Title: Winchester Vacation Home Rentals from CA $300: Search Top Private Vacation Homes for Rent | Expedia.ca

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![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester vacation homes

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/13365e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/c5c32d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/1520d4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/cad5963c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain View Bungalow in Front Royal

[](https://www.expedia.ca/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information)

Front Royal

10/10

Exceptional

(15 reviews)

"Super cute, super clean and super comfortable!! Close and convenient to Shenandoah NP. Would definitely stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian B.

CA $184

CA $300 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/5441842b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/3bc90753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/e073d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/ed3e6638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly renovated Farm cottage with Mountain views 

[](https://www.expedia.ca/Strasburg-Hotels-Newly-Renovated-Farm-Cottage-With-Mountain-Views.h89794757.Hotel-Information)

Strasburg

10/10

Exceptional

(38 reviews)

"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shannon H.

CA $218

CA $444 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Strasburg-Hotels-Newly-Renovated-Farm-Cottage-With-Mountain-Views.h89794757.Hotel-Information)

![Smart TV, offices](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/419169e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/1fc77428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/43079684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/w2044h1364x0y0-d79c67e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog-Friendly Cottage w Playground, Grill & Games

[](https://www.expedia.ca/Middletown-Hotels-Dog-Friendly-Cottage-W-Playground.h106325979.Hotel-Information)

Middletown

9.6/10

Exceptional

(16 reviews)

"Clean cute house, exactly as described. Close to Shenandoah national park and skyline drive. Hosts very communicative "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Corrin D.

CA $219

CA $396 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Middletown-Hotels-Dog-Friendly-Cottage-W-Playground.h106325979.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/61000000/60280000/60275500/60275491/85e7a007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/61000000/60280000/60275500/60275491/52f36c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60280000/60275500/60275491/8df6db80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60280000/60275500/60275491/21ede701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy mountain cottage w/hot tub & lake access

[](https://www.expedia.ca/Front-Royal-Hotels-Hot-Tub.h60275491.Hotel-Information)

Front Royal

9.0/10

Wonderful

(31 reviews)

"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elissa S.

CA $232

CA $429 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Front-Royal-Hotels-Hot-Tub.h60275491.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/76000000/75840000/75832700/75832658/491c0c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75840000/75832700/75832658/144b7449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75840000/75832700/75832658/d041791b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75840000/75832700/75832658/164fdddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Indigo Blue modern open vibe on tree lined street

[](https://www.expedia.ca/Winchester-Hotels-Indigo-Blue-Modern-Open-Vibe-On-Tree-Lined-Street.h75832658.Hotel-Information)

Winchester Historic District

10/10

Exceptional

(13 reviews)

"Perfect for our needs for our daughter’s graduation!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris and Michelle P.

CA $299

CA $553 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Winchester-Hotels-Indigo-Blue-Modern-Open-Vibe-On-Tree-Lined-Street.h75832658.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/a6d1f136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/4181fefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/97da5da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/396388c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cameron Charmer pristine downtown apt with double master suites 

[](https://www.expedia.ca/Winchester-Hotels-Cameron-Charmer-Pristine-Downtown-Apt-With-Double-Master-Suites.h75856945.Hotel-Information)

Winchester

9.4/10

Exceptional

(6 reviews)

"Nice house in a good central location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mitchell V.

CA $297

CA $516 total

includes taxes & fees

Mar 14 - Mar 15

[](https://www.expedia.ca/Winchester-Hotels-Cameron-Charmer-Pristine-Downtown-Apt-With-Double-Master-Suites.h75856945.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/4d7efd1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/3db057ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/ddb97a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/b99b52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Apple Mountain House

[](https://www.expedia.ca/Front-Royal-Hotels-The-Apple-Mountain-House.h113933293.Hotel-Information)

Front Royal

9.8/10

Exceptional

(11 reviews)

"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katia R.

CA $197

CA $556 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Front-Royal-Hotels-The-Apple-Mountain-House.h113933293.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78830000/78823900/78823844/a4900a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78830000/78823900/78823844/db0bfe55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/79000000/78830000/78823900/78823844/9079850d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78830000/78823900/78823844/6c9fd86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

[](https://www.expedia.ca/Front-Royal-Hotels-Spacious-Home-Steps-From-Main-St-And-Shenandoah-NP-With-Firepit-Large-Backyard.h78823844.Hotel-Information)

Front Royal

9.8/10

Exceptional

(18 reviews)

"Wonderful location. We were able to walk to restaurants and had a short drive to great hiking at Shenandoah National Park. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary F.

