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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

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
10.0 out of 10, Exceptional, (1 review)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is AED 479
AED 601 total
includes taxes & fees
11 Feb - 12 Feb
Luxury tiny home farm stay on historic property with hot tub in Stephens City
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, (11 reviews)
"Loved the creek and the hot tub!!! Cant say enough good things about this place"
United States
Maxx H.
The price is AED 624
AED 1,645 total
includes taxes & fees
8 Feb - 9 Feb
The Haven at Turkey Run • Hot Tub, Fire Pit, Games
Outdoor spa tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Linden
9.4 out of 10, Exceptional, (13 reviews)
"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 AED 500
AED 1,276 total
includes taxes & fees
2 Mar - 3 Mar
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
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 AED 569
AED 1,487 total
includes taxes & fees
8 Feb - 9 Feb
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Exterior

Skyland Hideaway | Mountain Cabin w/ Hot Tub

Skyland Hideaway | Mountain Cabin w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (15 reviews)
"Quiet with amenities to support R&R, enjoying nature, and togetherness."
United States
Patricia B.
The price is AED 606
AED 1,576 total
includes taxes & fees
8 Feb - 9 Feb
Skyland Hideaway | Mountain Cabin w/ Hot Tub
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, (59 reviews)
"Beautiful location. "
United States
Kelly C.
The price is AED 441
AED 1,236 total
includes taxes & fees
9 Feb - 10 Feb
Escape to Shenandoah River, Hot Tub after a Hike!
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, (3 reviews)
"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"
United States
Paul B.
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
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, (3 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
The price is AED 540
AED 1,049 total
includes taxes & fees
10 Feb - 11 Feb
Cozy A frame cabin in quaint Front Royal. Dog friendly
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, (28 reviews)
"Great place to relax"
United States
Judy
The price is AED 661
AED 835 total
includes taxes & fees
15 Feb - 16 Feb
Blue Mountain Cabin, secluded, perfect for couples, near main road
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, (15 reviews)
"The cabin was spacious and well equipped. The rooms were clean and comfy. The hot tub was clean and refreshing after a long hiking day. Lovd the covered deck for watching sunrises and the deer. I heard a coyote howl early one morning."
United States
Gina H.
The price is AED 735
AED 1,783 total
includes taxes & fees
8 Feb - 9 Feb
The Far View Retreat | Hot Tub + Scenic Views
Exterior

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (27 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
The price is AED 735
AED 1,667 total
includes taxes & fees
7 Feb - 8 Feb
Hidden Gem on Hidden Valley Lane
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, (4 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.
Cozy Bear Cabin | Hot Tub, Fenced Yard, Game & Theatre Rooms + THREE KING BEDS!
Exterior

Wilderness Ridge | Private Cabin w/ Mountain Views

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

Delicious Cabin • Wine Country Retreat w/ Hot Tub

Delicious Cabin • Wine Country Retreat w/ Hot Tub
Linden
9.8 out of 10, Exceptional, (10 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 AED 661
AED 1,702 total
includes taxes & fees
18 Feb - 19 Feb
Delicious Cabin • Wine Country Retreat w/ Hot Tub
Exterior

Cozy Cabin Escape: Hot Tub & Lake Access

Cozy Cabin Escape: Hot Tub & Lake Access
Apple Mountain Lake
9.2 out of 10, Wonderful, (9 reviews)
"Very nice place"
United States
MARTIN D.
Cozy Cabin Escape: Hot Tub & Lake Access
Exterior

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (28 reviews)
"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 AED 694
AED 1,552 total
includes taxes & fees
8 Feb - 9 Feb
Mountain cabin near national park & wineries
Exterior

Shenandoah Twilight | Cozy Cabin w/ hot tub

Shenandoah Twilight | Cozy Cabin w/ hot tub
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 AED 790
AED 1,714 total
includes taxes & fees
8 Feb - 9 Feb
Shenandoah Twilight | Cozy Cabin w/ hot tub
Exterior

The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (34 reviews)
"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 AED 878
AED 1,892 total
includes taxes & fees
8 Feb - 9 Feb
The Pond Cabin: Hot Tub & Stocked Pond
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, (5 reviews)
"Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. "
United States
Alex H.
The price is AED 937
AED 2,030 total
includes taxes & fees
24 Feb - 25 Feb
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (71 reviews)
"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 AED 145
AED 385 total
includes taxes & fees
16 Feb - 17 Feb
❤️ Secluded 1940s Romantic Tiny House on the River
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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Room was good for the price, staff was friendly and helpful "
thomas 1-night trip
Posted 2 days ago
Travelodge by Wyndham Winchester

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