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Our top choices for Winchester vacation homes

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (18 reviews)
"We enjoyed our stayed so much! This location is perfect. This property is so clean. "
United States
Nicole Z.
The price is ¥21,406
¥34,414 total
includes taxes & fees
Apr 12 - Apr 13
Mountain View Bungalow in Front Royal

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (40 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
The price is ¥25,370
¥51,244 total
includes taxes & fees
Apr 12 - Apr 13
Newly renovated Farm cottage with Mountain views

Shenandoah mountain cottage w/hot tub & fire pit

Shenandoah mountain cottage w/hot tub & fire pit
Front Royal
9.0 out of 10, Wonderful, (31 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is ¥27,107
¥49,800 total
includes taxes & fees
Apr 14 - Apr 15
Shenandoah mountain cottage w/hot tub & fire pit

The Apple Mountain House

The Apple Mountain House
Front Royal
9.8 out of 10, Exceptional, (11 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is ¥20,064
¥60,519 total
includes taxes & fees
Apr 15 - Apr 16
The Apple Mountain House

Cameron Charmer pristine downtown apt with double master suites

Cameron Charmer pristine downtown apt with double master suites
Winchester
9.4 out of 10, Exceptional, (6 reviews)
"Nice house in a good central location. "
United States
Mitchell V.
The price is ¥31,395
¥55,870 total
includes taxes & fees
May 10 - May 11
Cameron Charmer pristine downtown apt with double master suites

Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is ¥22,674
¥57,579 total
includes taxes & fees
Apr 21 - Apr 22
Bluemont home just minutes to wineries, breweries, hiking and more!

The Rollason River Retreat - Four Bedroom Home with Game Room and Boat Access

The Rollason River Retreat - Four Bedroom Home with Game Room and Boat Access
Front Royal
The price is ¥19,773
¥60,549 total
includes taxes & fees
Apr 12 - Apr 13
The Rollason River Retreat - Four Bedroom Home with Game Room and Boat Access

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Linden
10.0 out of 10, Exceptional, (26 reviews)
"Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. "
United States
Katelyn E.
The price is ¥34,090
¥66,983 total
includes taxes & fees
May 5 - May 6
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

Luxury Riverfront Home Getaway with Hot Tub

Luxury Riverfront Home Getaway with Hot Tub
Warren County
The price is ¥41,160
¥84,229 total
includes taxes & fees
Apr 22 - Apr 23
Luxury Riverfront Home Getaway with Hot Tub

Front royal majestic paradise

Front royal majestic paradise
Front Royal
Front royal majestic paradise

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Luray
9.8 out of 10, Exceptional, (68 reviews)
"This property was very clean and conveniently located to everything we wanted to do. We enjoyed our stay"
United States
Cindy H.
The price is ¥17,838
¥39,764 total
includes taxes & fees
Apr 13 - Apr 14
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Luray
9.8 out of 10, Exceptional, (41 reviews)
"Amazing stay in Luray, VA. House was very clean and up kept "
United States
Shedrick J.
The price is ¥21,263
¥53,402 total
includes taxes & fees
Apr 12 - Apr 13
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

The Blue Pearl by Zen Living

The Blue Pearl by Zen Living
Luray
9.6 out of 10, Exceptional, (12 reviews)
"Such a cute place and just perfect!"
United States
Anonymous traveler
The price is ¥15,519
¥44,280 total
includes taxes & fees
Apr 29 - Apr 30
The Blue Pearl by Zen Living

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.6 out of 10, Exceptional, (8 reviews)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is ¥14,128
¥34,912 total
includes taxes & fees
Apr 16 - Apr 17
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Sunset Mountain Cabin

Sunset Mountain Cabin
Rileyville
9.8 out of 10, Exceptional, (37 reviews)
"Absolutely enjoyed our time here! So peaceful and beautiful! The host was amazing and very responsive! Loved the hot tub and how very open the space was. Definitely would come back!"
United States
Kim B.
The price is ¥30,578
¥63,165 total
includes taxes & fees
Apr 12 - Apr 13
Sunset Mountain Cabin

Luray farmhouse on the river

Luray farmhouse on the river
Luray
9.4 out of 10, Exceptional, (45 reviews)
"It was a beautiful place, relaxing, great for a group to cook, sit on a porch, next to the deep water of The Shenandoah River. Great beds, kitchen was easy for several people cooking at the same time"
United States
David S.
The price is ¥28,398
¥62,726 total
includes taxes & fees
Apr 13 - Apr 14
Luray farmhouse on the river

Heishman Historic Hillside Home 4 Bedroom Home

Heishman Historic Hillside Home 4 Bedroom Home
3.0 star property
Wardensville
The price is ¥23,378
¥67,897 total
includes taxes & fees
Apr 13 - Apr 14
Heishman Historic Hillside Home 4 Bedroom Home

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Harpers Ferry
7.6 out of 10, Good, (27 reviews)
"The inside was well done and clean. Even though the neighbors are close, they were quiet. My husband and I were able to relax in a comfortable setting."
United States
Melissa H.
The price is ¥28,398
¥54,767 total
includes taxes & fees
Apr 21 - Apr 22
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (24 reviews)
"The house was very nice and the hosts were communicative and provided everything we needed."
United States
Jackie C.
The price is ¥29,016
¥70,651 total
includes taxes & fees
Apr 12 - Apr 13
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Cozy Wooded Cabin by National Park, EV Charger

Cozy Wooded Cabin by National Park, EV Charger
Star Tannery
10.0 out of 10, Exceptional, (6 reviews)
"This home was very secluded and had beautiful views. The interior was a perfect mix of historic and modern touches. Hosts were very responsive and we would stay here again!"
United States
Cyndi B.
The price is ¥28,398
¥59,481 total
includes taxes & fees
Apr 12 - Apr 13
Cozy Wooded Cabin by National Park, EV Charger
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

Find out more about Winchester

Winchester Vacation Homes information

Number of reviews
274
Accommodation
634 Vacation Homes
Lowest Price
¥34,414
Highest Price
¥84,229