
Vacation rentals in Maryland
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Top-rated vacation rentals in Maryland
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Home rentals in Maryland

* Beautiful Oasis w/ No Detail Spared
We had a short but nice stay here! We really appreciated the quick responses and thorough explanations of everything. We also appreciated the cookies and couple of waters that we so desperately needed after such a long trip! The place itself is just how it looks in pics and isn’t too far away from the downtown area ☺️

Cozy Creek House W/Hot Tub by Whitetail
We enjoyed our stay at Michael’s place, and it had everything we needed, along with good communication. The hot tub was a nice touch!

Coastal Oasis On The Chesapeake, King Bd sleeps 12
My mom, sisters, friends and I enjoyed a relaxing fun filled time at the Coastal Oasis at the Chesapeake for our Mother's Day Retreat. The view is amazing and truly can be seen from every room in the house! Being able to see the beauty and calmness of the water helped each of us kick back and let the stress melt away. The big dinning room table allowed all of us all to enjoy breakfasts, dinners and touching conversations together. My guests loved the décor and raved about every detail. The beds and furniture were comfortable and house clean. I would definitely come back!

Waterfront, Dog-friendly, Hot Tub, Peleton
We had the most amazing weekend. All of Kimberly’s recommendations were right on the money, and we were so impressed by the cleanliness, comfort and beauty of the home! Watching the sunrise over the water every morning from the front porch was heavenly!

Country House on the Bay
A wonderful stay at Stephen's place for our son's USNA commissioning. Although he lives in the 2nd floor, he was very respectful of our space - we hardly knew that he was there. He was very responsive when you needed him and helped us to host a gathering of friends and family to celebrate at his beautiful home on the water. Highly recommend.

Upper Chesapeake Getaway
Great spot with an incredible view of the bay. Would return again

Sunset Breezes - quiet waterfront retreat
Scott and Melinda's place was perfect for a peaceful getaway for our family of 5. The water was so nice to wake up to and fall asleep hearing the water move by! The thought of all the basic needs and had everything easily accessible from fresh eggs from their chickens, a great variety of coffee pods and creamer, and all the other small needs that come up while staying in an airbnb. This was great since it is off the beaten path. If you are looking for some peaceful family time or a secluded retreat with friends, this is a perfect place!

12 M to Naval Acadmey | Waterfront
this is a really beautiful place to stay at, thank you 🙏
Cabin rentals in Maryland

Waterfront Cabin on the Chesapeake
Sue’s place is a perfect peaceful getaway by the bay. Close enough to restaurants to enjoy a break from cooking, too! The cottage is as described, but the workmanship of the renovations are exceptional. The design and decor add so much to this cozy place. We’d be delighted to return!

Boulder Ridge Cabin, close to Deep Creek, Maryland
Had a great time at the cabin! Welcoming host and had everything we needed.

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views
Loved the cabin! Especially enjoyed the hot tub and board games and super comfortable beds! Woke up every morning to the sounds of the birds. Perfectly clean, quiet and peaceful (we did think it would be set back further from the street, but there’s almost no traffic so the road noise was minimal). The wood-fired hot water and heat give a nice rustic touch, plenty of wood is included and it only needs to be stoked twice a day. Laundry soap is provided, which was a nice bonus, as are the kitchen staples (peanut butter, flour, spices, popcorn, etc). Melody is a great communicator, answering all questions promptly, and everything was as described in the listing. Everything is labeled and the instructions and house rules are clear and easy to understand. As someone who travels frequently, this property is well above average, particularly in this region. Will happily stay here again next time we’re in the area!

Bear Creek Get-A-Way
Very thoughtful and considerate host. Snacks provided along with eggs, juice, milk and bottled water. Even dog treats for the dog. Enjoyed our stay very much.

The Guesthouse at Downey Family Farm
Our family (Myself, husband and 3 teenage boys) stayed here twice. Once on the way down to North Carolina from Massachusetts and changed our original plans on the way back to stay here again. Beautiful and comfortable location with plenty of space for our family. Just over a half hour to Baltimore and just over an hour to D.C. which my family loved because we planned to sightsee in the city. We got to do all the city things and come back to a quiet, cozy beautiful farm that had great energy. We saw deer along the roadside every evening we heading back as well. Restaurants, gas stations, stores etc were within minutes. Everyone loved looking out the window and seeing those majestic cows, chickens and farmland. The house was very well appointed with all the amenities you could need while traveling and then some. It was also beautifully and thoughtfully decorated. The host were very friendly, accomodating and responsive.We highly recommend and hope to stay again during our future travels.

Incredible Cozy Cabin Immersed in Nature
A charming, private little getaway for my gentleman and me. The host was responsive and accommodating. Well worth the price.

