Maryland sits on the upper east coast of the United States and is blessed with countless waterways that weave into its territory. Because of this, there is some killer seafood around, and the crab is the best. History, arts, and natural attractions make Maryland an exciting travel destination. The national anthem was born here, and an abundance of state parks welcome guests. Staying in an Airbnb can enhance your experience, and we have developed a list of the coolest ones.
Cove Point Lighthouse Keeper's House - Lusby
Do you ever wonder what it was like for lighthouse keepers? Being responsible for seeing ships in safely, all while staying on a scenic part of the water all the time? Well, at this national register of historic place, guests can experience it. Lovingly restored, the keeper’s home has a traditional East Coast cottage look. The lighthouse sits off to the side in all of its towering glory, and the Chesapeake Bay laps waves right at the doorstep.
Cabin on Middle Creek – Myersville
With one bedroom and one bathroom, this cabin is between South Mountain State Park and Gambrill State Park. It is on a nine-acre piece of land and is a great place to relax and get away from normal life. Four people can stay here and use the full kitchen, smart TV, reading nook, and well-stocked creek for fishing right outside. Stay here when you want to go hiking, biking, and horseback riding. It’s also a place to soak up the peace and quiet since you have the show space to yourselves. There are goats living on the property that you may be greeted by upon arrival!
Cozy Lakeside Studio Retreat - Lusby
When you want to have a getaway filled with kayaking, fishing, games, and relaxation, this studio retreat is a wonderful choice. Two people can stay here and make themselves at home in the basement retreat located in a quiet waterfront neighborhood. The rental is equipped with a full bathroom, Wi-Fi, laundry machines, and a full kitchen for guests to use. Guests can use the host’s complimentary bikes to tour the waterfront community, and there is a professional photographer that you can arrange to capture special moments of your trip.
Modern Tiny House Getaway - Phoenix
Two guests interested in tiny house living will love this modern, light, and bright tiny house on a large property. It has a queen-size bed and gives quests access to a private outdoor eating space and a shared seasonal pool and propane fire pit. Baltimore is 20 to 30 minutes from the tiny house, making it an easy weekend getaway spot. Because of the stairs that you much climb to access the spaces, this Airbnb is not recommended for children or people with mobility issues.
“Ginger" the Tiny Zen House - Knoxville
Find your Zen in Knoxville, Maryland. Plank wood adds warmth to the exterior, and upon entering, the house doesn’t feel tiny at all. Ceilings extend high, while skylights sit above the cozy loft. A fireplace-like heater and other home touches bring the design full circle.
Private Cabana on a Pier - Solomons
So you have this tiny home with subway tiles in the kitchen, beautifully shiplapped bathrooms, and loads of other modern-day touches. It’s stunning. But along with all of that, the structure sits near the water and has a dock that leads all the way down to it. Bonus, there is a private cabana to enjoy the sunsets from.
The Duchess of Font Hill - Ellicott City
Four people can book this tiny home on Airbnb and enjoy 525 square feet of charming space. The cabin is three miles from historic Ellicott City and nestled in the back of Font Hill in the Howard County neighborhood. It sits on a 0.75-acre property and comes with an open-concept living room and kitchen, Wi-Fi, smart TV, and free street parking. The sleeping arrangements are a queen-size bed, air mattress, couch, and baby crib available. You can get to restaurants and grocery stores within 10 minutes and Baltimore City in 30 minutes.
Chill in the Crib Guesthouse - Easton
For your stay along Maryland’s Eastern Shore, consider booking this Airbnb that is a private space in a converted corn crib. It is a unique place with a queen-size bed, comfy chairs, air conditioning, heating, a bar fridge, a coffee counter, and a sink. The patio in the courtyard is a shared space that Airbnb guests can use. There are skylights in the rental space that let a lot of natural light in, making it best for people who are heavy sleepers or early risers. The neighborhood is quiet, but you will likely hear birds chirping.
Spruce Run Cottage on the Catoctin Mountain - Myersville
Located on 20 acres of mostly wooded terrain, this cottage is near Wolfsville, Maryland and off Highway 17. The Airbnb hosts live up the hill in a log cabin, but you will still have plenty of privacy here in this comfortable retreat. The cottage accommodates four guests and has nearly zero light pollution for stargazing at night. There are lots of things to do in this part of the state, including visiting state and national parks, skiing, fishing, hiking, and visiting wineries and quaint downtowns. The cabin is about 30 minutes from Frederick and 14 minutes from an Appalachian Trail parking area. It has Wi-Fi but no TV or cell reception with most providers. One dog is allowed to stay with you for $30 if you follow the house rules.
