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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

Luxury tiny home farm stay on historic property with hot tub in Stephens City
2.0 star property
Stephens City
The price is NZ$280
includes taxes & fees
1 Jan - 2 Jan 2026
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Fridge, microwave, oven, stovetop
Blue Mountain Cabin, secluded, perfect for couples, near main road

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, (25)
"Great place to relax"
United States
Judy
The price is NZ$387
includes taxes & fees
7 Jan - 8 Jan 2026
Blue Mountain Cabin, secluded, perfect for couples, near main road
Exterior
Cozy A frame cabin in quaint Front Royal. Dog friendly

Cozy A frame cabin in quaint Front Royal. Dog friendly

Cozy A frame cabin in quaint Front Royal. Dog friendly
2.0 star property
Front Royal
The price is NZ$499
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy A frame cabin in quaint Front Royal. Dog friendly
Terrace/patio
Cute cabin retreat near Shenandoah National Park and pet friendly!

Cute cabin retreat near Shenandoah National Park and pet friendly!

Cute cabin retreat near Shenandoah National Park and pet friendly!
Linden
9.4 out of 10, Exceptional, (13)
"Fun location near tons of wineries, bowling, trails, and mountain living. Place is really nice with a grill, solo stove, kfantastic kitchen"
United States
Bret L.
The price is NZ$603
includes taxes & fees
6 Jan - 7 Jan 2026
Cute cabin retreat near Shenandoah National Park and pet friendly!
Exterior
Escape to Shenandoah River, Hot Tub after a Hike!

Escape to Shenandoah River, Hot Tub after a Hike!

Escape to Shenandoah River, Hot Tub after a Hike!
Front Royal
10.0 out of 10, Exceptional, (55)
"Its a nice property to stay. Will be back soon "
United States
Faizan A.
The price is NZ$594
includes taxes & fees
20 Jan - 21 Jan 2026
Escape to Shenandoah River, Hot Tub after a Hike!
Exterior
Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (27)
"Very clean; beautiful setting; great screened in porch "
United States
Marianne G.
The price is NZ$755
includes taxes & fees
4 Jan - 5 Jan 2026
Hidden Gem on Hidden Valley Lane
Outdoor spa tub
Cozy Shenandoah Cabin Mountian Escape w/ Private Hottub, Loft, & Fireplace

Cozy Shenandoah Cabin Mountian Escape w/ Private Hottub, Loft, & Fireplace

Cozy Shenandoah Cabin Mountian Escape w/ Private Hottub, Loft, & Fireplace
Linden
9.2 out of 10, Wonderful, (9)
"Very nice place"
United States
MARTIN D.
The price is NZ$644
includes taxes & fees
28 Dec - 29 Dec
Cozy Shenandoah Cabin Mountian Escape w/ Private Hottub, Loft, & Fireplace
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The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (33)
"It was the perfect home away from home in a place that allowed our little family to take a breath of nature and just be. Close enough to many fun adventures. The amenities provided on the property also kept us very busy!"
United States
Brena H.
The price is NZ$882
includes taxes & fees
8 Jan - 9 Jan 2026
The Pond Cabin: Hot Tub & Stocked Pond
Exterior
Mountain cabin near national park & wineries

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (28)
"The house and location were perfect for a little getaway with friends. It was very clean, and the location was great! We were very pleased with the entire experience."
United States
Jennifer d.
The price is NZ$926
includes taxes & fees
29 Dec - 30 Dec
Mountain cabin near national park & wineries
Exterior
Your Peaceful Getaway in the Blue Ridge.

Your Peaceful Getaway in the Blue Ridge.

