Search Cabin Rentals in Winchester

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Cabin Rentals in Winchester

Exterior
Skyland Hideaway • Relaxing Cabin w/ Hot Tub, Deck, Grill, & Fire table

Skyland Hideaway • Relaxing Cabin w/ Hot Tub, Deck, Grill, & Fire table

Linden
10.0 out of 10, Exceptional, (15)
"Quiet with amenities to support R&R, enjoying nature, and togetherness."
United States
Patricia B.
The price is SAR 438
SAR 1,302 total
includes taxes & fees
25 Nov - 26 Nov
Skyland Hideaway • Relaxing Cabin w/ Hot Tub, Deck, Grill, & Fire table
Exterior
The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch

The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch

Linden
10.0 out of 10, Exceptional, (22)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is SAR 466
SAR 1,288 total
includes taxes & fees
1 Dec - 2 Dec
The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch
Outdoor spa tub
The Honeymoon Cabin | Private Retreat w/ hot tub

The Honeymoon Cabin | Private Retreat w/ hot tub

Front Royal
10.0 out of 10, Exceptional, (2)
"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"
United States
Paul B.
The price is SAR 510
SAR 1,344 total
includes taxes & fees
1 Dec - 2 Dec
The Honeymoon Cabin | Private Retreat w/ hot tub
Exterior
The Foxwood Cabin: Cozy Retreat w/ Hot Tub, Screened Porch, Firepit & Grill

The Foxwood Cabin: Cozy Retreat w/ Hot Tub, Screened Porch, Firepit & Grill

Front Royal
10.0 out of 10, Exceptional, (5)
"Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. "
United States
Alex H.
The price is SAR 567
SAR 1,511 total
includes taxes & fees
1 Dec - 2 Dec
The Foxwood Cabin: Cozy Retreat w/ Hot Tub, Screened Porch, Firepit & Grill
Exterior
Shenandoah Twilight | Cozy Cabin w/ hot tub

Shenandoah Twilight | Cozy Cabin w/ hot tub

Front Royal
9.0 out of 10, Wonderful, (2)
"Shenandoah Twilight is a beautiful spot tgats beautifully appointed. I really enjoyed my time there. "
United States
Wilson (Wally) W.
The price is SAR 504
SAR 1,358 total
includes taxes & fees
1 Dec - 2 Dec
Shenandoah Twilight | Cozy Cabin w/ hot tub
Terrace/patio
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, (12)
"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.
Cute cabin retreat near Shenandoah National Park and pet friendly!
Fridge, microwave, oven, stovetop
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 SAR 675
SAR 852 total
includes taxes & fees
2 Dec - 3 Dec
Blue Mountain Cabin, secluded, perfect for couples, near main road
Exterior
Cabin Retreat in Virginia Wine Country • Hot Tub, Theatre & Game Room, & More

Cabin Retreat in Virginia Wine Country • Hot Tub, Theatre & Game Room, & More

Linden
9.8 out of 10, Exceptional, (10)
"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 SAR 536
SAR 1,476 total
includes taxes & fees
9 Dec - 10 Dec
Cabin Retreat in Virginia Wine Country • Hot Tub, Theatre & Game Room, & More
Exterior
The Far View Retreat | Private Cabin w/ Hot Tub, Screened Porch, Games, & More

The Far View Retreat | Private Cabin w/ Hot Tub, Screened Porch, Games, & More

Front Royal
10.0 out of 10, Exceptional, (14)
"The cabin is very clean and well equipped. Matt is a great host. "
United States
Tracy B.
The price is SAR 614
SAR 1,575 total
includes taxes & fees
8 Dec - 9 Dec
The Far View Retreat | Private Cabin w/ Hot Tub, Screened Porch, Games, & More
Exterior
The Cozy Bear Cabin | Hot Tub, Fenced Yard, Games

