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In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Winchester cabin rentals

Exterior

Luxury tiny home farm stay on historic property with hot tub in Stephens City

Luxury tiny home farm stay on historic property with hot tub in Stephens City
Stephens City
9.8 out of 10, Exceptional, (10 reviews)
"The house was wonderfully situated and stocked for our needs. It is very well kept and decorated. We enjoyed our stay very much!"
United States
Shawn P.
$165 nightly
The price is $184
Aug 10 - Aug 11
Total with taxes and fees
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful, relaxing and quiet cabin, exceeded expectations."
United States
Johnathan B.
$215 nightly
The price is $237
Aug 2 - Aug 3
Total with taxes and fees
Blue Mountain Cabin, secluded, perfect for couples, near main road
Exterior

Peaceful mountain cabin in charming Berryville VA - next to river and brewery

Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Berryville
10.0 out of 10, Exceptional, (1 review)
"Loved the place, the log cabin has the old world charm and beautiful settings. "
United States
Anonymous traveler
$195 nightly
The price is $215
Aug 16 - Aug 17
Total with taxes and fees
Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Exterior

The Haven at Turkey Run • Hot Tub, Fire Pit, Games

The Haven at Turkey Run • Hot Tub, Fire Pit, Games
Strasburg
10.0 out of 10, Exceptional, (16 reviews)
"This was the ideal isolated cabin for our trip to Northern Virginia. It was clean, well laid out, and very well stocked with everything you need. I highly recommend staying here if you are in the area!"
United States
Paul S.
$453 nightly
The price is $499
Aug 6 - Aug 7
Total with taxes and fees
The Haven at Turkey Run • Hot Tub, Fire Pit, Games
Cabin, Private Bathroom (The Pond Cabin) | Exterior

The Pond Cabin

The Pond Cabin
2.0 star property
Linden
$414 nightly
The price is $457
Aug 24 - Aug 25
Total with taxes and fees
The Pond Cabin
Exterior

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (31 reviews)
"It was a great place to stay and very clean."
United States
Chynna V.
$393 nightly
The price is $433
Aug 2 - Aug 3
Total with taxes and fees
Mountain cabin near national park & wineries
Exterior

Chalet w/Hot Tub, Deck, Game Room & EV Charger

Chalet w/Hot Tub, Deck, Game Room & EV Charger
Stephens City
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful 10-day stay with our dogs at this beautiful property. The area is great, with quick access to many things. There are many really nice, small details about the home that we enjoyed. The large table was great for our 3000-piece puzzle, and the dogs enjoyed running around the property and down by the creek. Everything was very clean, and the kitchen, although low on cooking supplies, was very nice for cooking our meals. Sadly, it rained almost every day, but we were able to enjoy...
United States
Brian F.
$365 nightly
The price is $399
Aug 12 - Aug 13
Total with taxes and fees
Chalet w/Hot Tub, Deck, Game Room & EV Charger
Exterior

Prima Mountain Cabin | Hot Tub | Game Room

Prima Mountain Cabin | Hot Tub | Game Room
Front Royal
9.0 out of 10, Wonderful, (8 reviews)
"Great property. Location is perfect with amazing view. Great house and amenities. "
United States
Michael M.
$498 nightly
The price is $549
Aug 19 - Aug 20
Total with taxes and fees
Prima Mountain Cabin | Hot Tub | Game Room
Exterior

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (31 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
$510 nightly
The price is $547
Aug 4 - Aug 5
Total with taxes and fees
Hidden Gem on Hidden Valley Lane
Exterior

The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (35 reviews)
"We always love staying here. We have stayed at The Pond Cabin multiple times and will continue doing so as long as it is available!"
United States
Mary S.
$462 nightly
The price is $510
Aug 24 - Aug 25
Total with taxes and fees
The Pond Cabin: Hot Tub & Stocked Pond
Exterior

NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline

NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
Front Royal
10.0 out of 10, Exceptional, (1 review)
"We stayed at this lovely cabin for a few days over the Thanksgiving holiday, and it was perfect. It was cozy, comfortable, and spotless…just the right size to feel at home. Natasha, the host, was wonderful. Even while traveling abroad, she communicated quickly and clearly, and we never had any issues reaching her.The kitchen was fully equipped for preparing meals, and every other room had everything we could possibly need. Thank you, Natasha - we’ll definitely be back!"
United States
Indira A.
$370 nightly
The price is $408
Aug 3 - Aug 4
Total with taxes and fees
NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
Exterior