Relaxing Cabin Get Away Near Annapolis & DC - Gambrills
A great Maryland cabin option is this 1,000-square-foot Airbnb. The 3-bedroom getaway is on 72 acres of land and a quarter-mile down a gravel driveway. With this rental, you’ll have a full kitchen, dining room, family room with a TV, and bedroom with lots of windows. Up to four people can sleep here on the queen-size bed and sofa bed. The cabin is conveniently located about 20 miles from Washington, DC, 25 miles from Baltimore, and seven miles from Annapolis.
Lil’ House, A Serene Tiny Home Experience - Annapolis
Welcome to Annapolis. Yet, find peace and relaxation at this little house, which is quite open and warm inside. A massive outdoor patio hugs the house, featuring a fire pit area and lots of space to enjoy the lush surroundings.
The Original Hob - Oakland
Speaking of fairy tales, this hob house is a picturesque cabin like structure in majestic woods. Also near the creek, and state parks, it’s a nature lover’s dream. Hammocks and swings hang randomly from the trees, and two other structures share the property.
The Artists’ Homestead in the Woods - Accokeek
Floor to ceiling windows allows tons of Maryland sunlight to spill in. An ambient fireplace is a vintage yet chic touch. Lounge areas are surrounded by twinkling lights. This is one farm stay that blends trendy with rustic, seamlessly.
Jewel Vinsota Artist's Guesthouse - Smithsburg
For up to five people, there’s the option of staying at this Maryland Airbnb that is less than a mile from the Appalachian Trail. It is a dog-friendly guesthouse full of original artwork and hand-crafted details. During your stay, you can grill outside on the porch, roast marshmallows in the firepit by the creek, and find some inspiration with musical instruments and art supplies. This is also a place where you can walk the 40-mile length of Maryland along the Appalachian Trail, and the Airbnb hosts will drop you off and pick you up!
Condo Houseboat - Annapolis
Open and airy, the houseboat features high ceilings with wooden beams, which adds a luxurious touch. Designed contemporarily, the kitchen has the same appeal. Everything in the floating dwelling is fresh and beautiful, just waiting to be the best base in Annapolis. Spend endless sunny days outside on the gorgeous deck.
“Gypsy" the 1976 Airstream - Knoxville
If there’s something else we can’t resist, it’s a restored airstream! The interior has been brought back to gleaming life, with a stunning white and blue color palette. We love the butcher block counters as well. Situated under a covered pavilion, there is also a deck protected from the elements. In the fall, the foliage is breathtaking.
Nature Retreat in Secluded Forest with Wood Stove - Elkton
A unique way to experience Maryland is to stay in a yurt on this peaceful 13 acres of land with abundant wildlife. The property has a 200-square-foot yurt, solar shower for the summer, hammock, fan, lights, wood stove, grill, fire pit, and pop-up private toilet. This is a real farm that offers farm tours and opportunities to feed the animals. You can visit Milburn Orchards around the corner, Lums Pond with a ropes course and boating, and Fair Hill Racetrack for hiking and horseback riding.
Home Away from Home Cottage - Glen Burnie
Here’s a studio cottage rental for up to three guests looking to stay close to Baltimore and Annapolis. The small house has a queen-size Murphy bed, a pull-out couch, and an updated kitchen and bathroom. The kitchen is fully stocked, and up to two pets are allowed here with advance notice. People who stay here find it easy to visit the National Aquarium in Baltimore and the Baltimore Harbor, as well as the harbor in Annapolis.
Royal Blue Caboose - Laurel
Purposely rugged around the edges, the old caboose has been brought back almost identically to its former appearance. Even the toilet is old school! When a board, guests will feel like they are about to take the train to a nearby city, when in fact they’ll just be hanging out in the same place with the same great views.
Yurt @ Yorkie Acres Farm - Friendsville
A minimalistic yurt awaits, on an actual livestock farm. Guests will see various interesting animals, from Highland cows and goats, to a small horse named Peanut. A bathhouse and pavilion with a cooking area are accessible for added comfort and convenience.
