Title: Top Winchester Cabin Rentals | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6056879.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Cabins in Winchester for Rent from CA $151 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester cabin rentals ![Exterior](https://images.trvl-media.com/lodging/124000000/123440000/123436100/123436078/c1fdc4b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123440000/123436100/123436078/5723463e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123440000/123436100/123436078/adf7c69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123440000/123436100/123436078/84ae0843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy A frame cabin in quaint Front Royal. Dog friendly [](https://www.expedia.ca/Front-Royal-Hotels-Cozy-A-Frame-Cabin-In-Quaint-Front-Royal-Dog-Friendly.h123436078.Hotel-Information) Front Royal CA $177 CA $363 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Front-Royal-Hotels-Cozy-A-Frame-Cabin-In-Quaint-Front-Royal-Dog-Friendly.h123436078.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/0b0b85aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/d3302e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/234bd7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/23f4000c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury tiny home farm stay on historic property with hot tub in Stephens City [](https://www.expedia.ca/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information) Stephens City CA $180 CA $225 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/d94ec148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/435bb49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/31231b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/16f6f354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Mountain Cabin, secluded, perfect for couples, near main road [](https://www.expedia.ca/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) Front Royal 10/10 Exceptional (25) "Great place to relax" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy CA $248 CA $304 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/17745535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/a1533d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/0bb76882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/dd32954f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Honeymoon Cabin | Private Retreat w/ hot tub [](https://www.expedia.ca/Front-Royal-Hotels-The-Honeymoon-Cabin-Private-Retreat-W-Hot-Tub.h113027243.Hotel-Information) Front Royal 10/10 Exceptional (2) "Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul B. CA $193 CA $521 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Front-Royal-Hotels-The-Honeymoon-Cabin-Private-Retreat-W-Hot-Tub.h113027243.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/a64ea9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/b436db87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/8a63417e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/7a097d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Foxwood Cabin: Cozy Retreat w/ Hot Tub, Screened Porch, Firepit & Grill [](https://www.expedia.ca/Front-Royal-Hotels-The-Foxwood-Cabin-Hot-Tub.h113303853.Hotel-Information) Front Royal 10/10 Exceptional (5) "Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex H. CA $171 CA $512 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Front-Royal-Hotels-The-Foxwood-Cabin-Hot-Tub.h113303853.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/b9f5910e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/9df5c033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/92d8a360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/4d2e26fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute cabin retreat near Shenandoah National Park and pet friendly! [](https://www.expedia.ca/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.Hotel-Information) Linden 9.4/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Bret L. CA $193 CA $491 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112550000/112549200/112549200/3bbb4cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112550000/112549200/112549200/4bba56d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112550000/112549200/112549200/e1d5317e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112550000/112549200/112549200/ce787f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cozy Bear Cabin | Hot Tub, Fenced Yard, Games [](https://www.expedia.ca/Front-Royal-Hotels-The-Cozy-Bear-Cabin-Hot-Tub.h112549200.Hotel-Information) Front Royal 10/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) grace g. CA $220 CA $720 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Front-Royal-Hotels-The-Cozy-Bear-Cabin-Hot-Tub.h112549200.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/104000000/103830000/103820300/103820281/a4ecddf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103830000/103820300/103820281/55c48447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103830000/103820300/103820281/31e03d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103830000/103820300/103820281/d1b86b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Shenandoah Cabin Mountian Escape w/ Private Hottub, Loft, & Fireplace [](https://www.expedia.ca/Linden-Hotels-Cozy-Shenandoah-Cabin-Mountian-Escape-W-Private-Hottub.h103820281.Hotel-Information) Linden 9.2/10 Wonderful (9) "Very nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARTIN D. CA $228 CA $332 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Linden-Hotels-Cozy-Shenandoah-Cabin-Mountian-Escape-W-Private-Hottub.h103820281.