The Cozy Bear Cabin | Hot Tub, Fenced Yard, Games

Front Royal
10.0 out of 10, Exceptional, (4)
"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.
The price is SAR 606
SAR 1,984 total
includes taxes & fees
17 Dec - 18 Dec
The Cozy Bear Cabin | Hot Tub, Fenced Yard, Games
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

2.0 star property
Stephens City
The price is SAR 489
SAR 614 total
includes taxes & fees
3 Dec - 4 Dec
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Exterior
The Haven at Turkey Run • 13-Acre Creekside Retreat w/ Hot Tub, Fire Pit, Games

The Haven at Turkey Run • 13-Acre Creekside Retreat w/ Hot Tub, Fire Pit, Games

Strasburg
10.0 out of 10, Exceptional, (11)
"Loved the creek and the hot tub!!! Cant say enough good things about this place"
United States
Maxx H.
The price is SAR 614
SAR 1,617 total
includes taxes & fees
7 Dec - 8 Dec
The Haven at Turkey Run • 13-Acre Creekside Retreat w/ Hot Tub, Fire Pit, Games
Exterior
The Trillium Cabin | Modern Log Retreat with Hot Tub, Game Room & Mountain Views

The Trillium Cabin | Modern Log Retreat with Hot Tub, Game Room & Mountain Views

Linden
9.6 out of 10, Exceptional, (5)
"Enjoyed our stay!"
United States
Kelly H.
The Trillium Cabin | Modern Log Retreat with Hot Tub, Game Room & Mountain Views
Exterior
The Foundry Cabin | Historic 6BR Retreat w/ Hot Tub, Propane Fire Pit & Games

The Foundry Cabin | Historic 6BR Retreat w/ Hot Tub, Propane Fire Pit & Games

Front Royal
9.8 out of 10, Exceptional, (11)
"Comfortable and nice layout for group of nine friends during extended wine tasting weekend. The kitchen was wonderfully stocked as we do most of our cooking on these types of outings. Communication with owner was timely and responsive. Even the wildlife (deer, woodchuck, bunnies, etc.) were fun to watch as we relaxed on the back porch. All-in-all, a fantastic place to stay in a beautiful part of Virginia. "
United States
Tom B.
The price is SAR 725
SAR 2,235 total
includes taxes & fees
9 Dec - 10 Dec
The Foundry Cabin | Historic 6BR Retreat w/ Hot Tub, Propane Fire Pit & Games
Exterior
NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline

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

Front Royal
The price is SAR 720
SAR 1,522 total
includes taxes & fees
25 Nov - 26 Nov
NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
Exterior
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, (53)
"Very nice updated home in a beautiful peaceful setting. I would highly recomend it!"
United States
Kathy L.
The price is SAR 574
SAR 1,428 total
includes taxes & fees
4 Dec - 5 Dec
Escape to Shenandoah River, Hot Tub after a Hike!
Exterior
Wilderness Ridge | Private Cabin w/ Mountain Views

Wilderness Ridge | Private Cabin w/ Mountain Views

Linden
9.4 out of 10, Exceptional, (6)
"great get away for a family retreat!!!"
United States
Rex P.
Wilderness Ridge | Private Cabin w/ Mountain Views
Exterior
Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane

Linden
9.6 out of 10, Exceptional, (27)
"The house was ready to have guests. Very well prepared, clean, enough beds & baths. Beautiful scenary from porch. We would like to visit again when we have another chance. thank you so much!"
United States
Don
The price is SAR 709
SAR 1,654 total
includes taxes & fees
23 Nov - 24 Nov
Hidden Gem on Hidden Valley Lane
Exterior
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.
Your Peaceful Getaway in the Blue Ridge.
Exterior
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 SAR 896
SAR 1,849 total
includes taxes & fees
23 Nov - 24 Nov
The Pond Cabin: Hot Tub & Stocked Pond
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

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
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

10/10 Excellent
"The best hotel in Winchester! Had the most pleasant stay, everything was perfect. The room was super clean, as well as the other areas of the hotel. Had a delicious breakfast with lots of options. The front desk staff was very friendly and accommodating. Will stay again!"
Renee 2-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Winchester