Find Cabins in Winchester for Rent from CA $207

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Winchester cabin rentals

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, (35 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
The price is CA $269
CA $339 total
includes taxes & fees
Jun 22 - Jun 23
Blue Mountain Cabin, secluded, perfect for couples, near main road
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
10.0 out of 10, Exceptional, (6 reviews)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is CA $205
CA $260 total
includes taxes & fees
Jul 2 - Jul 3
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Exterior

Delicious Cabin • Wine Country Retreat w/ Hot Tub

Delicious Cabin • Wine Country Retreat w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (11 reviews)
"The cabin was impressive both inside and out. We loved the location and proximity to skyline drive. We would definitely stay here again as it made our trip so much more enjoyable. "
United States
Bill A.
The price is CA $249
CA $646 total
includes taxes & fees
Jun 28 - Jun 29
Delicious Cabin • Wine Country Retreat w/ Hot Tub
Exterior

Blue Mountain House - Hot Tub, Grill, Fire Table

Blue Mountain House - Hot Tub, Grill, Fire Table
Linden
The price is CA $226
CA $635 total
includes taxes & fees
Jul 13 - Jul 14
Blue Mountain House - Hot Tub, Grill, Fire Table
Exterior

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (29 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
The price is CA $283
CA $651 total
includes taxes & fees
Jun 27 - Jun 28
Hidden Gem on Hidden Valley Lane
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.
The price is CA $191
CA $545 total
includes taxes & fees
Jun 22 - Jun 23
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
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.
The price is CA $318
CA $651 total
includes taxes & fees
Jun 24 - Jun 25
NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
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.
The price is CA $267
CA $606 total
includes taxes & fees
Jun 23 - Jun 24
Mountain cabin near national park & wineries
Cabin, Private Bathroom (The Pond Cabin) | Exterior

The Pond Cabin

The Pond Cabin
2.0 star property
Linden
The price is CA $338
CA $646 total
includes taxes & fees
Jul 13 - Jul 14
The Pond Cabin
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, (6 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
The price is CA $194
CA $373 total
includes taxes & fees
Jul 21 - Jul 22
Cozy A frame cabin in quaint Front Royal. Dog friendly
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, (14 reviews)
"Loved the creek and the hot tub!!! Cant say enough good things about this place"
United States
Maxx H.
The price is CA $246
CA $646 total
includes taxes & fees
Jul 15 - Jul 16
The Haven at Turkey Run • Hot Tub, Fire Pit, Games
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, (1 review)
"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.
The price is CA $283
CA $546 total
includes taxes & fees
Jun 29 - Jun 30
Chalet w/Hot Tub, Deck, Game Room & EV Charger
Exterior

The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (34 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.
The price is CA $338
CA $735 total
includes taxes & fees
Jul 12 - Jul 13
The Pond Cabin: Hot Tub & Stocked Pond
Exterior

Skycrest Cabin • Mountain View • Hot Tub & Sauna

Skycrest Cabin • Mountain View • Hot Tub & Sauna
Front Royal
The price is CA $316
CA $795 total
includes taxes & fees
Jun 22 - Jun 23
Skycrest Cabin • Mountain View • Hot Tub & Sauna
Exterior

Prima Mountain Cabin • Hot Tub • Game Room

Prima Mountain Cabin • Hot Tub • Game Room
Front Royal
9.0 out of 10, Wonderful, (7 reviews)
"Great property. Location is perfect with amazing view. Great house and amenities. "
United States
Michael M.
The price is CA $327
CA $826 total
includes taxes & fees
Jun 25 - Jun 26
Prima Mountain Cabin • Hot Tub • Game Room
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, (6 reviews)
"Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. "
United States
Alex H.
The price is CA $313
CA $784 total
includes taxes & fees
Jun 29 - Jun 30
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
Exterior

Wilderness Ridge | Private Cabin w/ Mountain Views

Wilderness Ridge | Private Cabin w/ Mountain Views
Linden
9.4 out of 10, Exceptional, (8 reviews)
"We had a great time and experience. "
United States
Adriane B.
The price is CA $269
CA $768 total
includes taxes & fees
Jun 22 - Jun 23
Wilderness Ridge | Private Cabin w/ Mountain Views
Exterior

The Far View Retreat | Hot Tub + Scenic Views

The Far View Retreat | Hot Tub + Scenic Views
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.
The Far View Retreat | Hot Tub + Scenic Views
Exterior

Shenandoah Twilight | Hot Tub & Golden Hour Mountain Views

Shenandoah Twilight | Hot Tub & Golden Hour Mountain Views
Front Royal
9.0 out of 10, Wonderful, (2 reviews)
"Shenandoah Twilight is a beautiful spot tgats beautifully appointed. I really enjoyed my time there. "
United States
Wilson (Wally) W.
The price is CA $256
CA $606 total
includes taxes & fees
Jun 29 - Jun 30
Shenandoah Twilight | Hot Tub & Golden Hour Mountain Views
Exterior

