets
House (Multiple Bedrooms) | Interior

'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
The price is AED 3,989
AED 6,711 total
includes taxes & fees
7 Feb - 8 Feb
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Exterior

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (84 reviews)
"Host was very welcoming and kept me informed throughout the process. They provided recommendations of places to eat and breweries nearby! "
United States
John G.
The price is AED 529
AED 1,135 total
includes taxes & fees
16 Feb - 17 Feb
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Exterior

Wild Hare Cottage

Wild Hare Cottage
Purcellville
10.0 out of 10, Exceptional, (12 reviews)
"Loved everything about this location and home - very quiet and charming. Very clean and felt like home. Will definitely visit again!"
United States
Anonymous traveler
The price is AED 463
AED 808 total
includes taxes & fees
11 Feb - 12 Feb
Wild Hare Cottage
Outdoor dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (23 reviews)
"Lovely views, very spacious, well appointed in terms of kitchen."
United States
sharyn m.
The price is AED 367
AED 1,606 total
includes taxes & fees
12 Feb - 13 Feb
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
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
Berkeley Springs
9.4 out of 10, Exceptional, (19 reviews)
"Nice place to stay"
United States
Roy C.
The price is AED 547
AED 1,517 total
includes taxes & fees
8 Feb - 9 Feb
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
1 bedroom, WiFi, bed sheets

The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (44 reviews)
"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
9 Feb - 10 Feb
The Carriage House at Carrot Top Cottage
Exterior

Peaceful Waterfall House -- 2 bedroom hidden treasure

Peaceful Waterfall House -- 2 bedroom hidden treasure
Berkeley Springs
9.6 out of 10, Exceptional, (10 reviews)
"Absolutely our favorite rental by far! Everything was perfect. So very relaxing"
United States
Christine M.
The price is AED 737
AED 1,156 total
includes taxes & fees
9 Feb - 10 Feb
Peaceful Waterfall House -- 2 bedroom hidden treasure
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (22 reviews)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is AED 367
AED 1,321 total
includes taxes & fees
11 Feb - 12 Feb
Lake View Retreat - Cottage Near a Peaceful Lake!
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (22 reviews)
"Really nice property, and exactly as advertised. There were several local restaurants within easy walking distance (we loved both Bolivar Bread and Snallygaster's) and it was a fairly easy walk to the historic part of Harper's Ferry. We also enjoyed the fire pit in the back yard."
United States
Greg B.
The price is AED 606
AED 1,109 total
includes taxes & fees
8 Feb - 9 Feb
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Terrace/patio

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
The price is AED 382
AED 1,359 total
includes taxes & fees
24 Feb - 25 Feb
Peaceful Lakefront Cottage with Mountain Views!
Outdoor spa tub

Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (20 reviews)
"Great view, very secluded"
United States
Matt s.
The price is AED 367
AED 1,394 total
includes taxes & fees
12 Feb - 13 Feb
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.6 out of 10, Exceptional, (10 reviews)
"We had a great stay "
United States
Lauren O.
The price is AED 421
AED 2,045 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Exterior

Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (24 reviews)
"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 1,247 total
includes taxes & fees
9 Feb - 10 Feb
Woodsy Retreat with a Hot Tub and Seasonal Views!
Exterior

Maple Haven - 3 BR 2.5 Bath Cottage 7 min to Bryce, Spa, Indoor Sauna, Game Room

Maple Haven - 3 BR 2.5 Bath Cottage 7 min to Bryce, Spa, Indoor Sauna, Game Room
Mount Jackson
The price is AED 759
AED 1,882 total
includes taxes & fees
19 Feb - 20 Feb
Maple Haven - 3 BR 2.5 Bath Cottage 7 min to Bryce, Spa, Indoor Sauna, Game Room
Terrace/patio

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.6 out of 10, Exceptional, (10 reviews)
"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
8 Feb - 9 Feb
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (55 reviews)
"Loved out stay! "
United States
Emilee
The price is AED 1,010
AED 1,446 total
includes taxes & fees
8 Feb - 9 Feb
18th Century Stone Cottage minutes from historic Middleburg
Interior

Royal Heritage Home @ Historic Leesburg

Royal Heritage Home @ Historic Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (39 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is AED 788
AED 1,730 total
includes taxes & fees
9 Feb - 10 Feb
Royal Heritage Home @ Historic Leesburg
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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Room was good for the price, staff was friendly and helpful "
thomas 1-night trip
Posted 2 days ago
Travelodge by Wyndham Winchester

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