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
Front Royal
9.6 out of 10, Exceptional, (8 reviews)
"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"
United States
Paul B.
$437 nightly
The price is $482
Aug 17 - Aug 18
Total with taxes and fees
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
Exterior

The Foxwood Cabin | Hot Tub, Screened Porch, Grill

The Foxwood Cabin | Hot Tub, Screened Porch, Grill
Front Royal
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. "
United States
Alex H.
$413 nightly
The price is $456
Aug 19 - Aug 20
Total with taxes and fees
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
Exterior

Skycrest Cabin | Mountain View | Hot Tub & Sauna

Skycrest Cabin | Mountain View | Hot Tub & Sauna
Front Royal
9.0 out of 10, Wonderful, (2 reviews)
"Gorgeous views!!"
United States
Charlie R.
$502 nightly
The price is $554
Aug 20 - Aug 21
Total with taxes and fees
Skycrest Cabin | Mountain View | Hot Tub & Sauna
Exterior

Cozy A frame cabin in quaint Front Royal. Dog friendly

Cozy A frame cabin in quaint Front Royal. Dog friendly
Front Royal
10.0 out of 10, Exceptional, (7 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
$244 nightly
The price is $269
Aug 25 - Aug 26
Total with taxes and fees
Cozy A frame cabin in quaint Front Royal. Dog friendly
Exterior

Skyland Hideaway | Mountain Cabin w/ Hot Tub

Skyland Hideaway | Mountain Cabin w/ Hot Tub
Linden
9.8 out of 10, Exceptional, (17 reviews)
"Quiet with amenities to support R&R, enjoying nature, and togetherness."
United States
Patricia B.
$364 nightly
The price is $401
Aug 23 - Aug 24
Total with taxes and fees
Skyland Hideaway | Mountain Cabin w/ Hot Tub
Exterior

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Linden
$381 nightly
The price is $420
Aug 11 - Aug 12
Total with taxes and fees
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Exterior

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
$331 nightly
The price is $365
Aug 6 - Aug 7
Total with taxes and fees
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Exterior

Cozy Bear Cabin | Hot Tub, Fenced Yard, Game & Theatre Rooms + THREE KING BEDS!

Cozy Bear Cabin | Hot Tub, Fenced Yard, Game & Theatre Rooms + THREE KING BEDS!
Front Royal
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful time staying there during our time at upperville. The quiet nights in the hot tub were just what we needed! Matthew was a wonderful host and so helpful ! We hope to come back again "
United States
grace g.
$484 nightly
The price is $534
Aug 19 - Aug 20
Total with taxes and fees
Cozy Bear Cabin | Hot Tub, Fenced Yard, Game & Theatre Rooms + THREE KING BEDS!
Exterior

Far View Shenandoah | Hot Tub, Movie & Game Room, Valley Views | 3BR & Sleeps 6

Far View Shenandoah | Hot Tub, Movie & Game Room, Valley Views | 3BR & Sleeps 6
Front Royal
10.0 out of 10, Exceptional, (16 reviews)
"We loved this house and will definitely use it again. That said, the bathroom "
United States
Margaret S.
$385 nightly
The price is $424
Aug 11 - Aug 12
Total with taxes and fees
Far View Shenandoah | Hot Tub, Movie & Game Room, Valley Views | 3BR & Sleeps 6
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

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"This site is fairly close to the Interstate and convenient for travelers. As expected, the Holiday Inn lived up to our expectations. The room was clean and comfortable. The staff was friendly. The breakfast was good and adequate. I would definitely stay here again should travel take me this way."
James 1-night trip
Posted 8 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
260
Accommodation
570 Cabin Rentals
Lowest Price
$184
Highest Price
$554

