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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Winchester cottages

Exterior

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.6 out of 10, Exceptional, (17 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
The price is AED 545
AED 812 total
includes taxes & fees
31 Mar - 1 Apr
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Outdoor spa tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Front Royal
9.8 out of 10, Exceptional, (14 reviews)
"Excellent place to stay. Shelly is an excellent host. Nice location "
United States
Lisa H.
The price is AED 1,074
AED 1,588 total
includes taxes & fees
25 Mar - 26 Mar
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Outdoor spa tub

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Boyce
10.0 out of 10, Exceptional, (32 reviews)
"Terrific host and property. Will definitely come back!"
United States
Kevin P.
The price is AED 1,173
AED 2,489 total
includes taxes & fees
22 Apr - 23 Apr
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
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, (18 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 1,091
AED 2,188 total
includes taxes & fees
13 Apr - 14 Apr
The Vue - Mountain Top hot tub overlooking the Shenandoah River
Exterior

Peaceful Waterfall House -- 2 bedroom hidden treasure

Peaceful Waterfall House -- 2 bedroom hidden treasure
Berkeley Springs
9.8 out of 10, Exceptional, (11 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
25 Mar - 26 Mar
Peaceful Waterfall House -- 2 bedroom hidden treasure
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, (24 reviews)
"Great house and location! "
United States
Johanna S.
The price is AED 680
AED 1,195 total
includes taxes & fees
25 Mar - 26 Mar
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
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
9.8 out of 10, Exceptional, (13 reviews)
"Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back."
United States
Jasmine M.
The price is AED 826
AED 1,440 total
includes taxes & fees
26 Mar - 27 Mar
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
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, (62 reviews)
"Had a great night away from it all, relaxed in the hot tub and looked at the stars! The host was very welcoming and gave us all the information we needed for our stay. Cannot recommend this get away property enough! "
United States
Andrew M.
The price is AED 306
AED 934 total
includes taxes & fees
1 Apr - 2 Apr
Cozy Retreat - Hot tub + Mountain Views + Pets
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, (24 reviews)
"Lovely views, very spacious, well appointed in terms of kitchen."
United States
sharyn m.
The price is AED 404
AED 1,640 total
includes taxes & fees
25 Mar - 26 Mar
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
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 1,390 total
includes taxes & fees
26 Mar - 27 Mar
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

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

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (90 reviews)
"What a great stay! The property is beautiful, comfortable, and as listed. We had a hiccup opening the door when we first arrived but our host responded immediately and we had no issues afterwards. If we visit Luray again, we definitely hope to stay here. "
United States
Suzanne R.
The price is AED 558
AED 1,156 total
includes taxes & fees
25 Mar - 26 Mar
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
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, (46 reviews)
"We enjoyed the stay and it was an easy walk to the places we wanted to go!"
United States
Mike S.
The price is AED 386
AED 655 total
includes taxes & fees
26 Mar - 27 Mar
The Carriage House at Carrot Top Cottage
Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (57 reviews)
"Loved out stay! "
United States
Emilee
The price is AED 1,010
AED 1,450 total
includes taxes & fees
30 Mar - 31 Mar
18th Century Stone Cottage minutes from historic Middleburg
Fridge, microwave, oven, stovetop

Royal Heritage Home @ Historic Leesburg

Royal Heritage Home @ Historic Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (40 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is AED 953
AED 1,961 total
includes taxes & fees
25 Mar - 26 Mar
Royal Heritage Home @ Historic Leesburg
Terrace/patio

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (33 reviews)
"The hot tub worked well. The place was clean. The location was fantastic. I had no problems but somebody may want to run the blower on wood burner and if I didn’t have 4 wheel drive; I would not get in and out of drive. For me the stay was fantastic "
United States
Greg N.
The price is AED 367
AED 1,345 total
includes taxes & fees
26 Mar - 27 Mar
Peaceful Lakefront Cottage with Mountain Views!
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 1,305 total
includes taxes & fees
9 Apr - 10 Apr
Lake View Retreat - Cottage Near a Peaceful Lake!
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, (25 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is AED 367
AED 1,228 total
includes taxes & fees
6 Apr - 7 Apr
Woodsy Retreat with a Hot Tub and Seasonal Views!
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 6,712 total
includes taxes & fees
25 Mar - 26 Mar
'thomson Farm' Classic Home < 10 Mi to Vineyards!
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

Hampton Inn Martinsburg

Hampton Inn Martinsburg

8/10 Good
"The front desk worker was very kind to me and my family :)"
Jessica 1-night trip
Posted 4 hours ago
Hampton Inn Martinsburg

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