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Maryland vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Maryland

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost
Cabin in Lusby
Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a two bed, one bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish and catch crab --
Superhost
Private room in Silver Spring
Cozy Place in Silver Spring R3
This is a private bedroom in the metropolitan area. You will have amnenities including - High Speed WiFi - Minifridge - 40 inch Roku TV - Washer/Dryer ( Shared ) - Kitchen ( Shared ) The bathroom is shared with one guest.
Professional Host
Superhost
Tiny home in Accident
Romantic Getaway In The Pines
This unique romantic cabin is a perfect getaway for two. Nestled in the mountains near Deep Creek Lake! Enjoy the fresh mountain air from the deck or hot tub with peaceful, scenic views.

Maryland waterfront vacation rentals

Superhost
Chalet in Oakland
Private (5 Star!) Lake Access Chalet w/ Hot Tub
Superhost
Tiny home in Solomons
“Cabana by the Bay”-tiny home on a pier!
Individual Host
Superhost
Condo in Ocean City
WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi
Professional Host
Superhost
Guesthouse in Glen Burnie
The Crab House - a Private, Waterfront Guest House

Maryland fishing vacation rentals

Superhost
Cottage in Oakland
Pet-Friendly Cozy Home w/Hot Tub & Fire Pit
Superhost
Cottage in Westover
Rumbley Cottage on the Tangier Sound-Private Beach
Individual Host
Superhost
Home in Oakland
Paradise Cove Vista: Lake Access, Hot tub, Views!
Superhost
Home in Oakland
LakeAcc 4BR DeckSlide, HotTub, OD Movie, SUP Pets
Professional Host

Home rentals in Maryland

Home in Accident
2BR Dog Friendly | Hot Tub | Fireplace
Professional Host
Superhost
Home in Annapolis
Historic Downtown in-law suite
Superhost
Private room in Silver Spring
Delux Room near FDA and ARL
Professional Host
Superhost
Private room in Lanham
Enjoy Grace away from home in exclusive Bedroom 3❤
Individual Host

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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