What are the top rated Pet Friendly Vacation Rentals in Talbot County?

There are a lot of options in Talbot County. If you plan on staying in the Talbot County 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 Talbot County: <a href="/property/st-michael-s-premier-in-town-rental-with-heated-pool-pool-opens-4-3/HA-121287681" class="class="static-page-link"">St. Michael&#39;s Premier In-Town Rental with heated pool. Pool opens 4/3</a> <a href="/property/charming-waterfront-cottage-outside-st-michaels-close-to-the-oaks/HA-321558222" class="class="static-page-link"">Charming Waterfront Cottage Outside St. Michaels Close to the Oaks</a> <a href="/property/waterfront-oyster-farmhouse-built-2018-with-pool-fence-and-dock-23-private-acres/HA-3211503793" class="class="static-page-link"">Waterfront Oyster Farmhouse Built 2018 with Pool/Fence and Dock-23 private acres</a> <a href="/property/secluded-waterfront-property-on-3-acres-with-swimming-pool-and-dock/HA-1217191326" class="class="static-page-link"">Secluded Waterfront Property on 3 acres with swimming pool and dock.</a> <a href="/property/st-michaels-private-waterfront-huge-deck-19swim-spa-pool-kayaks-2-mbrooms/HA-3211420832" class="class="static-page-link"">ST MICHAELS-Private Waterfront, Huge Deck&amp; 19’Swim spa-pool, Kayaks, 2 MBRooms</a> <a href="/property/a-minute-from-st-michaels-cozy-pretty-waterfront-cottage-gorgeous-views/HA-1219896747" class="class="static-page-link"">A Minute from St.Michaels. Cozy, Pretty, Waterfront Cottage, Gorgeous Views!</a> <a href="/property/perfect-waterview-cottage-st-michaels-getaway/HA-321599767" class="class="static-page-link"">Perfect Waterview Cottage - St. Michaels Getaway</a> <a href="/property/watch-the-ever-changing-sunset-reflect-over-the-eastern-bay/HA-121246578" class="class="static-page-link"">WATCH THE EVER-CHANGING SUNSET REFLECT OVER THE EASTERN BAY</a> <a href="/property/the-middle-point-cabin-in-saint-michaels/HA-3211425393" class="class="static-page-link"">The Middle Point Cabin in Saint Michaels</a> <a href="/property/modern-flat-in-the-heart-of-st-michaels-walk-everywhere/HA-3212890651" class="class="static-page-link"">Modern Flat in the Heart of St. Michaels – Walk Everywhere</a>

How many pet-friendly vacation rentals are available in Talbot County on Toodoo?

There are more than 138 pet-friendly rentals available on Toodoo. Check prices and availability in Talbot County 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 Talbot County?

There are many dog-friendly vacation homes available in Talbot County. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Talbot County: Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch St Michaels Area Cottage - Walk to Water and Marina Hummingbird Inn Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

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

Most definitely! There are many luxury places to stay in Talbot County. 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 Talbot County. Though note, more expensive is not always better.