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Vacation rentals in Maryland

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Popular amenities for Maryland vacation rentals

Home rentals in Maryland

Guest favorite
A comfortable living area features a light grey sofa adorned with soft blankets, positioned near a wooden coffee table. Two nautical-themed art pieces hang on the white shiplap wall, while a lamp casts a warm glow beside a potted plant. Steps lead to an upper level.
Home in Timonium
4.89 out of 5 average rating, 236 reviews

* Beautiful Oasis w/ No Detail Spared

KaterinaRating, 5 stars2 days ago
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 ☺️
Guest favorite
The exterior of the cottage is depicted, showcasing a beige wood-clad wall with a white door leading inside. A charcoal grill is positioned nearby on a concrete patio, surrounded by natural stone and greenery. The view includes trees and the landscape beyond.
Home in Clear Spring
4.89 out of 5 average rating, 104 reviews

Cozy Creek House W/Hot Tub by Whitetail

JessicaRating, 5 starstoday
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!
Guest favorite
A spacious living area features large glass windows that frame a panoramic view of the Chesapeake Bay. Natural light illuminates the room, highlighting the wooden ceiling and modern decor. A seating arrangement overlooks an inviting outdoor patio with garden furniture, creating a seamless connection to the outdoors.
Home in Lusby
4.96 out of 5 average rating, 144 reviews

Coastal Oasis On The Chesapeake, King Bd sleeps 12

JoyceRating, 5 stars3 weeks ago
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!
Top guest favorite
A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.
Home in North Beach
5 out of 5 average rating, 140 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton

AnnaRating, 5 stars1 week ago
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!
Guest favorite
A wooden pathway leads to a relaxing outdoor space adorned with lush green grasses and a large umbrella. The Chesapeake Bay is visible in the distance, providing a serene backdrop. A flagpole with an American flag is positioned nearby, adding to the coastal ambiance.
Home in Annapolis
4.9 out of 5 average rating, 203 reviews

Country House on the Bay

MayaRating, 5 stars2 weeks ago
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.
Top guest favorite
A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.
Home in Perryville
4.99 out of 5 average rating, 121 reviews

Upper Chesapeake Getaway

QuinnRating, 5 stars1 week ago
Great spot with an incredible view of the bay. Would return again
Top guest favorite
A covered deck area features a large black dining table surrounded by striped chairs. A ceiling fan is present above. Scenic views of the water and shoreline are framed by tall trees, creating a serene outdoor dining space.
Home in Cambridge
4.99 out of 5 average rating, 171 reviews

Sunset Breezes - quiet waterfront retreat

MicheleRating, 5 stars1 month ago
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!
Guest favorite
A screened-in porch provides a serene setting with two wicker chairs facing a small table. Peaceful views of the calm waterfront and surrounding greenery are visible, enhancing the connection with nature.
Home in Glen Burnie
4.97 out of 5 average rating, 145 reviews

12 M to Naval Acadmey | Waterfront

KarlRating, 5 stars1 day ago
this is a really beautiful place to stay at, thank you 🙏

Cabin rentals in Maryland

Guest favorite
A spacious stone patio features a rectangular dining table surrounded by six wooden chairs, set amidst lush greenery. The cabin's exterior displays a combination of wood shingles and large windows, providing a light-filled atmosphere. A hot tub and Adirondack chairs are visible on the deck.
Cabin in North East
4.96 out of 5 average rating, 171 reviews

Waterfront Cabin on the Chesapeake

SusanRating, 5 stars2 weeks ago
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!
Top guest favorite
The cabin, featuring a warm yellow exterior, is nestled among lush green trees and ferns. A gravel driveway leads to the structure, surrounded by a tranquil woodland setting that offers privacy and a connection to nature.
Cabin in Deep Creek
4.98 out of 5 average rating, 125 reviews

Boulder Ridge Cabin, close to Deep Creek, Maryland

TimRating, 5 stars1 month ago
Had a great time at the cabin! Welcoming host and had everything we needed.
Superhost
A charming log home with a stone chimney is framed by lush greenery. The spacious front porch invites relaxation, and wooden railings enhance the rustic appeal. Natural elements are evident in the surrounding landscape, adding to the serene atmosphere of the lodge.
Cabin in Goldsboro
4.85 out of 5 average rating, 146 reviews

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

TomRating, 5 stars1 month ago
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!
Top guest favorite
The exterior of a two-story cabin is presented, featuring a rustic wooden facade and a green garage door. Gravel surrounds the entrance, adorned with vibrant flowers and a tall tree nearby. Natural greenery provides a serene backdrop, enhancing the secluded atmosphere.
Cabin in Friendsville
5 out of 5 average rating, 120 reviews

