Maryland’s Best Dog-Friendly Airbnbs

Posted by Billy Francis

Looking for the best dog-friendly Airbnbs in Maryland? Well, you've come to the right place. The editors at BringFido have dedicated themselves to digging up the most dog-friendly Airbnbs in The Free State, as well as the rest of the country.

Read on to learn about some of the Maryland Airbnbs that topped our list this year.

The Most Luxurious Dog-Friendly Airbnb

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Featuring an Arthurian-style sword in a stone, a secret room, and a 15-foot-tall fire-breathing dragon (it’s only a sculpture, Fido), Redwall Castle in Boyds, MD, is a throwback to a time of myths and legends. The 1930s-era building was designed by the first licensed female architect in the U.S. and was inspired by British author Brian Jacques's fairy-tail Redwall stories. Inside, Maryland’s most luxurious dog-friendly Airbnb has been decked out with modern luxury amenities like a huge movie theater room. And with six acres of private land to explore, your noble hound will have plenty of room to roam.

The Most Romantic Pet-Friendly Airbnb

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“Pawtriotic” pups will adore this charming vintage cabin in Middletown. Built in the 1890s, Maryland’s most romantic pet-friendly Airbnb has been restored many times but manages to maintain its historic charm. Nowadays, guests can enjoy modern comforts like a memory foam mattress, hotel-quality linens and plush pillows. Visitors are invited to spend a romantic weekend preparing meals for three on the grill, relaxing on the rocking chairs on the front porch, and cuddling next to the log-burning fireplace inside.

Best Budget-Friendly (and Dog-Friendly) Airbnb

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Reserve a reasonable stay at this sunny apartment near Washington, DC. Cook a big breakfast in the gourmet kitchen and eat it on the fenced, plant-filled patio. Tour DC's historic sights during the day, then head back to Maryland’s best budget- and dog-friendly Airbnb to curl up on the couch with a book from the house library. If Fido still has energy, pay a visit to nearby Ellsworth Urban Dog Park to meet the locals.

Best Dog-Friendly RV/Camper Airbnb Rental

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Glamp with your Goldendoodle in "Gypsy" the Retro Airstream in Knoxville. Situated on 10 acres of retired farmland, the best dog-friendly camper Airbnb rental in Maryland has no WiFi and poor cell phone reception, which makes it a great place to unplug and spend quality time with your pooch. You’ll find a full kitchen, wet bath, and king bed inside the renovated Airstream Ambassador. If you want more room to roam, head outside and hang out on the large covered deck or make s’mores on the flames of a private fire pit.

Most Unique Dog-Friendly Airbnb

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Bring your best friend along for a one-of-a-kind stay in Cumberland. The homeowner and her Bulldogs have turned this old Victorian home in historic downtown into a work of art. From the abstract paintings of Betty White, Ruth Bader Ginsburg and Christopher Walken to the creepy dolls and Saint Snoop Dogg shower curtain, there’s so much to look at. If you want to relax outside at Maryland’s most unique dog-friendly Airbnb, the backyard is a private oasis with a porch swing and the seating on the front porch is a great spot to watch the world pass by.

The Best Dog-Friendly Airbnb Treehouse

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While Maryland may be lacking a dog-friendly treehouse, this lakeside home with incredible outdoor living space in Oakland will make you feel like a child at heart. While Fido relaxes on the deck or around the outdoor patio, you can try out the slide from the upstairs deck to the patio below. Take a soak in the 7-person hot tub or cuddle up in front of the outdoor movie theater. Amazing views of the lake can be seen throughout the house. But if you want a true treehouse adventure, check out the best dog-friendly Airbnb treehouses in neighboring states.

Best Dog-Friendly Waterfront Airbnb

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For a comfortable vacation on the water, look no further than Rockhold Creek Cottage in Deale. Fido can lie on the grass in the shade while you sit on the outdoor Adirondack chairs and watch boats go by. Or, try your hand at rock fishing from the dock in the backyard, as long as your pooch doesn’t try to dive in and scare your catch away. Canines can cool off on the hardwood floors inside Maryland’s best dog-friendly waterfront Airbnb and drift off to sleep as the rest of the family plays games around the big dining table.

Best Dog-Friendly Airbnb Cabin Rental

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If seclusion is what you and Fido are looking for, this cabin in the woods in Thurmont is the perfect escape. Maryland’s best dog-friendly Airbnb cabin rental is surrounded by national and state parks and offers easy access to Gettysburg and Frederick and is within walking distance to the neighborhood orchards. But for those who would prefer to stay put, relax with your pup on the covered deck overlooking the woods or grill out and have dinner on the expansive patio. In the evening, gather around the fire pit outside or snuggle with your pup inside close to the wood-burning stove.

Best Dog-Friendly Airbnb Farm Stay

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Outrange at Blue Heron Farm is a quirky cabin on a 126-acre fourth-generation organic waterfront farm in Chestertown. Vacation with your Vizsla to Maryland’s best dog-friendly Airbnb farm stay with an open-concept first floor that looks out across the forest. Inside, cook up a storm in the full-size kitchen with a stainless steel dishwasher, electric stove and more. When the weather is fine, slide open the doors and hang out on the patio with the sights and sounds of the Chester River beyond. If Fido wants to invite his friends from the dog park, check out the Blue Heron Farm Waterfront Chalet as well.

Spookiest Dog-Friendly Airbnb

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Baltimore is known for its characterful row homes first built to house people moving to the city for work in the 19th century. If you’re heading to Charm City, get a feel for these quirky homes when you stay in an atmospheric dog-friendly row home that dates back to 1840. The interior of Maryland’s spookiest dog-friendly Airbnb has been renovated to create a light and airy space for your visit with hardwood floors downstairs, a private balcony and an inviting living space. Outside, the streets of the Fells Point neighborhood were once the inspiration for some of Edgar Allan Poe’s most morbid tales.

Best Rustic Dog-Friendly Airbnb

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Located down a long gravel pathway that winds through the woods, this relaxing cabin getaway in Gambrills is the best rustic dog-friendly Airbnb in Maryland. When you arrive, go for a wander with your pooch through the woodland surroundings of this 72-acre parcel of land dedicated in perpetuity to not being developed. The cabin itself features solid oak floors, a full kitchen, gorgeous woodwork throughout and a custom fireplace where you and your pup can end each day.

Best Themed Dog-Friendly Airbnb

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The Crooked Cottage in Myersville features custom carpentry and artwork and looks like something out of a storybook. If it’s reality you’re trying to escape, cuddle up with Fido and a good read in the book nook, or venture outside to relax around one of the outdoor fire pits or swing in one of the hammocks and enjoy the magic of the forest. Four-legged guests of Maryland’s best themed dog-friendly Airbnb can lounge in one of two pet beds, and enjoy dinner in the house dog bowls, too.

Ready for a Road Trip?

Life’s “ruff.” Photo by Linda Segerfeldt

If our preview of Maryland's Best Pet-Friendly Airbnbs left your dog drooling for more, we hope you check out our book - Ruff Guide to the United States. Remember to use gift code BEST to get a copy for just $10. Happy Travels!

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