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
Home in Gettysburg
5 out of 5 average rating, 96 reviews*Dog Friendly* Minutes to Liberty Mtn & Gettysburg
Home in Downtown Frederick
4.92 out of 5 average rating, 135 reviewsBeautiful 3 BR historic home in downtown Frederick
Home in Washington
4.98 out of 5 average rating, 162 reviewsAcross INN Entire Colonial HOUSE 3 Beds+Fast Wi-Fi
Home in Hedgesville
4.92 out of 5 average rating, 284 reviewsRound Mountn Top House! Prof. Cleaned w EV-chrger
Home in Castleton
4.94 out of 5 average rating, 108 reviewsRomantic Cottage with Private Hot Tub
Home in Downtown Frederick
5 out of 5 average rating, 103 reviewsSunshine House -Cheerful 2BR/2.5Bath Detached Home
Home in Martinsburg
4.82 out of 5 average rating, 119 reviewsSunrise on the Potomac near Shepherdstown, WV
Home in Harrisonburg
4.94 out of 5 average rating, 350 reviewsThe Homeplace - Private House with Backyard
Pet-friendly home rentals with a pool
Cabin in Berkeley Springs
4.91 out of 5 average rating, 109 reviewsPet/Family Friendly, Hot Tub, Large Deck
Guest suite in Myersville
4.92 out of 5 average rating, 306 reviewsHarmony Lodge nestled in wooded tranquility!
Home in Rockingham
4.78 out of 5 average rating, 257 reviewsStone Spring - Heated Salt Pool - on 2.5 Acres
Cabin in Hedgesville
4.94 out of 5 average rating, 111 reviewsNEW! Boutique-Chic w/fireplace @ The Woods
Cabin in Delaplane
5 out of 5 average rating, 137 reviewsHerb Cottage-Elegant Cabin plus Optional Farm Tour
Condo in West Springfield
4.84 out of 5 average rating, 181 reviewsBeautiful 2BR/1BA Renovated Condo near DC
Villa in Luray
5 out of 5 average rating, 37 reviewsPrivate Indoor Pool~WiFi~ Arcade~Fire Pit~Views
Chalet in McGaheysville
4.78 out of 5 average rating, 107 reviewsTree top home in Massanutten next to tubing
Private, pet-friendly home rentals
Cabin in Linden
4.87 out of 5 average rating, 97 reviewsSkyland Hideaway | Mountain Cabin w/ Hot Tub
Villa in Orange
5 out of 5 average rating, 53 reviewsLuxurious Stay for 2 at Historic Estate
Guest suite in Edinburg
4.99 out of 5 average rating, 423 reviewsGarage Apartment, King Bed, Easy access to I-81
Home in Downtown Frederick
4.85 out of 5 average rating, 96 reviewsRenovated tech-house in historic downtown
Home in Manassas
4.77 out of 5 average rating, 22 reviewsCozy Cottage with spacious fenced in yard!
Cabin in New Market
4.93 out of 5 average rating, 161 reviewsThe BlackPearl•Secluded•Hot tub 1.5 hs from DC
Bungalow in Front Royal
4.93 out of 5 average rating, 76 reviewsThe Pond Cottage- Fantasy Getaway with a Waterfall
Home in McGaheysville
5 out of 5 average rating, 39 reviewsPet-Friendly 4BR in Ideal Location @ Massanutten
Quick stats about vacation rentals that are pet-friendly in Winchester
Total rentals
30 properties
Nightly prices starting at
G$6,270 GYD 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
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