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112790000/112787100/112787004/5a1906cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112790000/112787100/112787004/2ceb8070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112790000/112787100/112787004/c79ce850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112790000/112787100/112787004/0626156b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wilderness Ridge | Private Cabin w/ Mountain Views [](https://www.expedia.ca/Linden-Hotels-Wilderness-Ridge-Private-Cabin-W-Mountain-Views.h112787004.Hotel-Information) Linden 9.4/10 Exceptional (6) "great get away for a family retreat!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rex P. CA $220 CA $649 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Linden-Hotels-Wilderness-Ridge-Private-Cabin-W-Mountain-Views.h112787004.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90300000/90291900/90291822/a27c3297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/91000000/90300000/90291900/90291822/f4ac651d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90300000/90291900/90291822/4a45a3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90300000/90291900/90291822/42b03ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Shenandoah River, Hot Tub after a Hike! [](https://www.expedia.ca/Front-Royal-Hotels-New-Sapphire-Ridge-Escape-To-Shenandoah-River-Hot-Tub.h90291822.Hotel-Information) Front Royal 10/10 Exceptional (55) "Its a nice property to stay. Will be back soon " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Faizan A. CA $172 CA $471 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Front-Royal-Hotels-New-Sapphire-Ridge-Escape-To-Shenandoah-River-Hot-Tub.h90291822.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/fa0263e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/85a3d76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/95696cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/c44da385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Gem on Hidden Valley Lane [](https://www.expedia.ca/Linden-Hotels-Hidden-Gem-On-Hidden-Valley-Lane.h92029786.Hotel-Information) Linden 9.6/10 Exceptional (27) "Very clean; beautiful setting; great screened in porch " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marianne G. CA $260 CA $597 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Linden-Hotels-Hidden-Gem-On-Hidden-Valley-Lane.h92029786.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70970000/70964200/70964165/736b4140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70970000/70964200/70964165/7589fd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70970000/70964200/70964165/6b42b33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70970000/70964200/70964165/3b50474c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pond Cabin: Hot Tub & Stocked Pond [](https://www.expedia.ca/Linden-Hotels-The-Pond-Cabin-Hot-Tub-Stocked-Pond.h70964165.Hotel-Information) Linden 10/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Brena H. CA $329 CA $697 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Linden-Hotels-The-Pond-Cabin-Hot-Tub-Stocked-Pond.h70964165.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112110000/112100500/112100463/3d1e2a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112110000/112100500/112100463/f0499d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112110000/112100500/112100463/964faeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112110000/112100500/112100463/49ed99de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Peaceful Getaway in the Blue Ridge. [](https://www.expedia.ca/Bluemont-Hotels-Your-Peaceful-Getaway-In-The-Blue-Ridge.h112100463.Hotel-Information) Bluemont 6.8/10 (3) "Great experience booking and staying. Would absolutely book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake S. CA $207 CA $298 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Bluemont-Hotels-Your-Peaceful-Getaway-In-The-Blue-Ridge.h112100463.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87700000/87694600/87694517/15fbac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87700000/87694600/87694517/d12216cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/88000000/87700000/87694600/87694517/fb3e185f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/88000000/87700000/87694600/87694517/e7b5a80b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain cabin near national park & wineries [](https://www.expedia.ca/Linden-Hotels-Mountain-Cabin-Near-National-Park-Wineries.h87694517.Hotel-Information) Linden 10/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer d. CA $420 CA $775 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Linden-Hotels-Mountain-Cabin-Near-National-Park-Wineries.h87694517.