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/home2-suites-by-hilton-muncie/BC-14558007" class="class="static-page-link"">Home2 Suites By Hilton Muncie</a> <a href="/property/the-nest-sleeps-6-3-min-to-bsu/HA-3214818251" class="class="static-page-link"">The Nest - Sleeps 6, 3 min to BSU</a> <a href="/property/hampton-inn-suites-richmond/BC-303446" class="class="static-page-link"">Hampton Inn &amp; Suites Richmond</a> <a href="/property/home2-suites-by-hilton-richmond/BC-6638086" class="class="static-page-link"">Home2 Suites By Hilton Richmond</a> <a href="/property/best-western-plus-richmond-indiana-i-70/BC-340125" class="class="static-page-link"">Best Western Plus Richmond Indiana I-70</a> <a href="/property/muncie-place-hotel-suites/BC-177430" class="class="static-page-link"">Muncie Place Hotel &amp; Suites</a> <a href="/property/bestway-inn/BC-9839119" class="class="static-page-link"">Bestway Inn</a> <a href="/property/side-a-riverfront-hot-tub-game-room-grill-sleeps-12/HA-3214612065" class="class="static-page-link"">Side A Riverfront Hot Tub Game Room Grill Sleeps 12</a> <a href="/property/motel-6-richmond-in/BC-267483" class="class="static-page-link"">Motel 6-Richmond, IN</a> <a href="/property/motel-6-portland-in/BC-521870" class="class="static-page-link"">Motel 6 Portland, IN</a>

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

There are more than 69 pet-friendly rentals available on Floridarentalvacations. Check prices and availability in Winchester and last updated on January 2026. 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: Pet-Friendly Greenville Home w/Private Yard Pet-Friendly Greenville Home with Private Yard Red Roof Inn Richmond, IN 7 Mi to Depot District: Richmond Home w/Fire Pit

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.