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Find vacation rentals that suit your style

Cabins

Apartments
Our top choices for Winchester cabin rentals

1. 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 CityStephens City
10.0 out of 10, Exceptional, (15 reviews)
$157 nightly
The price is $175
Nov 16 - Nov 17
Total with taxes and fees

2. Chalet w/Hot Tub, Deck, Game Room & EV Charger
Chalet w/Hot Tub, Deck, Game Room & EV ChargerStephens City
10.0 out of 10, Exceptional, (11 reviews)
$351 nightly
The price is $385
Nov 30 - Dec 1
Total with taxes and fees

3. The Haven at Turkey Run | Hot Tub, Creek + Disc Golf on 13 Acres | 3BR, Sleeps 6
The Haven at Turkey Run | Hot Tub, Creek + Disc Golf on 13 Acres | 3BR, Sleeps 6Strasburg
10.0 out of 10, Exceptional, (20 reviews)
$436 nightly
The price is $481
Nov 16 - Nov 17
Total with taxes and fees

4. The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
The Honeymoon Cabin | Private Couple's Retreat w/ hot tubFront Royal
9.6 out of 10, Exceptional, (9 reviews)
$336 nightly
The price is $371
Nov 16 - Nov 17
Total with taxes and fees

5. Shenandoah Twilight | Sunset Views w/ Hot Tub + Fire Table, Near Skyline Drive
Shenandoah Twilight | Sunset Views w/ Hot Tub + Fire Table, Near Skyline DriveFront Royal
9.4 out of 10, Exceptional, (3 reviews)
$353 nightly
The price is $389
Nov 30 - Dec 1
Total with taxes and fees

6. Cozy A frame cabin in quaint Front Royal. Dog friendly
Cozy A frame cabin in quaint Front Royal. Dog friendlyFront Royal
9.4 out of 10, Exceptional, (11 reviews)
$244 nightly
The price is $269
Nov 22 - Nov 23
Total with taxes and fees

7. The Foxwood Cabin | Hot Tub, Screened Porch, Grill
The Foxwood Cabin | Hot Tub, Screened Porch, GrillFront Royal
10.0 out of 10, Exceptional, (7 reviews)
$406 nightly
The price is $448
Nov 16 - Nov 17
Total with taxes and fees

8. The Grape Escape: Sip, Relax & Unwind in a Virginia Wine Country A-Frame
The Grape Escape: Sip, Relax & Unwind in a Virginia Wine Country A-FrameLinden
10.0 out of 10, Exceptional, (32 reviews)
$317 nightly
The price is $350
Dec 1 - Dec 2
Total with taxes and fees

9. A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot TubLinden
9.6 out of 10, Exceptional, (14 reviews)
$305 nightly
The price is $337
Nov 19 - Nov 20
Total with taxes and fees

10. Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley Views
Secluded Couples Retreat Cabin: Hot Tub, Pets Welcome, Beautiful Valley ViewsStrasburg
$323 nightly
The price is $356
Nov 17 - Nov 18
Total with taxes and fees

11. Blue Mountain Cabin, secluded, perfect for couples, near main road
Blue Mountain Cabin, secluded, perfect for couples, near main roadFront Royal
10.0 out of 10, Exceptional, (47 reviews)
$221 nightly
The price is $244
Nov 15 - Nov 16
Total with taxes and fees

12. Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6Linden
10.0 out of 10, Exceptional, (3 reviews)
$397 nightly
The price is $438
Nov 15 - Nov 16
Total with taxes and fees

13. NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
NEW Zen Cabin in the Clouds . Hot Tub, Wineries, SkylineFront Royal
10.0 out of 10, Exceptional, (1 review)
$368 nightly
The price is $406
Nov 30 - Dec 1
Total with taxes and fees

14. Mountain Cabin Retreat | Hot Tub & Foosball |
Mountain Cabin Retreat | Hot Tub & Foosball |Front Royal
9.0 out of 10, Wonderful, (12 reviews)
$386 nightly
The price is $426
Dec 1 - Dec 2
Total with taxes and fees

15. Custom Log Cabin•Hot Tub• Friendly•Close to River,Wineries,Breweries
Custom Log Cabin•Hot Tub• Friendly•Close to River,Wineries,BreweriesFront Royal
10.0 out of 10, Exceptional, (2 reviews)
$331 nightly
The price is $365
Nov 16 - Nov 17
Total with taxes and fees

16. The Juniper Cabin | Cozy Hideaway w/ Hot Tub, Screened Porch + Fire Pit
The Juniper Cabin | Cozy Hideaway w/ Hot Tub, Screened Porch + Fire PitLinden
9.8 out of 10, Exceptional, (25 reviews)
$337 nightly
The price is $372
Nov 15 - Nov 16
Total with taxes and fees

17. Skyland Hideaway | Mountain Cabin w/ Hot Tub + Fire Table | 3BR, Sleeps 6
Skyland Hideaway | Mountain Cabin w/ Hot Tub + Fire Table | 3BR, Sleeps 6Linden
9.6 out of 10, Exceptional, (24 reviews)
$367 nightly
The price is $405
Nov 15 - Nov 16
Total with taxes and fees

18. 3 bedroom cabin with an exclusive view of the Shenandoah Mountains and RIver
3 bedroom cabin with an exclusive view of the Shenandoah Mountains and RIverFront Royal
$379 nightly
The price is $418
Nov 20 - Nov 21
Total with taxes and fees

19. Mountain cabin near national park & wineries
Mountain cabin near national park & wineriesLinden
9.8 out of 10, Exceptional, (36 reviews)
$377 nightly
The price is $415
Nov 16 - Nov 17
Total with taxes and fees

20. 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 6Front Royal
10.0 out of 10, Exceptional, (21 reviews)
$546 nightly
The price is $602
Nov 24 - Nov 25
Total with taxes and fees
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.
Winchester and related destinations
Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theater.





























































































