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/1a9ef301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/80506691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️ Secluded 1940s Romantic Tiny House on the River [](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) Shepherdstown 9.8/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaleb C CA $61 CA $151 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100460000/100457800/100457711/w526h683x258y0-cf23250b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100460000/100457800/100457711/w907h683x58y0-b210240b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100460000/100457800/100457711/w301h683x362y0-55da1602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100460000/100457800/100457711/w904h683x60y0-d58dc19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Primitive Cozy Tiny Cabin with Starlink internet [](https://www.expedia.ca/Great-Cacapon-Hotels-Primitive-Cozy-Off-Grid-Tiny-Home-With-Starlink.h100457711.Hotel-Information) Great Cacapon 10/10 Exceptional (11) "Super peaceful and relaxing! We had a great time! Will stay again! Thanks Austin!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason M. CA $99 CA $256 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Great-Cacapon-Hotels-Primitive-Cozy-Off-Grid-Tiny-Home-With-Starlink.h100457711.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106280000/106275600/106275599/359b5603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/107000000/106280000/106275600/106275599/7eb5da2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106280000/106275600/106275599/w2048h1360x0y5-39f137c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/107000000/106280000/106275600/106275599/c0e9f368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aslan's How - Cabin with Valley Views & Hot Tub! [](https://www.expedia.ca/Harpers-Ferry-Hotels-Aslans-How-Cabin-With-Valley-Views-And-Hot-Tub.h106275599.Hotel-Information) Harpers Ferry 9.8/10 Exceptional (8) "We stayed here for our honeymoon and it was very nice and peaceful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert F. CA $138 CA $520 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Aslans-How-Cabin-With-Valley-Views-And-Hot-Tub.h106275599.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/w4320h3258x0y0-de7068d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/beb7c73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/16c3621f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/43bbee29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek. [](https://www.expedia.ca/Berkeley-Springs-Hotels-Private-Getaway-W-Hot-Tub.h27132250.Hotel-Information) Berkeley Springs 9.8/10 Exceptional (296) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann W. CA $121 CA $417 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Private-Getaway-W-Hot-Tub.h27132250.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/da572455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/w1199h799x1y1-e0ffd072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/w1199h799x1y1-1bbed098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/w1199h799x1y1-7a2b354a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Zen Garden by Zen Living [](https://www.expedia.ca/Luray-Hotels-The-Zen-Garden-By-Zen-Living.h74215185.Hotel-Information) Page County 9.6/10 Exceptional (15) "King size bed, fenced yard for our dog, and good mid-week price are what made us choose this place for a short get away. It really suited our needs and we'll be back! Bed was comfortable. House was clean, nicely decorated, and felt welcoming. Could not get WiFi to work, but our cell phone reception was fine." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joyce F. CA $134 CA $393 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Luray-Hotels-The-Zen-Garden-By-Zen-Living.h74215185.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100820000/100818300/100818202/3d2436ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100820000/100818300/100818202/4e07b9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100820000/100818300/100818202/dea97a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100820000/100818300/100818202/0650581a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill [](https://www.expedia.ca/Berkeley-Springs-Hotels-Rustic-Tabor-Woods-Cabin-Near-Cacapon-State-Park-WPatio.h100818202.Hotel-Information) Berkeley Springs 9.0/10 Wonderful (17) "Hot tub was nice relaxing cozy cabin" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kristin CA $100 CA $265 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Rustic-Tabor-Woods-Cabin-Near-Cacapon-State-Park-WPatio.h100818202.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31®ionId=6056879&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Cabins.d6056879-aaCabins.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Cabins.d6056879-aaCabins.