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Our top choices for Winchester vacation homes

The Apple Mountain House

The Apple Mountain House
Front Royal
9.6 out of 10, Exceptional, (10 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is ¥14,509
¥52,710 total
includes taxes & fees
Feb 9 - Feb 10
The Apple Mountain House

Lamontagne Farmhouse a Rural Pristine Setting

Lamontagne Farmhouse a Rural Pristine Setting
Bluemont
10.0 out of 10, Exceptional, (12 reviews)
"We loved our stay at this beautiful tranquil farmhouse. Our two Golden’s enjoyed the outdoor space. Hiking close by, a beautiful drive to visit Middleburg is a must. We highly recommend this charming getaway."
United States
AnneMarie M.
The price is ¥16,716
¥39,877 total
includes taxes & fees
Feb 5 - Feb 6
Lamontagne Farmhouse a Rural Pristine Setting

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (13 reviews)
"Super cute, super clean and super comfortable!! Close and convenient to Shenandoah NP. Would definitely stay again!"
United States
Brian B.
The price is ¥20,895
¥34,282 total
includes taxes & fees
Feb 4 - Feb 5
Mountain View Bungalow in Front Royal

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

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Linden
10.0 out of 10, Exceptional, (22 reviews)
"Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. "
United States
Katelyn E.
The price is ¥18,064
¥46,855 total
includes taxes & fees
Feb 4 - Feb 5
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
The price is ¥24,765
¥50,192 total
includes taxes & fees
Feb 15 - Feb 16
Newly renovated Farm cottage with Mountain views

Historic Bluemont Village Home

Historic Bluemont Village Home
Bluemont
10.0 out of 10, Exceptional, (39 reviews)
"This was one of the best VRBO experiences I’ve had! Communication with the host was exceptional, and the home itself was gorgeous. It’s clear they have put a lot of thought into make this house a perfect getaway — it is beautifully decorated and has all the comforts of home. We will definitely stay here again!"
United States
Mary S.
The price is ¥24,493
¥66,572 total
includes taxes & fees
Feb 4 - Feb 5
Historic Bluemont Village Home

Welcome to the Ladybug Retreat!

Welcome to the Ladybug Retreat!
Boyce
10.0 out of 10, Exceptional, (1 review)
"This home is lovely and the host has thought of everything. We will definitely stay here again. "
United States
Catherine A.
The price is ¥27,087
¥62,657 total
includes taxes & fees
Feb 4 - Feb 5
Welcome to the Ladybug Retreat!

Big Sunny Family House

Big Sunny Family House
Front Royal
10.0 out of 10, Exceptional, (42 reviews)
"Wonderful house and town! Loved every minute of our trip! "
United States
MaryAnn G.
The price is ¥26,158
¥66,152 total
includes taxes & fees
Mar 3 - Mar 4
Big Sunny Family 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 ¥30,646
¥52,609 total
includes taxes & fees
Mar 2 - Mar 3
Cameron Charmer pristine downtown apt with double master suites

Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA

Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA
Linden
10.0 out of 10, Exceptional, (3 reviews)
"Megan was exceptional at communications, the property was perfect for our Family Thanksgiving. "
United States
Lynne S.
The price is ¥44,267
¥83,142 total
includes taxes & fees
Mar 5 - Mar 6
Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA

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

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is ¥30,729
¥67,137 total
includes taxes & fees
Mar 1 - Mar 2
Bluemont home just minutes to wineries, breweries, hiking and more!

Mountain cottage w/hot tub & fire pit

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 ¥26,461
¥48,783 total
includes taxes & fees
Feb 5 - Feb 6
Mountain cottage w/hot tub & fire pit

Luxury Riverfront Home Getaway with Hot Tub

Luxury Riverfront Home Getaway with Hot Tub
Warren County
Luxury Riverfront Home Getaway with Hot Tub

Front royal majestic paradise

Front royal majestic paradise
Front Royal
The price is ¥186,612
¥242,025 total
includes taxes & fees
Feb 4 - Feb 5
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
10.0 out of 10, Exceptional, (66 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 ¥11,144
¥32,123 total
includes taxes & fees
Feb 4 - Feb 5
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

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, (7 reviews)
"Great little place. Perfect for one or two travelers.Super nice hosts. Would highly recommend."
United States
Terri G.
The price is ¥13,791
¥35,220 total
includes taxes & fees
Feb 8 - Feb 9
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

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 ¥15,186
¥44,585 total
includes taxes & fees
Feb 4 - Feb 5
The Blue Pearl by Zen Living

Peaceful Retreat on Creekside

Peaceful Retreat on Creekside
Edinburg
9.2 out of 10, Wonderful, (17 reviews)
"We had a great getaway to the mountains "
United States
Andrea R.
The price is ¥14,472
¥32,866 total
includes taxes & fees
Feb 4 - Feb 5
Peaceful Retreat on Creekside

Mountain Whispers Luray Modern Chic, Lux Beds, Dedicated Workspace Shenandoah NP

Mountain Whispers Luray Modern Chic, Lux Beds, Dedicated Workspace Shenandoah NP
Luray
10.0 out of 10, Exceptional, (1 review)
"Great!"
United States
Chris L.
The price is ¥13,683
¥44,687 total
includes taxes & fees
Feb 4 - Feb 5
Mountain Whispers Luray Modern Chic, Lux Beds, Dedicated Workspace Shenandoah NP

Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!

Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!
Luray
9.6 out of 10, Exceptional, (12 reviews)
"Great stay, very quiet. Everything was in place to ensure a comfortable stay. Perfect getaway for a couple of days and within 15 minutes to town. "
United States
Derek B.
The price is ¥14,142
¥44,145 total
includes taxes & fees
Feb 4 - Feb 5
Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!
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
18,284
Accommodation
632 Vacation Homes
Lowest Price
¥9,519
Highest Price
¥19,772