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Our top choices for Winchester cottages

Apple Mountain House • Hot Tub • Game Room

Apple Mountain House • Hot Tub • Game Room
Front Royal
9.8 out of 10, Exceptional, (12 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is AED 632
AED 1,514 total
includes taxes & fees
12 May - 13 May
Apple Mountain House • Hot Tub • Game Room

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 825 total
includes taxes & fees
11 May - 12 May
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

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 1,592 total
includes taxes & fees
11 May - 12 May
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

The VUE • Mountaintop 4BR • Hot Tub & Views

The VUE • Mountaintop 4BR • Hot Tub & Views
Front Royal
10.0 out of 10, Exceptional, (20 reviews)
"Good communication from the host, very beautiful home with amazing scenery! Our group had a great time!"
United States
Devin P.
The VUE • Mountaintop 4BR • Hot Tub & Views

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, (35 reviews)
"A very spacious and well equipped home to get away from it all; but, also convenient to Winchester for a night out. The fenced in areas for dogs were lovely."
United States
David A.
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

All-Inclusive 4BR • Mountain Views • Hot Tub

All-Inclusive 4BR • Mountain Views • Hot Tub
Front Royal
The price is AED 624
AED 1,527 total
includes taxes & fees
10 May - 11 May
All-Inclusive 4BR • Mountain Views • Hot 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, (21 reviews)
"Great view, very secluded"
United States
Matt s.
The price is AED 367
AED 1,390 total
includes taxes & fees
11 May - 12 May
Cottage w/ Hot Tub and 100-Mile Valley Views!

Peaceful Waterfall House -- 2 bedroom hidden treasure

Peaceful Waterfall House -- 2 bedroom hidden treasure
Berkeley Springs
9.8 out of 10, Exceptional, (12 reviews)
"House was great, though a little cold for the winter. Perfect place to get away! "
United States
Krystal A.
The price is AED 737
AED 1,156 total
includes taxes & fees
11 May - 12 May
Peaceful Waterfall House -- 2 bedroom hidden treasure

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (58 reviews)
"Loved out stay! "
United States
Emilee
The price is AED 1,010
AED 1,458 total
includes taxes & fees
7 Jun - 8 Jun
18th Century Stone Cottage minutes from historic Middleburg

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 had wonderful spaces to use for our weekend getaway!"
United States
Jessame P.
The price is AED 367
AED 1,333 total
includes taxes & fees
25 May - 26 May
Lake View Retreat - Cottage Near a Peaceful Lake!

Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (65 reviews)
"We enjoyed the hot tub, the views, and the easy check in/check out."
United States
Dakota B.
Cozy Retreat - Hot tub + Mountain Views + Pets

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Very nice little house! Very clean and a good amount of space for the 3 of us. "
United States
Samantha D.
The price is AED 802
AED 1,356 total
includes taxes & fees
11 May - 12 May
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

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

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (93 reviews)
"Our Host was very responsive and flexible, the home was well equipped, clean, and had plenty of room and conveniences to make our stay excellent."
United States
Joseph S.
The price is AED 558
AED 1,160 total
includes taxes & fees
10 May - 11 May
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

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, (16 reviews)
"Property was beautiful, and the hot tub was amazing! We will definitely book again!"
United States
KasiLyn D.
The price is AED 826
AED 1,453 total
includes taxes & fees
10 May - 11 May
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

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 place to stay! Well decorated, equipped and spacious! Outdoor fire pit and a huge stack of firewood was a nice bonus"
United States
Steve S.
The price is AED 803
AED 1,730 total
includes taxes & fees
11 May - 12 May
Royal Heritage Home @ Historic Leesburg

The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (47 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
The price is AED 455
AED 740 total
includes taxes & fees
21 May - 22 May
The Carriage House at Carrot Top Cottage

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (35 reviews)
"The house is lovely and clean, and has a great view of the lake. We reserved during the winter and couldn’t use the lake but would love to return in warmer weather to be able to use more of the outdoors. "
United States
Cathy W.
The price is AED 735
AED 1,884 total
includes taxes & fees
24 May - 25 May
Peaceful Lakefront Cottage with Mountain Views!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (25 reviews)
"The host was prompt with answering any inquiries. The house was well stocked. Great area to visit."
United States
Ellen B.
The price is AED 1,010
AED 2,538 total
includes taxes & fees
25 May - 26 May
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

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, (26 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 1,259 total
includes taxes & fees
25 May - 26 May
Woodsy Retreat with a Hot Tub and Seasonal Views!

Indoor Sauna, Arcade & Hot Tub - Bryce Resort, Hiking & Shenandoah Wineries

Indoor Sauna, Arcade & Hot Tub - Bryce Resort, Hiking & Shenandoah Wineries
Mount Jackson
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean, well maintained and easily accommodated two families with small children. The kitchen and rooms were equipped with all the essentials. The hosts were pleasant and very responsive. "
United States
Dani A.
Indoor Sauna, Arcade & Hot Tub - Bryce Resort, Hiking & Shenandoah Wineries
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

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