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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, (20 reviews)
"We enjoyed our stayed so much! This location is perfect. This property is so clean. "
United States
Nicole Z.
The price is AED 496
AED 797 total
includes taxes & fees
20 Apr - 21 Apr
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 AED 588
AED 1,163 total
includes taxes & fees
26 Apr - 27 Apr
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 AED 703
AED 1,219 total
includes taxes & fees
26 Apr - 27 Apr
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 AED 478
AED 1,418 total
includes taxes & fees
22 Apr - 23 Apr
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 AED 727
AED 1,290 total
includes taxes & fees
17 May - 18 May
Cameron Charmer pristine downtown apt with double master suites

🔥 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 AED 921
AED 1,713 total
includes taxes & fees
30 Apr - 1 May
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

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

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is AED 503
AED 1,294 total
includes taxes & fees
28 Apr - 29 Apr
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 AED 608
AED 1,591 total
includes taxes & fees
21 Apr - 22 Apr
The Rollason River Retreat - Four Bedroom Home with Game Room and Boat Access

Greek Spa on private acreage! Stonefire pizza oven

Greek Spa on private acreage! Stonefire pizza oven
Front Royal
The price is AED 316
AED 1,107 total
includes taxes & fees
20 Apr - 21 Apr
Greek Spa on private acreage! Stonefire pizza oven

Comfy Getaway in Strasburg, VA!

Comfy Getaway in Strasburg, VA!
Strasburg
Comfy Getaway in Strasburg, VA!

Luxury Riverfront Home Getaway with Hot Tub

Luxury Riverfront Home Getaway with Hot Tub
Warren County
The price is AED 951
AED 1,935 total
includes taxes & fees
20 Apr - 21 Apr
Luxury Riverfront Home Getaway with Hot Tub

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, (42 reviews)
"Amazing stay in Luray, VA. House was very clean and up kept "
United States
Shedrick J.
The price is AED 493
AED 1,237 total
includes taxes & fees
19 Apr - 20 Apr
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

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 AED 327
AED 832 total
includes taxes & fees
19 Apr - 20 Apr
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is AED 562
AED 1,443 total
includes taxes & fees
20 Apr - 21 Apr
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

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 AED 658
AED 1,466 total
includes taxes & fees
20 Apr - 21 Apr
Luray farmhouse on the river

Sunset Mountain Cabin

Sunset Mountain Cabin
Rileyville
9.8 out of 10, Exceptional, (38 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 AED 707
AED 1,473 total
includes taxes & fees
20 Apr - 21 Apr
Sunset Mountain Cabin

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (33 reviews)
"The host was great in communicating check in and check out instructions! We appreciated being able to park in the driveway and the fenced in back yard was also a nice amenity. Would definitely stay here again!"
United States
Katherine s.
The price is AED 496
AED 1,115 total
includes taxes & fees
20 Apr - 21 Apr
Leesburg Hideaway- King Bed + Private Backyard

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
10.0 out of 10, Exceptional, (22 reviews)
"Host was super nice and location was pretty. "
United States
Kimberly B.
The price is AED 314
AED 931 total
includes taxes & fees
19 Apr - 20 Apr
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Ridgeview Mountain Cabin

Ridgeview Mountain Cabin
Rileyville
9.4 out of 10, Exceptional, (43 reviews)
"We had a great stay at this cabin! Host was responsive and gave many ideas of what to do. The cabin was cozy and it was a perfect stay! A must see is the caverns about 20-30 min away. We drove a Subaru Outback suv and had no problem with the road going up to the cabin, if it snows it can be slippery and icy going down, drive very slow. Overall 5 star stay! Thanks "
United States
Stephanie C.
The price is AED 749
AED 1,517 total
includes taxes & fees
19 Apr - 20 Apr
Ridgeview Mountain Cabin

Modern Cabin w Hot Tub & Indoor Pool/Gym Access!

Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
The Woods
8.6 out of 10, Excellent, (10 reviews)
"Great location, everything was great and we would stay again!"
United States
Lauren P.
The price is AED 546
AED 1,217 total
includes taxes & fees
19 Apr - 20 Apr
Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
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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