Your Peaceful Getaway in the Blue Ridge.
Bluemont
6.8 out of 10, (3)
"Great experience booking and staying. Would absolutely book again!"
United States
Blake S.
The price is NZ$368
includes taxes & fees
29 Dec - 30 Dec
Your Peaceful Getaway in the Blue Ridge.
Exterior
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (66)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is NZ$179
includes taxes & fees
5 Jan - 6 Jan 2026
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior
Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet
Great Cacapon
10.0 out of 10, Exceptional, (11)
"Super peaceful and relaxing! We had a great time! Will stay again! Thanks Austin!"
United States
Jason M.
The price is NZ$318
includes taxes & fees
6 Jan - 7 Jan 2026
Primitive Cozy Tiny Cabin with Starlink internet
Exterior
Glamp Shenandoah Valley. Stunning Tiny Home. Farm

Glamp Shenandoah Valley. Stunning Tiny Home. Farm

Glamp Shenandoah Valley. Stunning Tiny Home. Farm
Shenandoah County
10.0 out of 10, Exceptional, (8)
"The cabin was great as well as the host. They thought of everything to make your stay memorable. The place is peaceful and perfect for resting "
United States
cristobal f.
The price is NZ$265
includes taxes & fees
1 Jan - 2 Jan 2026
Glamp Shenandoah Valley. Stunning Tiny Home. Farm
Exterior
Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!
2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
The price is NZ$650
includes taxes & fees
4 Jan - 5 Jan 2026
Aslan's How - Cabin with Valley Views & Hot Tub!
Exterior
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Berkeley Springs
9.8 out of 10, Exceptional, (297)
"We especially enjoyed the hot tub and the privacy of the cabin. Was what we expected and was very clean. Had a nice relaxing couple of days that we were there!"
United States
Ann W.
The price is NZ$518
includes taxes & fees
29 Dec - 30 Dec
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Exterior
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Sleepy Hollow
9.8 out of 10, Exceptional, (11)
"Had an amazing stay! The VRBO was cozy, comfortable and clean in an amazing area. We loved the amenities, relaxing on the deck, by the fire pit, and in the hot tub were perfect! The host, Emily, was amazing and gave lots of great info about the area and was very responsive. Would love to stay here again!"
United States
Sarah H.
The price is NZ$513
includes taxes & fees
5 Jan - 6 Jan 2026
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Exterior
2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
9.4 out of 10, Exceptional, (3)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is NZ$477
includes taxes & fees
6 Jan - 7 Jan 2026
2-Bedroom cabin Hot tub Fireplace PS5
Exterior
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Berkeley Springs
9.0 out of 10, Wonderful, (17)
"Hot tub was nice relaxing cozy cabin"
United States
kristin
The price is NZ$354
includes taxes & fees
20 Jan - 21 Jan 2026
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Exterior
Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Luray
9.8 out of 10, Exceptional, (59)
"Amazing for small families. :) cozy little space with amazing places to relax after a long day of touring the area! "
United States
Robbie H.
The price is NZ$523
includes taxes & fees
14 Jan - 15 Jan 2026
Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Exterior
Relaxing Mountain Getaway with Hot Tub & Views! 6 minutes to Bryce Ski Resort

Relaxing Mountain Getaway with Hot Tub & Views! 6 minutes to Bryce Ski Resort

Relaxing Mountain Getaway with Hot Tub & Views! 6 minutes to Bryce Ski Resort
Basye
9.6 out of 10, Exceptional, (20)
"It was a very quiet area that was relaxing. Place was clean and hot tub was relaxing. Nice and shaded deck. Was a great place to stay."
United States
Gerry G.
The price is NZ$610
includes taxes & fees
22 Jan - 23 Jan 2026
Relaxing Mountain Getaway with Hot Tub & Views! 6 minutes to Bryce Ski Resort
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

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Nice room"
Norman 1-night trip
Posted 2 days ago
Hampton Inn Martinsburg

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
673
Accommodation
538 Cabin Rentals
Lowest Price
NZ$179
Highest Price
NZ$926

Frequently asked questions

What are the best cabins near Winchester?
Get cosy 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 cosy retreats priced from NZ$179 to NZ$926 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 Cosy 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 NZ$179 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.

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