Bear Creek Get-A-Way

StephanieRating, 5 stars1 month ago
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.
Guest favorite
A spacious bedroom features a large wooden sleigh bed dressed in a checked pattern. A chandelier hangs from the ceiling, illuminating the rustic wooden beams. A window with light curtains allows natural light to enter, while a round mirror rests against the wall near a side table.
Cabin in Upperco
4.93 out of 5 average rating, 124 reviews

The Guesthouse at Downey Family Farm

CatherineRating, 5 stars5 months ago
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.
Superhost
Cabin in Oakland
4.86 out of 5 average rating, 393 reviews

Incredible Cozy Cabin Immersed in Nature

CarrieRating, 5 stars1 week ago
A charming, private little getaway for my gentleman and me. The host was responsive and accommodating. Well worth the price.
Superhost
A single-story wooden home is surrounded by lush greenery and well-maintained landscaping. The front path features a spacious driveway, and large windows invite natural light into the interior. The entrance showcases a welcoming wooden door, set back from the road for privacy.
Cabin in Lusby
4.83 out of 5 average rating, 172 reviews

2-bedroom lake-house with a magnificent view

MohamedRating, 5 stars1 month ago
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!!!
Superhost
A charming mountaintop cabin is nestled among vibrant green trees. Its large deck features wooden railings and is accessed from the main structure, which showcases a sloped roof and expansive windows. The surrounding woodland creates a serene, secluded atmosphere.
Cabin in Keedysville
4.89 out of 5 average rating, 137 reviews

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

TimurRating, 5 stars2 weeks ago
Very restful. We had a nice time. We would stay there again

Apartment rentals in Maryland

Superhost
The exterior of the River House is captured from a lower angle, showcasing its wooden structure and accommodating deck. The deck is furnished with seating and features a staircase leading to the ground level. Leafless trees are visible in the background against a cloudy sky.
Apartment in Frederick
4.87 out of 5 average rating, 137 reviews

Villa with majestic views of the Monocacy River!

BenjaminRating, 5 stars2 months ago
Great space for a weekend getaway, everything was very clean and tidy with all the amenities we needed!
Superhost
A welcoming living space features a modern sectional sofa adorned with patterned pillows and a sleek coffee table. Nearby, a dining area with a round table and chairs is complemented by natural light from a window. A stainless steel refrigerator and decorative artwork enhance the ambiance.
Apartment in Silver Spring
4.92 out of 5 average rating, 444 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

AndrewRating, 5 stars4 weeks ago
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.
Top guest favorite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.96 out of 5 average rating, 191 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

MarisaRating, 5 stars1 week ago
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.
Guest favorite
An exterior view of the studio apartment showcases a white siding entrance with a glass door. Nearby, a small garden area features neatly trimmed plants and a brick planter, complemented by a clear blue sky.
Apartment in Frederick
4.9 out of 5 average rating, 167 reviews

Your own "Tiny House"

TimothyRating, 5 stars3 weeks ago
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.
Top guest favorite
A modern living area features a spacious gray sofa and a wooden coffee table, complemented by a cozy area rug. Large glass doors open to a private oceanfront balcony, allowing natural light to fill the space. Decorative accents include a wall-mounted surfboard and a round mirror.
Apartment in Ocean City
4.98 out of 5 average rating, 240 reviews

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

FalRating, 5 stars3 weeks ago
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.
Top guest favorite
A serene view showcases the landscaped yard, featuring blooming pink flower clusters in the foreground. A large tree stands in the center with a backdrop of greenery and a peaceful waterway. The two nearby structures are connected by a deck, reflecting the tranquil surroundings.
Apartment in Essex
4.97 out of 5 average rating, 269 reviews

A unique place on sue creek

GinaRating, 5 stars1 week ago
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.
Guest favorite
An open living area showcases high wooden beams and natural light from large windows. The space includes a rustic kitchen with a stove, a cozy seating area, and a staircase leading to a library above. A warm color palette and antique furnishings create a welcoming environment.
Apartment in Reisterstown
4.98 out of 5 average rating, 114 reviews

Barn Apt on Tranquil Historic Farm--Amazing Views

RebeccaRating, 5 stars7 months ago
What a wonderful retreat! I can't think of a better place to stay where you're surrounded by books, art and the countryside.
Guest favorite
A luxurious bathroom is featured, showcasing a wooden sauna alongside a sleek black ottoman. A modern fireplace and a wall-mounted TV enhance the ambiance. Lush greenery is incorporated, and tasteful decor elements provide a serene and spa-like setting.
Apartment in Baltimore
4.97 out of 5 average rating, 122 reviews

Lux Suites Spa Retreat/with Sauna

ColinRating, 5 stars2 weeks ago
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.

Destinations to explore

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