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
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Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals
Home in Downtown Frederick
4.92 out of 5 average rating, 132 reviewsBeautiful 3 BR historic home in downtown Frederick
Home in Fredericksburg
4.99 out of 5 average rating, 182 reviewsHistoric 1927 Home in Old Town Fredericksburg, VA
Home in Washington
4.98 out of 5 average rating, 161 reviewsAcross INN Entire Colonial HOUSE 3 Beds+Fast Wi-Fi
Home in Hedgesville
4.92 out of 5 average rating, 282 reviewsRound Mountn Top House! Prof. Cleaned w EV-chrger
Home in Castleton
4.94 out of 5 average rating, 104 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
4.81 out of 5 average rating, 117 reviewsSunrise on the Potomac near Shepherdstown, WV
Home in Harrisonburg
4.94 out of 5 average rating, 341 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, 304 reviewsHarmony Lodge nestled in wooded tranquility!
Home in Rockingham
4.78 out of 5 average rating, 256 reviewsStone Spring - Heated Salt Pool - on 2.5 Acres
Cabin in Hedgesville
4.94 out of 5 average rating, 110 reviewsNEW! Boutique-Chic w/fireplace @ The Woods
Cabin in Rixeyville
4.99 out of 5 average rating, 210 reviewsCedarfield Cabin
Condo in West Springfield
4.84 out of 5 average rating, 177 reviewsBeautiful 2BR/1BA Renovated Condo near DC
Chalet in McGaheysville
4.77 out of 5 average rating, 106 reviewsTree top home in Massanutten next to tubing
Cabin in Hedgesville
4.87 out of 5 average rating, 172 reviewsStylish Retreat with Pool Access and Fire Pit
Private, pet-friendly home rentals
Cabin in Linden
4.87 out of 5 average rating, 94 reviewsSkyland Hideaway | Mountain Cabin w/ Hot Tub
Villa in Orange
5 out of 5 average rating, 52 reviewsLuxurious Stay for 2 at Historic Estate
Guest suite in Edinburg
4.99 out of 5 average rating, 421 reviewsGarage Apartment, King Bed, Easy access to I-81
Home in Downtown Frederick
4.85 out of 5 average rating, 94 reviewsRenovated tech-house in historic downtown
Home in Manassas
4.79 out of 5 average rating, 19 reviewsCozy Cottage with spacious fenced in yard!
Cabin in New Market
4.92 out of 5 average rating, 159 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, 37 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
$30 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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