Pet-friendly holiday 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.
Holiday 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
Home
4.92 out of 5 average rating, 132 reviewsBeautiful 3 BR historic home in downtown Frederick
Home
4.98 out of 5 average rating, 103 reviewsHistorically Modern Rowhouse in Downtown
Home
4.98 out of 5 average rating, 161 reviewsAcross INN Entire Colonial HOUSE 3 Beds+Fast Wi-Fi
Home
4.88 out of 5 average rating, 604 reviewsArden House, Inwood WV
Home
4.92 out of 5 average rating, 282 reviewsRound Mountn Top House! Prof. Cleaned w EV-chrger
Home
4.94 out of 5 average rating, 104 reviewsRomantic Cottage with Private Hot Tub
Home
5 out of 5 average rating, 103 reviewsSunshine House -Cheerful 2BR/2.5Bath Detached Home
Home
4.81 out of 5 average rating, 117 reviewsSunrise on the Potomac near Shepherdstown, WV
Pet-friendly home rentals with a pool
Cabin
4.91 out of 5 average rating, 109 reviewsPet/Family Friendly, Hot Tub, Large Deck
Home
4.78 out of 5 average rating, 256 reviewsStone Spring - Heated Salt Pool - on 2.5 Acres
Cabin
4.94 out of 5 average rating, 110 reviewsNEW! Boutique-Chic w/fireplace @ The Woods
Cabin
4.99 out of 5 average rating, 210 reviewsCedarfield Cabin
Cabin
5 out of 5 average rating, 135 reviewsHerb Cottage-Elegant Cabin plus Optional Farm Tour
Cabin
4.77 out of 5 average rating, 103 reviewsLog Cabin, *Pool, Hot Tub* Views, Views, Log Fires
Apartment
4.84 out of 5 average rating, 177 reviewsBeautiful 2BR/1BA Renovated Condo near DC
Cabin
4.95 out of 5 average rating, 116 reviewsStarcatcher Chalet, The Woods Resort
Private, pet-friendly home rentals
Rental unit
4.89 out of 5 average rating, 154 reviewsThe GreyLoo
Home
5 out of 5 average rating, 24 reviewsWelcome Home: Families, pets, remote workers
Guest suite
4.99 out of 5 average rating, 421 reviewsGarage Apartment, King Bed, Easy access to I-81
Rental unit
4.87 out of 5 average rating, 281 reviewsYour sanctuary awaits/1-bedroom downtown apartment
Guest house
4.79 out of 5 average rating, 33 reviewsMint Chip !
Home
4.98 out of 5 average rating, 202 reviewsPine Grove Retreat
Cabin
4.96 out of 5 average rating, 119 reviewsMountain View Retreat
Home
4.89 out of 5 average rating, 18 reviewsCozy Cottage with spacious fenced in yard!
Quick stats about holiday rentals that are pet-friendly in Winchester
Total rentals
30 properties
Nightly prices starting at
£24 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
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