Book Holiday Homes in Western Maryland
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Featured Holiday Homes in Western Maryland
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Lakefront, dog friendly, dock slip, hot tub, and fire pit
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Lakefront/Dock/Amazing views HotTub
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Sunset View: Lakefront Pet-Friendly + Hot Tub + Dock
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Ski-in/out townhome with free WiFi, wood fireplace, gas grill, & deck - dogs OK
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Gorgeous 1840 Log Cabin- Downtown
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Adventure retreat near ski lifts and lake - private hot tub, three balconies

Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen
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Riverside cottage, minutes from historic Harpers Ferry! Private river access!
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Deep Creek Lake Townhome w/ Deck & Water Views
Western Maryland Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Western Maryland vacation homes are the perfect way for you to wing it.
Holiday houses in Western Maryland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Western Maryland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Western Maryland adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Western Maryland with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Western Maryland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Western Maryland Holiday Homes essential information
Accommodation | 903 Holiday Homes |
---|---|
Lowest Price | AU$125 |
Highest Price | AU$201 |
Popular accommodation | Lakefront, dog friendly, dock slip, hot tub, and fire pit, Lakefront/Dock/Amazing views HotTub, Sunset View: Lakefront Pet-Friendly + Hot Tub + Dock, Ski-in/out townhome with free WiFi, wood fireplace, gas grill, & deck - dogs OK, Gorgeous 1840 Log Cabin- Downtown, Adventure retreat near ski lifts and lake - private hot tub, three balconies, Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen, Riverside cottage, minutes from historic Harpers Ferry! Private river access!, Deep Creek Lake Townhome w/ Deck & Water Views |
Holiday Homes in Western Maryland
Top Locations for Holiday Homes in Western Maryland
More accommodations in Western Maryland
Top trending hotels in Western Maryland
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Rocky Gap Casino & Resort
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Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Hagerstown, MD
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Hampton Inn & Suites Frederick-Fort Detrick
More ways to explore Western Maryland
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^Subject to availability and chosen travel dates.