CA $190

CA $516 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Front-Royal-Hotels-Spacious-Home-Steps-From-Main-St-And-Shenandoah-NP-With-Firepit-Large-Backyard.h78823844.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/b261ce18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/w1184h883x3y0-95d19d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/cb8a9693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/ddedca30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

[](https://www.expedia.ca/Linden-Hotels-Hottub.h87973124.Hotel-Information)

Linden

10/10

Exceptional

(25 reviews)

"Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katelyn E.

CA $258

CA $533 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Linden-Hotels-Hottub.h87973124.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/32fe1fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/58eee7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/aba028a8.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/114000000/113280000/113270800/113270721/706c1a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  3BDR, 3 Full-Bath house in City, 2 living rooms \[3,000 sq. ft.\] - Pet Friendly!

[](https://www.expedia.ca/Stephens-City-Hotels-3BDR.h113270721.Hotel-Information)

Stephens City

9.4/10

Exceptional

(8 reviews)

"Had a great stay at this property for a girls weekend. Nearby to cute shops, a nice winery, grocery stores and restaurants. Nice amenities with games, entertainment systems, outdoor space, and in a great neighborhood too. Lots of space for families or friend reunions. Will rent again here when staying in the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maureen W.

CA $135

CA $378 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Stephens-City-Hotels-3BDR.h113270721.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/5bcbbbaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/b0176d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/783499e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/221f553f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Big Sunny Family House

[](https://www.expedia.ca/Front-Royal-Hotels-Big-House.h84086243.Hotel-Information)

Front Royal

10/10

Exceptional

(42 reviews)

"Wonderful house and town! Loved every minute of our trip! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MaryAnn G.

CA $178

CA $527 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Front-Royal-Hotels-Big-House.h84086243.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/126000000/125450000/125448300/125448222/a6f39c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125450000/125448300/125448222/d73cdc49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125450000/125448300/125448222/84d2642b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/126000000/125450000/125448300/125448222/3689ef52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 25 min to SNP Forest Views, Deck and Game Lounge

[](https://www.expedia.ca/Front-Royal-Hotels-25-Min-To-SNP-Forest-Views.h125448222.Hotel-Information)

Shenandoah Farms

CA $250

CA $726 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Front-Royal-Hotels-25-Min-To-SNP-Forest-Views.h125448222.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/7c748bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, stovetop](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/a6f1e321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/2736c2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/dda7ab71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Riverfront Home Getaway with Hot Tub

[](https://www.expedia.ca/Front-Royal-Hotels-Luxury-Riverfront-Home-Getaway-With-Hot-Tub.h121418475.Hotel-Information)

Warren County

CA $296

CA $652 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Front-Royal-Hotels-Luxury-Riverfront-Home-Getaway-With-Hot-Tub.h121418475.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x1y1-cd135358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x0y1-04dc0da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w3000h2002x0y1-874ebd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2998h2002x1y1-e4dac9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcome to the Ladybug Retreat!

[](https://www.expedia.ca/Paris-Hotels-Welcome-To-The-Ladybug-Retreat.h117734997.Hotel-Information)

Boyce

10/10

Exceptional

(1 review)

"This home is lovely and the host has thought of everything. We will definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine A.

CA $238

CA $555 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Paris-Hotels-Welcome-To-The-Ladybug-Retreat.h117734997.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/124470000/124466300/124466265/79fba50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124470000/124466300/124466265/d74ed738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124470000/124466300/124466265/dd98082f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124470000/124466300/124466265/c51bfc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Litorum - a place to land, breathe, and reset.

[](https://www.expedia.ca/Front-Royal-Hotels-Shenandoah-River-Retreat-Pool-Table-And-Fireplace.h124466265.Hotel-Information)

Front Royal

CA $265

CA $647 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Front-Royal-Hotels-Shenandoah-River-Retreat-Pool-Table-And-Fireplace.h124466265.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/121000000/120450000/120444500/120444425/df4a0d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120450000/120444500/120444425/63a92e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120450000/120444500/120444425/de9610ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120450000/120444500/120444425/512057d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Front royal majestic paradise

[](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Majestic-Paradise.h120444425.Hotel-Information)

Front Royal

CA $1,632

CA $2,074 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Majestic-Paradise.h120444425.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113300000/113294900/113294846/f9e18f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113300000/113294900/113294846/06eac5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113300000/113294900/113294846/56a1f156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113300000/113294900/113294846/afb85ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Front Royal 5 bdrm 4 bth National park w/driveway

[](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Home-W-5-Bedroom-4-Bath-And-Driveway-15-Min-To-Shenandoah-Ntnl-Park.h113294846.Hotel-Information)

Warren County

4.0/10

(1 review)

"Very Disappointed, not a comfortable stay.1 No walkway to the front door. Have to walk through dirt/grass. We had to walk past spilled garbage with broken beer bottles to get to the front door, with a step that is in need of a repair.2 Living room only sits a few people w couches oriented one direction and TV a different direction. 3 Kitchen only sits 4 people.4 No garbage cans at all on the top floor which has 3 bedrooms & 2 bathrooms.5 No soap or towels in any of the bathrooms upon our...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kim f.

