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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, (23 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 809 total
includes taxes & fees
6 May - 7 May
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 1,187 total
includes taxes & fees
3 May - 4 May
Newly renovated Farm cottage with Mountain views

Mountain cabin w/hot tub & lake access

Mountain cabin w/hot tub & lake access
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 1,259 total
includes taxes & fees
5 May - 6 May
Mountain cabin w/hot tub & lake access

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 1,265 total
includes taxes & fees
6 May - 7 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)
"Lovely home and great view. Host communication was fabulous. The welcome snacks, wine, and toiletries were very sweet. "
United States
Kathryn B.
The price is AED 695
AED 1,443 total
includes taxes & fees
5 May - 6 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 808
AED 1,705 total
includes taxes & fees
11 May - 12 May
Bluemont home just minutes to wineries, breweries, hiking and more!

Comfy Getaway in Strasburg, VA!

Comfy Getaway in Strasburg, VA!
Strasburg
The price is AED 400
AED 1,210 total
includes taxes & fees
7 May - 8 May
Comfy Getaway in Strasburg, VA!

Greek Spa on private acreage! Stonefire pizza oven

Greek Spa on private acreage! Stonefire pizza oven
Front Royal
The price is AED 441
AED 1,276 total
includes taxes & fees
19 May - 20 May
Greek Spa on private acreage! Stonefire pizza oven

Forest Haven: Trails, Stars & Serenity (Ravens’ Ridge)

Forest Haven: Trails, Stars & Serenity (Ravens’ Ridge)
Shenandoah Farms
The price is AED 638
AED 1,931 total
includes taxes & fees
3 May - 4 May
Forest Haven: Trails, Stars & Serenity (Ravens’ Ridge)

Luxury Riverfront Home Getaway with Hot Tub

Luxury Riverfront Home Getaway with Hot Tub
Warren County
The price is AED 951
AED 1,947 total
includes taxes & fees
5 May - 6 May
Luxury Riverfront Home Getaway with Hot Tub

⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!
Front Royal
10.0 out of 10, Exceptional, (11 reviews)
"Roomy, well stocked kitchen, and great view. Appreciated the chopsticks!"
United States
Brian T.
The price is AED 1,236
AED 2,679 total
includes taxes & fees
3 May - 4 May
⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

Virginia Mirror Cabin

Virginia Mirror Cabin
Linden Virginia
The price is AED 1,322
AED 1,527 total
includes taxes & fees
12 May - 13 May
Virginia Mirror Cabin

Armory Quarters B

Armory Quarters B
3.0 star property
Bolivar
The price is AED 519
AED 703 total
includes taxes & fees
3 May - 4 May
Armory Quarters B

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 836 total
includes taxes & fees
3 May - 4 May
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

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, (44 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
3 May - 4 May
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

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 1,460 total
includes taxes & fees
3 May - 4 May
Sunset Mountain Cabin

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, (25 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
The price is AED 538
AED 1,467 total
includes taxes & fees
6 May - 7 May
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Luray Escape . Hot Tub . 15 Min to Skyline Drive

Luray Escape . Hot Tub . 15 Min to Skyline Drive
Luray
9.4 out of 10, Exceptional, (13 reviews)
"Such a cute place and just perfect!"
United States
Anonymous traveler
The price is AED 359
AED 1,049 total
includes taxes & fees
4 May - 5 May
Luray Escape . Hot Tub . 15 Min to Skyline Drive

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

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (23 reviews)
"Host was super nice and location was pretty. "
United States
Kimberly B.
The price is AED 314
AED 951 total
includes taxes & fees
3 May - 4 May
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (34 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 1,132 total
includes taxes & fees
5 May - 6 May
Leesburg Hideaway- King Bed + Private Backyard
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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