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

There are a lot of options in Middletown. If you plan on staying in the Middletown 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 Middletown: <a href="/property/2-bedroom-cottage-easy-and-close-location-to-shopping-restaurants-and-away/HA-3211382875" class="class="static-page-link"">2 bedroom , cottage, easy and close location to shopping, restaurants and away</a> <a href="/property/cozy-cottage-2-bdrm-w-covered-porch-1-mile-to-xway-xl-parking-area/HA-3211456710" class="class="static-page-link"">Cozy Cottage 2 bdrm w/covered porch, 1 mile to xway, XL parking area.</a> <a href="/property/private-executive-home-2-br-covered-porch-close-to-pga-eats-shops-xway/HA-3213988821" class="class="static-page-link"">PRIVATE EXECUTIVE HOME 2 BR, COVERED PORCH, CLOSE TO PGA, EATS, SHOPS &amp; XWAY</a> <a href="/property/your-new-oaks-derby-home/HA-3211298273" class="class="static-page-link"">Your New Oaks &amp; Derby Home</a> <a href="/property/landing-at-century-belmont-station-1-bedroom-in-middletown/HA-3213899245" class="class="static-page-link"">Landing at Century Belmont Station - 1 Bedroom in Middletown</a> <a href="/property/convenient-comfortable-cute-close-to-everything/HA-3211403784" class="class="static-page-link"">Convenient, Comfortable, Cute &amp; Close to everything!</a> <a href="/property/great-for-business-travelers-free-breakfast-buffet-shared-outdoor-pool/HA-3212023639" class="class="static-page-link"">Great for Business Travelers! Free Breakfast Buffet + Shared Outdoor Pool.</a> <a href="/property/spacious-1br-suite-pool-parking-gym-b/HA-3213052005" class="class="static-page-link"">Spacious 1BR Suite | Pool, Parking + Gym B</a> <a href="/property/talk-derby-to-me/HA-3213297113" class="class="static-page-link"">Talk Derby to Me</a> <a href="/property/lovely-derby-home-on-a-quiet-street/HA-3211932544" class="class="static-page-link"">Lovely Derby Home on a Quiet Street!</a>

How many pet-friendly vacation rentals are available in Middletown on Bigpineresortcottages?

There are more than 46 pet-friendly rentals available on Bigpineresortcottages. Check prices and availability in Middletown and last updated on January 2026. Check an individual property if they have restrictions on the size or numbers of pets.

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

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