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Couldnt be happier with my stay. Check in was easy, rooms were clean and bed bug free, there was a fridge, coffee maker and microwave! Easy shampoo, conditioner, body wash dispenser in the shower, the kids LOVED the heated indoor pool! There is coffee and hot chocolate in the lobby available At ALL TIMES. The continental breakfast was top notch! Even had sausage gravy! And! 711 was right next door incase you forget your phone charger (guilty)! And if you just wanted a little late night relax without going anywhere, they have a cooler upfront with some high noons and other wines for purchase. I will definitely recommend and definitely go back!" [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Clean nice room with a hot breakfast, a lot nicer then other places in Winchester especially for the price. Highly recommend " [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Was nice and peaceful no issues " [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg) ### Hilton Garden Inn Dulles North 10/10 Excellent "Good house keeping" [](https://expedia.ca/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "Room fabulous, staff superior , breakfast great " [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "The room was clean and the bed was comfortable. My only desire is for firmer, foam pillows and brighter lights at the vanity. The staff is always efficient and friendly. It’s a beautiful hotel and we always have a good time at the bar!" [](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg) ### Lansdowne Resort and Spa 10/10 Excellent "Great place" [](https://expedia.ca/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.Hotel-Information) ![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "Clean room , wonderful front staff. Gave concise advice about directions and what to do" [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "Clean room, quiet area, good breakfast" [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ## Find out more about Winchester ## Winchester Cabin Rentals information | Number of reviews | 600 | | ----------------- | ----------------- | | Accommodation | 538 Cabin Rentals | | Lowest Price | CA $151 | | Highest Price | CA $775 | ## Frequently asked questions ### What are the best cabins near Winchester? ### Are there cheap cabins in Winchester? ### What are the best luxury cabins near Winchester? ### What are the best river cabins near Winchester? ### What are the best cabins with pools near Winchester? ### Can I find beach cabins near Winchester? ### What are the best weekend cabin rentals in Winchester? ### What are the best cabin prices in Winchester? ### Can I find log cabins in Winchester? ### What are the top things to see and do in Winchester? ### Why should I book a cabin in Winchester? ### What are the top nature cabins in Winchester? ### What are some of the best cabins near Museum of the Shenandoah Valley in Winchester? ## Explore a world of travel with Expedia - 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[B&B in Stephens City ](https://www.expedia.ca/Stephens-City-Bed-And-Breakfast.d12076-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels & Resorts for Couples in Stephens City ](https://www.expedia.ca/Stephens-City-Hotels-Couples-Resorts-Hotels.0-0-d12076-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Stephens City ](https://www.expedia.ca/Stephens-City-Hotels-Historic-Hotel.0-0-d12076-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Stephens City ](https://www.expedia.ca/Stephens-City-Hotels-Pet-Friendly-Hotel.0-0-d12076-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Stephens City Hotels ](https://www.expedia.ca/Stephens-City-Hotels.d12076.Travel-Guide-Hotels) - [Hotels near Valerie Hill Winery ](https://www.expedia.ca/Valerie-Hill-Winery-Hotels.0-l553248621532661834-0.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in White Post ](https://www.expedia.ca/White-Post-Hotels-Honeymoon-Hotels.0-0-d184119-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - 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[Flights to Boyce ](https://www.expedia.ca/Cheap-Flights-To-Boyce.d184084.Travel-Guide-Flights) - [Flights to Millwood ](https://www.expedia.ca/Cheap-Flights-To-Millwood.d3000460156.Travel-Guide-Flights) - [Flights from Winchester Regional ](https://www.expedia.ca/lp/airports/wgo/flights-from-winchester-regional-airport) - [Flights from Gore ](https://www.expedia.ca/lp/flights/3000460015/flights-from-gore) - [Flights from Clear Brook ](https://www.expedia.ca/lp/flights/553248635975870250/flights-from-clear-brook) - [Flights from Blacksburg (BCB) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bcb/wgo/blacksburg-to-winchester) - [Flights from Hartford (BDL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bdl/wgo/hartford-to-winchester) - [Flights from Baltimore (BWI) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bwi/wgo/baltimore-to-winchester) - [Flights from Denver (DEN) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/den/wgo/denver-to-winchester) - [Flights from Dallas (DFW) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/dfw/wgo/dallas-to-winchester) - 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[Appleland Sports Center ](https://www.expedia.ca/Appleland-Sports-Center-Stephens-City.d553248621587477489.Vacation-Attraction) - [Jim Barnett Park ](https://www.expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) - [Visit Millwood ](https://www.expedia.ca/Millwood.dx3000460156) - [Book Cabin Rentals in Winchester on Expedia.com ](https://www.expedia.com/Winchester-Cabins.d6056879-aaCabins.Travel-Guide-Accommodation)