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: Charming "Cream of the Crop" Cape ~❤️of Middletown Countryside Cabin with Mountain Views near Surreybrooke Gardens Private remodeled house rent weekends, weekly, monthly. Country/Equine setting Boutique Space at Marble Ridge Beautiful historical town, 3 bedrooms, countryside Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location. Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home Serene Log Cabin Nestled Among the Battlefields StoneHouse Escape Glamp, Firepit, Grill, AC, Cabana, Ask about Pool Big Red Barn Glamp Fire Pit, Grill, Heated Mattress, Ask about Pool

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

There are more than 12 pet-friendly rentals available on PickleTrip. Check prices and availability in Middletown and last updated on November 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 Middletown?

There are many dog-friendly vacation homes available in Middletown. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Middletown: Charming "Cream of the Crop" Cape ~❤️of Middletown Countryside Cabin with Mountain Views near Surreybrooke Gardens Private remodeled house rent weekends, weekly, monthly. Country/Equine setting Boutique Space at Marble Ridge

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.

What is the price of a pet-friendly rental in Middletown, Maryland?

The average price of a pet-friendly vacation home is $208 . Find our pet-friendly accommodation near Middletown.

What are the most family-friendly holiday rentals near Middletown?

At PickleTrip, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Middletown to find what works for you.