Book Holiday Homes in Western Maryland
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Featured Holiday Homes in Western Maryland

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Adventure retreat near ski lifts and lake - private hot tub, three balconies

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

Beautiful, Spacious Historic Victorian Near Ski Liberty

“The Train Depot” 2nd oldest in the US

Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch

*Luxury Condo In Downtown Frederick*

Villa With A View- 4 bedroom townhouse with lake and ski slope 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 | 1066 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Riverside cottage, minutes from historic Harpers Ferry! Private river access!, RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT., Adventure retreat near ski lifts and lake - private hot tub, three balconies, Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp, Beautiful, Spacious Historic Victorian Near Ski Liberty, “The Train Depot” 2nd oldest in the US, Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch, *Luxury Condo In Downtown Frederick*, Villa With A View- 4 bedroom townhouse with lake and ski slope 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

Country Inn & Suites by Radisson, Frederick, MD

Rocky Gap Casino & Resort

Ramada by Wyndham Cumberland Downtown

Days Inn by Wyndham Westminster
More ways to explore Western Maryland
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.