What are the top rated Pet Friendly Vacation Rentals in Winchester?

There are a lot of options in Winchester. If you plan on staying in the Winchester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Winchester: <a href="/property/waterfront-home-just-steps-away-from-a-quiet-cove-and-a-2-slip-dock/HA-1214713061" class="class="static-page-link"">Waterfront home just steps away from a quiet cove and a 2 slip dock</a> <a href="/property/big-lake-views-tims-ford-lake-lots-of-space-and-great-for-family-get-togethers/HA-3211281775" class="class="static-page-link"">Big Lake Views Tims Ford Lake! Lots of space and great for family get togethers</a> <a href="/property/lake-house-with-dock/HA-3212694798" class="class="static-page-link"">Lake House with Dock</a> <a href="/property/lakefront-home-covered-dock-with-swings-peaceful-quiet-wide-cove/HA-3213819677" class="class="static-page-link"">Lakefront home, covered dock with swings, peaceful, quiet, wide cove.</a> <a href="/property/charming-2-bedroom-cabin-in-marvelous-winchester-with-wifi-ac/HA-3214258583" class="class="static-page-link"">Charming 2-bedroom cabin in marvelous Winchester with WiFi, AC</a> <a href="/property/cozy-lakeside-cabin-on-beautiful-tims-ford-lake/HA-3214186302" class="class="static-page-link"">Cozy, lakeside cabin on beautiful Tims Ford Lake</a> <a href="/property/amazing-tims-ford-lake-home-built-2021-private-covered-dock-hot-tub/HA-3212144820" class="class="static-page-link"">Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub</a> <a href="/property/beautiful-tims-ford-lake-house-boat-available/HA-3212789653" class="class="static-page-link"">Beautiful Tims Ford Lake house. Boat available</a> <a href="/property/twin-creeks-modern-farmhouse-with-6-seater-golf-cart-2-primary-bedrooms/HA-3212732647" class="class="static-page-link"">Twin Creeks Modern Farmhouse with 6 Seater Golf Cart &amp; 2 Primary Bedrooms!</a> <a href="/property/on-the-water-with-dock-great-location/HA-3211576815" class="class="static-page-link"">On the water with Dock &amp; Great Location</a>

How many pet-friendly vacation rentals are available in Winchester on Montanatravelandtourism?

There are more than 70 pet-friendly rentals available on Montanatravelandtourism. Check prices and availability in Winchester and last updated on December 2025. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Winchester?

There are many dog-friendly vacation homes available in Winchester. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Winchester: A very rustic converted pole barn unique cozy cabin Tims Ford Lake House TN Lake, Caverns, Sewanee, & Jack Daniel’s All Nearby! Boat, RV, Camping, Barn Beautifully Renovated Studio 2 Miles From Marina!

Do you have any luxury vacation homes that allow pets in or near Winchester?

Most definitely! There are many luxury places to stay in Winchester. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Winchester. Though note, more expensive is not always better.