2-bedroom lake-house with a magnificent view
Beautiful house and beautiful view. Outdoor jacuzzi with the view is not to be missed! Gorgeous and clean home. The private site made it an amazing getaway from busy life. Thank you, we will be back soon!!!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Very restful. We had a nice time. We would stay there again
Apartment rentals in Maryland

Villa with majestic views of the Monocacy River!
Great space for a weekend getaway, everything was very clean and tidy with all the amenities we needed!

Escape to a Sunny Apartment in a Quiet D.C. Suburb
Very responsive host. The side yard is very nice for people with dogs that travel. Location is very nice but DC traffic during rush hour can be rough but this can be planned for. Would stay again.

Hickory Haven •1B King •Bsmt Apt •Clean •LG
Highly recommend Ann’s place! We traveled with our toddler, and it was perfect for him. They supplied a pack and play and tons of board books. My only thing to note is that the walkway to the space is not paved so be aware with small children and suitcases.

Your own "Tiny House"
I had a pleasant stay. The rental is located on a beautiful farm with plenty of parking. The Airbnb is comfortable and clean. I would definitely stay here again.

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+
Had an amazing time at this beautiful beachfront Airbnb. The location couldn’t have been better, literally steps from the sand with stunning ocean views right from the balcony. The space was clean, cozy, and had everything we needed for a relaxing getaway. The host was friendly, responsive, and made check-in a breeze. Highly recommend this spot for anyone looking to unwind by the water.

A unique place on sue creek
We had a wonderful stay. The place is very clean, cozy and comfortable. The setting on Sue Creek is extremely peaceful, relaxing and beautiful. The outside porch is perfect. The outside lights at night provide very nice light and ambience. The yard is great. You can fish off the pier, or sit and relax enjoying the view of the water. Kathleen and Wayne are very helpful and hospitable. They thought of everything to make our stay comfortable, relaxing, and pleasant. We enjoyed our stay and will definitely be back.

Barn Apt on Tranquil Historic Farm--Amazing Views
What a wonderful retreat! I can't think of a better place to stay where you're surrounded by books, art and the countryside.

Lux Suites Spa Retreat/with Sauna
What a lovely place! If you crave natural light, you’ll have to go outside as this basement apartment has few and small windows. This is decorated in a lovely lux way. Fannie was so responsive. Hope I can rent it when I’m in town next! The BATHROOM is wowowowoowow!
Your guide to Maryland
Welcome to Maryland
Maryland’s 3,190 miles of shoreline and long riverfronts shape its natural appeal with sandy stretches and stellar sunrises. Charming old towns boast beautiful views and relaxing beaches as well as a healthy dose of American history, be it the origins of the national anthem or the Battle of Antietam. Though Annapolis is the state’s political capital, Baltimore is much larger, and both take many cultural and political cues from being a part of the National Capital Region and their proximity to Washington D.C. Many of the state’s claims to fame come from Chesapeake Bay, the water that nearly splits the eastern part of Maryland in two. From there we get the famed Maryland crab and other seafood that drive the local cuisine; the naval and civilian boating culture of Annapolis; and, of course, the scenic byways that weave across the water.
The best time to stay in a vacation rental in Maryland
Most of Maryland experiences four classic seasons, with chilly, snowy winters and hot, humid summers. At the Chesapeake Bay beaches, the hot, humid summers are more tolerable, making it a big draw for people looking to cool off on their vacation. But for most of the state, late spring and early fall bring the most comfortable weather. Spring in Maryland brings out the blooms, and various cherry blossom and garden events lure visitors to admire the bright colors, while fall shows its own red, orange, and brown hues. Though western Maryland stays cooler year-round, the higher elevations receive more snow in winter, which attracts snowshoers and other winter sports enthusiasts. But even the eastern part of the state can see significant snowfall, resulting in cold, icy conditions that are best suited for exploring indoor attractions.
Top things to do in Maryland
Cambridge
The small Eastern Shore town of Cambridge merges many of Maryland’s most iconic features. You can get a taste of history — it’s one of the oldest colonial towns in the country, just 15 minutes from the Harriet Tubman Underground Railroad Visitor Center — as well as a taste of the local seafood at the many crab restaurants overlooking Chesapeake Bay as you wander the boardwalk, or at Sailwinds Park.
Baltimore Inner Harbor
The focal point of Maryland’s largest city, this historic seaport and repurposed industrial area holds a slew of history and tons of museums. The National Aquarium, Port Discovery Children’s Museum, and the Reginald F. Lewis Museum of Maryland African American History and Culture will keep you busy all day, along with the area’s many restaurants and bars.
Assateague Island National Seashore
The peaceful, sandy beaches and windswept salt marshes of this 37-mile barrier island on Maryland’s far eastern Atlantic shores would be enough to make it an ideal destination. But it’s the beautiful herd of wild horses for which it’s most famous.
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