Frequently asked questions

What are the best cabins near Winchester?
Ranging from rustic and small to roomy and luxurious, you have 891 cabins on offer in and around Winchester. Top options include A Luxurious Cabin Quietly Tucked Away In The Woods and Cabin - 3 King Master Suites ~ Dog Friendly.
Are there cheap cabins in Winchester?
For a nicely priced escape in the great outdoors, check out our cheap cabins in Winchester. Wake up to the sound of birds singing from one of our cozy retreats priced from $184 to $554 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Winchester?
Get set to treat yourself to an escape you'll always remember at one of our Winchester luxury cabins. Romantic Couples Log Cabin #9 Escape Hot Tub Fireplace Mountain Views Luray is one place where you can spend a couple of days or so indulging your passion for the finer things in life. It features a spa tub and a firepit. Alternatively, use Cabin - The White Pine Loft: Perfect For Couples as a base to explore the natural splendors around you. Quality touches here include a deck and a spa tub.
What are the best river cabins near Winchester?
Spend your waking hours enjoying the water and your nights listening to it flowing past at a river cabin near Winchester. Our top pick — Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience. This riverside retreat offers snowsport activities and winery tours. Or, make yourself at home at Shenandoah Shores Waterfront Log Cabin. Along with its gorgeous location, it features on-site watersports and snowsport activities.
What are the best cabins with pools near Winchester?
Put on your swimsuit and enjoy a few laps whenever the mood strikes when you opt for one of our cabin rentals with a pool. Acorn Lodge, The Perfect Log Cabin Get Away is a hit with travelers. On-site watersports and a swimming pool are some of the other amenities that'll help make your stay comfortable. Or, escape to Custom Family Log Cabin 1 Mi To Massanutten Resort. In addition to a pool, this cabin comes with a swimming pool and a porch.
Can I find beach cabins near Winchester?
Pack your board shorts and enjoy a more relaxed pace of life at Shenandoah Shores Waterfront Log Cabin. This Winchester beach cabin has amenities including on-site watersports and children's activities. Cozy Cabin Hidden Away On A Lake also delivers a sun-drenched stay. Featuring parking facilities and children's activities, it was made for easygoing days by the shore.
What are the best weekend cabin rentals in Winchester?
If you're eager to spend two or so restful days in nature, Spacious Log Villa 6700sf Hot Tub is calling your name. Kick back here for a long weekend and enjoy access to amenities including a patio and a firepit. Another superb choice is Cozy Cabin In The Woods, With A Wood Fireplace. Offering a patio, a firepit and plenty of chill vibes, you'll go home feeling all brand new.
What are the best cabin prices in Winchester?
Whether you're counting your pennies or want to splash out on your next trip away, you'll find what you're looking for on Expedia. At the moment, you can get a Winchester cabin from only $184 a night.
Can I find log cabins in Winchester?
If you crave a quieter pace of life, you'll discover it at one of our log cabins in Winchester. For example, Shenandoah Shores Waterfront Log Cabin. Spend your days here parasailing and quad biking and then return home to enjoy its rustic charms. You can also hit the brakes at Acorn Lodge, The Perfect Log Cabin Get Away. When you're ready to explore beyond your front door, picnicking and fishing opportunities are nearby.
What are the top things to see and do in Winchester?
Laze about in your charming cabin one day and then explore the next. Shenandoah University and Museum of the Shenandoah Valley are some of the best attractions around Winchester. Other crowd-pleasers to tick off your itinerary include The Kernstown Battlefield and Rocking S Ranch. Find yourself a set of wheels with Expedia and visit them whenever you want.
Why should I book a cabin in Winchester?
For a travel experience that's big on character, affordability and comfort, a cabin is the best choice. Ditch your city blues for the greenery of nature. From fun-filled days to restful nights cuddled up by the fire, cabins offer the perfect mix of excitement and relaxation. You'll find all the best Winchester options right here on Expedia.
What are the top nature cabins in Winchester?
Settle in at Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience and let all your troubles float away. Activities such as mountain climbing and nearby water skiing help make this river cabin in Winchester a top choice. Shenandoah Shores Waterfront Log Cabin is another retreat where you can hang out in Mother Nature. If it's adventure you're seeking here, go nearby hiking and biking trails and hiking.
What are some of the best cabins near Shenandoah Valley Discovery Museum in Winchester?
You'll have Mother Nature as a neighbor at a Shenandoah Valley Discovery Museum cabin. Spacious Cabin On Cedar Creek, Shenandoah's Hidden Getaway is a top pick. This retreat also opens the door to big adventure, with nearby hiking and biking trails and nearby motor boating among the things to do in the area. Guests also love Cabin - Peaceful Mountain Retreat Near Appalachian Trail. Get active and then head back to your cabin to appreciate its comforts.

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