
Pet-friendly vacation rentals in Winchester
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winchester
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

The Burrow ~ Our guest reviews say it all!

Little Red Schoolhouse in Cross Junction

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fishing

Windy Knoll Adventure | River Front Overlook!

Shenandoah Siesta

Valley Vista, stunning views in wine country

Tall Spruce Farmstead in South Central PA

LeLe’s Landing: Come take a Scrabble Sabbatical
Pet-friendly home rentals with a pool

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

Muse Vineyards Farmhouse, w Seasonal Pool!

Hydrangea House - A Bright and Peaceful Farm Stay

Fall foliage soon! Coffee bar, swim, fish, firepit

Cedar Creek Wayside Castle

The Hunt Box @ Tally Yo Farm

Monet Suite, elegnt lrg 2rm suite/blcny in villa

THE PERFECT HIKING & WINERY COUNTRY RETREAT
Private, pet-friendly home rentals

Design-forward cabin in the woods

The Gramophone - Romantic Valley Retreat

Stay in a piece of history! Private Entire Cottage

Cedar Creek Cabin

Winters Retreat Farm Cottage - Entire house

Rustic and stylish mountain getaway

Secluded Mountain Top Retreat | Stunning Views

Tranquility in the Mountains - Pet friendly!
Quick stats about vacation rentals that are pet-friendly in Winchester
Total rentals
40 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
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- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Luray Caverns
- Stone Tower Winery
- Cunningham Falls State Park
- Gambrill State Park
- Cacapon Resort State Park
- Shenandoah Valley Golf Club
- Berkeley Springs State Park
- Bryce Resort
- Whitetail Resort
- Robert Trent Jones Golf Club
- Creighton Farms
- South Mountain State Park
- River Creek Club
- Sly Fox Golf Club
- Bowling Green Country Club
- Notaviva Vineyards
- Dinosaur Land
- Car and Carriage Caravan Museum
- JayDee's Family Fun Center
- Twin Lakes Golf Course
- Reston National Golf Course
- The Golf Club at Lansdowne
- Herndon Centennial Golf Course
- Warden Lake