CA $336

CA $696 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Home-W-5-Bedroom-4-Bath-And-Driveway-15-Min-To-Shenandoah-Ntnl-Park.h113294846.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33680000/33671400/33671359/eb10afca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33680000/33671400/33671359/f9b25b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33680000/33671400/33671359/ce0b51c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33680000/33671400/33671359/4d20bcad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Lakeside Homestead

[](https://www.expedia.ca/Wardensville-Hotels-Cozy-Lakeside-Homestead.h33671359.Hotel-Information)

Wardensville

10/10

Exceptional

(206 reviews)

"My family and I had a great stay. The home was cozy, clean and relaxing. Great communication and the home had everything we needed for an awesome weekend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeremy O.

CA $257

CA $368 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Wardensville-Hotels-Cozy-Lakeside-Homestead.h33671359.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/105000000/104190000/104182000/104181963/w1024h682x0y1-d622f808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104190000/104182000/104181963/w1023h682x1y1-17af068f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104190000/104182000/104181963/ce41d4a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104190000/104182000/104181963/w1021h682x1y1-75a7ad40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

[](https://www.expedia.ca/Luray-Hotels-Cozy-Place-Near-Shenandoah-National-Park.h104181963.Hotel-Information)

Luray

9.8/10

Exceptional

(38 reviews)

"Amazing stay in Luray, VA. House was very clean and up kept "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shedrick J.

CA $182

CA $463 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Luray-Hotels-Cozy-Place-Near-Shenandoah-National-Park.h104181963.Hotel-Information)

![Smart TV, Hulu, streaming services](https://images.trvl-media.com/lodging/82000000/81290000/81286100/81286079/8c9bb7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81290000/81286100/81286079/66e44c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Hulu, streaming services](https://images.trvl-media.com/lodging/82000000/81290000/81286100/81286079/59f54910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/82000000/81290000/81286100/81286079/99d2982a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

[](https://www.expedia.ca/Luray-Hotels-Tiny-Barn-WModern-Charm-On-3-Acres.h81286079.Hotel-Information)

Luray

9.8/10

Exceptional

(68 reviews)

"This property was very clean and conveniently located to everything we wanted to do. We enjoyed our stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindy H.

CA $135

CA $327 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Luray-Hotels-Tiny-Barn-WModern-Charm-On-3-Acres.h81286079.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=2026-03-27&endDate=2026-03-28&regionId=6056879&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CABIN)

Cottages

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Apartments

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Private vacation homes

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VILLA)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CHALET)

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## Top Winchester Hotel Reviews

![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d_y.jpg)

### The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"Cute location "

[](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information)

![Mimslyn Inn Historic Hotels Of America](https://images.trvl-media.com/lodging/10000000/9770000/9760500/9760491/5175eb5d_y.jpg)

### Mimslyn Inn Historic Hotels Of America

10/10 Excellent

"This historic Inn is beautiful. I will stay here again. Unfortunately the restaurant and speakeasy weren’t open. "

[](https://expedia.ca/Luray-Hotels-Mimslyn-Inn-Historic-Hotels-Of-America.h9760491.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg)

### La Quinta Inn & Suites by Wyndham Winchester

8/10 Good

"Adequate for one night stay."

[](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32_y.jpg)

### Hampton Inn Martinsburg

10/10 Excellent

"Check-in was easy, the room was clean, and the staff was very friendly. My only suggestion would be to offer more healthy breakfast options. Overall, my stay was great, and I would definitely recommend this Hampton Inn."

