Book pet friendly vacation rentals in Winchester

Experience the joy of traveling with your furry friend in Winchester's pet-friendly vacation homes

Winchester offers a delightful selection of pet-friendly vacation homes that allow you to enjoy the best of this charming destination without leaving your beloved pet behind. These cozy retreats provide an ideal base for exploring the beautiful outdoors, from scenic parks to picturesque trails. You can embark on adventures together, creating lasting memories while soaking in the natural beauty that Winchester has to offer. With ample space for relaxation and play, these accommodations ensure a comfortable stay for both you and your pet, making your vacation experience even more enjoyable.

Our top choices for a great stay

NEW 2021 Tims Ford Lake Home - Private covered dock - Hot Tub

NEW 2021 Tims Ford Lake Home - Private covered dock - Hot Tub

Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Maple Bend Island and Goose Island are located nearby.
9.8/10 Exceptional! (69 reviews)
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NEW 2021 Tims Ford Lake Home - Private covered dock - Hot Tub
FIREFLY FARMHOUSE IN NOSTALGIC PASTORAL SETTING

FIREFLY FARMHOUSE IN NOSTALGIC PASTORAL SETTING

Stay at this vacation home in Winchester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Johny Garden and Harvey's Garden are located nearby.
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FIREFLY FARMHOUSE IN NOSTALGIC PASTORAL SETTING
Twin Creeks Getaway- Pet Friendly- Amenities Abound! Golf cart rental available!

Twin Creeks Getaway- Pet Friendly- Amenities Abound! Golf cart rental available!

Stay at this vacation home in Winchester. Enjoy laundry facilities and air conditioning. Popular attractions Twin Creeks Marina and Dry Creek Beach are located nearby.
10/10 Exceptional! (3 reviews)
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Twin Creeks Getaway- Pet Friendly- Amenities Abound! Golf cart rental available!
Twin Creeks Modern Farmhouse with 6 Seater Golf Cart & 2 Primary Bedrooms!

Twin Creeks Modern Farmhouse with 6 Seater Golf Cart & 2 Primary Bedrooms!

Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Dry Creek Beach and Twin Creeks Marina are located nearby.
9.6/10 Exceptional! (32 reviews)
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Twin Creeks Modern Farmhouse with 6 Seater Golf Cart & 2 Primary Bedrooms!
Spacious Lakefront Retreat w/ Hot Tub + Dock!

Spacious Lakefront Retreat w/ Hot Tub + Dock!

Stay at this vacation home in Winchester. Enjoy private hot tubs, parking (surcharge), and laundry facilities. Popular attractions Oldham Theatre and Expressions are located nearby.
9.8/10 Exceptional! (22 reviews)
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Spacious Lakefront Retreat w/ Hot Tub + Dock!
Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family

Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family

$669 nightly
The price is $764 total per night from Aug 5 to Aug 6
$764 total
Aug 5 - Aug 6
Total includes taxes and fees
Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Devil's Step Island and Twin Creeks Marina are located nearby.
Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family
Winchester Home w/ Deck < 1 Mi to Tims Ford Lake!

Winchester Home w/ Deck < 1 Mi to Tims Ford Lake!

Stay at this vacation home in Winchester. Enjoy a garden, laundry facilities, and patios. Popular attractions Leatherwood Island and Lakeview Marina are located nearby.
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Winchester Home w/ Deck < 1 Mi to Tims Ford Lake!
Lake Life Getaway!

Lake Life Getaway!

Stay at this vacation home in Winchester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Goose Island and Maple Bend Island are located nearby.
9.4/10 Exceptional! (16 reviews)
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Lake Life Getaway!
Spacious Lakeside Home, Pet-Friendly w/Dock & Boatslip

Spacious Lakeside Home, Pet-Friendly w/Dock & Boatslip

Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Devil's Step Island and Twin Creeks Marina are located nearby.
9.6/10 Exceptional! (5 reviews)
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Spacious Lakeside Home, Pet-Friendly w/Dock & Boatslip
Lake View Prime Location, Community Dock w swim ladders, covered boat slip,

Lake View Prime Location, Community Dock w swim ladders, covered boat slip,

Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Devil's Step Island and Twin Creeks Marina are located nearby.
10/10 Exceptional! (21 reviews)
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Lake View Prime Location, Community Dock w swim ladders, covered boat slip,
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.

Why choose pet-friendly vacation homes in Winchester for your next getaway?

For travelers seeking comfort and family time, pet-friendly vacation homes in Winchester provide an inviting alternative to traditional hotels. These private rentals for pet owners not only offer spacious living areas where your family can relax and bond but also allow your pets to feel at home. Unlike hotels, which can be restrictive, vacation homes that allow pets give you the freedom to explore the beautiful outdoor scenery together. Imagine enjoying a morning coffee on the patio while your dog plays in the garden or having a cozy family dinner in the comfort of your own kitchen. With easy access to nearby parks and trails, you can easily plan fun-filled days that include your furry friends. Choosing a pet-friendly vacation rental enhances your experience, allowing you to focus on creating lasting memories with your loved ones while enjoying all that Winchester has to offer.