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

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
Front Royal
9.4 out of 10, Exceptional, (6 reviews)
"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"
United States
Paul B.
The price is CA $307
CA $670 total
includes taxes & fees
Jul 12 - Jul 13
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good
"Overall Good Stay for short stay"
Sathish Kumar 1-night trip
Posted 10 hours ago
La Quinta Inn & Suites by Wyndham Winchester

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
23
Accommodation
551 Cabin Rentals
Lowest Price
CA $207
Highest Price
CA $646

Frequently asked questions

What are the best cabins near Winchester?
Get cozy at one of our 892 cabins in Winchester and you'll be rewarded with beautiful scenery, outdoor adventure and long-lasting memories. A Luxurious Cabin Quietly Tucked Away In The Woods is the place to put your bags down and your feet up. Cabin - 3 King Master Suites ~ Dog Friendly is another popular option if you need time out in nature.
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 CA $207 to CA $646 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?
After spending your day having adventures in nature, come home to the high-end comfort and style of a Winchester luxury cabin. Romantic Couples Log Cabin #9 Escape Hot Tub Fireplace Mountain Views Luray is an excellent option if you're in the mood to spoil yourself. You'll appreciate the top touches here, such as a spa tub and a firepit. Cabin - The White Pine Loft: Perfect For Couples is another enticing stay. Make use of a deck, a spa tub and a good deal more.
What are the best river cabins near Winchester?
When you think of the word relaxing, a river cabin near Winchester should jump to mind. Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience is the ideal place to enjoy some calm. In addition to its pretty surroundings, it offers amenities such as snowsport activities and winery tours. Shenandoah Shores Waterfront Log Cabin is another top choice. On-site watersports and snowsport activities are just some of the conveniences you'll have at hand here.
What are the best cabins with pools near Winchester?
If you love the thought of every day being a pool day, make a break for Acorn Lodge, The Perfect Log Cabin Get Away. It's one of our most popular cabin rentals with a pool near Winchester and offers amenities like on-site watersports and a swimming pool. Custom Family Log Cabin 1 Mi To Massanutten Resort is another popular place to spend relaxing days poolside. A swimming pool, a porch and good times are up for grabs here.
Can I find beach cabins near Winchester?
Enjoy a dose of sunshine and salty air at Shenandoah Shores Waterfront Log Cabin. One of our most impressive Winchester beach cabins, it offers on-site watersports and children's activities. You can also spend worry-free days by the shore at Cozy Cabin Hidden Away On A Lake. Parking facilities and children's activities will help make your visit nice and comfy.
What are the best weekend cabin rentals in Winchester?
Whether you're planning a quick escape with your darling or your close friends, we'll help you find the best weekend cabin getaway. One awesome example? Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience. Featuring a firepit and massage services, you'll love the natural surroundings here. Shenandoah Shores Waterfront Log Cabin is another fantastic place where you can slow down for a while. Enjoy a few nights at this retreat which offers on-site watersports and a patio.
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 CA $207 a night.
Can I find log cabins in Winchester?
If you find yourself craving a slower pace of life, you'll find it at one of our log cabins in Winchester. For example, Shenandoah Shores Waterfront Log Cabin. Spend your days here shore fishing and swimming and then come home to kick back among its comforts. Time also seems to go slower at Acorn Lodge, The Perfect Log Cabin Get Away. When you're in the mood to venture beyond your front door, quad biking and horse riding 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 getaway in nature that won't cost the earth, nothing beats a cabin. Imagine waking to the sounds of chirping birds and having breakfast on your deck surrounded by stunning views. Rent a cabin in Winchester to escape the busyness of the city. Whether they're by a lake, river, beach or mountain, cabins offer a relaxing, rustic experience that makes them the perfect choice.
What are the top nature cabins in Winchester?
Offering plenty of charm and creature comforts, Cabin - Stunning, Modern Mountain Getaway An Unbelievable Experience is among our most popular nature cabins in Winchester. But with a big range of things to do and see nearby, you won't want to spend all your time kicking back indoors. Activities including water tubing and nearby windsurfing are on the to-do list here. Shenandoah Shores Waterfront Log Cabin is another getaway where you can get back to nature. Nearby water skiing and nearby mountain biking are a couple of fun ways to do it.
What are some of the best cabins near Museum of the Shenandoah Valley in Winchester?
Escape the city and spend time in nature at a Museum of the Shenandoah Valley cabin. Get up close to wildlife, get some fresh air and then settle in at Spacious Cabin On Cedar Creek, Shenandoah's Hidden Getaway. Activities like nearby motor boating and nearby fishing are waiting for you here. Another place where you'll be nice and comfortable is Cabin - Peaceful Mountain Retreat Near Appalachian Trail. Nearby hiking and biking trails and water tubing are a couple of things to keep you busy during your break.

Explore a world of travel with Expedia