[](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.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

"Our stay was wonderful. The room was great and the staff were very polite and helpful"

[](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/c93a366a_y.jpg)

### SpringHill Suites by Marriott Winchester

10/10 Excellent

"Beautiful hotel and room. Accessible room was perfect. Staff was friendly right from check-in. Would highly recommend this hotel to anyone who needs an accessible room. "

[](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information)

![Sleep Inn & Suites Winchester near University](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/554af346_y.jpg)

### Sleep Inn & Suites Winchester near University

4/10 Poor

"Pictures don’t describe property accurately. We needed an in expensive economy hotel. Wasn’t looking for anything fancy just wanted clean room to sleep, shower and leave. Property was definitely shady, customers looked like they were on drugs. Our room had holes in bathroom door. We stayed only because room was prepaid and bed didn’t have bed bugs. Will never stay at property again!! Beware.. spend an extra few dollars and stay down the street at Holiday Inn express, regret not staying there!"

[](https://expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information)

![Fairfield Inn & Suites by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/0de00556_y.jpg)

### Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"While driving from Florida to New Hampshire needed a place to stay overnight. This stay exceeded my expectations "

[](https://expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.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 rooms."

[](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

## Find out more about Winchester

## Winchester Vacation Homes information

| Number of reviews | 423                |
| ----------------- | ------------------ |
| Accommodation     | 632 Vacation Homes |
| Lowest Price      | CA $300            |
| Highest Price     | CA $2,074          |

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- [Luxury Hotels in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Luxury-Hotel.0-n6164092-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Pet-Friendly-Hotel.0-n6164092-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Spa-Hotel.0-n6164092-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Old Town Winchester Hotels ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels)
- [Hotels near Patsy Cline Historic House ](https://www.expedia.ca/Patsy-Cline-Historic-House-Hotels.0-l553248621532661841-0.Travel-Guide-Filter-Hotels)
- [Lodges in Riverton ](https://www.expedia.ca/Riverton-Lodges.d553248635975849884-aaLodges.Travel-Guide-Accommodation)
- [Hotels near Rock Harbor Golf Course ](https://www.expedia.ca/Rock-Harbor-Golf-Course-Hotels.0-l553248621561864838-0.Travel-Guide-Filter-Hotels)
- [Cottages in Shawnee Land ](https://www.expedia.ca/Shawnee-Land-Cottages.d553248635975849755-aaCottages.Travel-Guide-Accommodation)
- [Hotels near Shenandoah University ](https://www.expedia.ca/Shenandoah-University-Hotels.0-l6127311-0.Travel-Guide-Filter-Hotels)
- [Hotels near State Arboretum of Virginia ](https://www.expedia.ca/State-Arboretum-Of-Virginia-Hotels.0-l6164038-0.Travel-Guide-Filter-Hotels)
- [B&B in Stephens City ](https://www.expedia.ca/Stephens-City-Bed-And-Breakfast.d12076-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Historic Hotels in Stephens City ](https://www.expedia.ca/Stephens-City-Hotels-Historic-Hotel.0-0-d12076-tHistoricHotel.Travel-Guide-Filter-Hotels)
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- [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)
- [White Post Hotels ](https://www.expedia.ca/White-Post-Hotels.d184119.Travel-Guide-Hotels)
- [Hotels near Winchester-Frederick County Convention & Visitors Bureau ](https://www.expedia.ca/Winchester-Frederick-County-Convention-Visitors-Bureau-Hotels.0-l553248621561864842-0.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Winchester Historic District ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Hotels-With-Bar.0-n918789051029594112-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
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- [Spa Hotels in Winchester Historic District ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Spa-Hotel.0-n918789051029594112-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Hotels near Winchester Medical Center ](https://www.expedia.ca/Winchester-Medical-Center-Hotels.0-l6164057-0.Travel-Guide-Filter-Hotels)

- [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)
- [Flights from El Paso (ELP) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/elp/wgo/el-paso-to-winchester)
- [Flights from Fort Lauderdale (FLL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/fll/wgo/fort-lauderdale-to-winchester)
- [Flights from Greenville (GSP) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/gsp/wgo/greenville-to-winchester)
- [Flights from Jacksonville (JAX) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/jax/wgo/jacksonville-to-winchester)
- [Flights from Melbourne (MEL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/mel/wgo/melbourne-to-winchester)
- [Flights from Sarasota (SRQ) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/srq/wgo/sarasota-to-winchester)
- [Flights from Syracuse (SYR) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/syr/wgo/syracuse-to-winchester)
- [Flights from Calgary (YYC) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/yyc/wgo/calgary-to-winchester)
- [Flights from Toronto (YYZ) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/yyz/wgo/toronto-to-winchester)

- [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 Vacation Homes in Winchester on Expedia.com ](https://www.expedia.com/Winchester-Private-Vacation-Homes.d6056879-aaPrivateVacationHomes.Travel-Guide-Accommodation)