Book Holiday Homes in Western Maryland

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Featured Holiday Homes in Western Maryland

Lakefront, dog friendly, dock slip, hot tub, and fire pit

Lakefront, dog friendly, dock slip, hot tub, and fire pit

Oakland
With a stay at this vacation home in Oakland, you'll be on the waterfront, within a 10-minute drive of Deep Creek Lake and Youghiogheny Wild River Natural Environmental ...
Lakefront, dog friendly, dock slip, hot tub, and fire pit
Lakefront/Dock/Amazing views HotTub

Lakefront/Dock/Amazing views HotTub

Oakland
When you stay at this vacation home in Oakland, you'll be on the waterfront, a 1-minute drive from Deep Creek Lake and 8 minutes from Wisp Resort.
Lakefront/Dock/Amazing views HotTub
Gorgeous 1840 Log Cabin- Downtown

Gorgeous 1840 Log Cabin- Downtown

Frederick
With a stay at this vacation home, you'll be centrally located in Frederick, just a 4-minute walk from Frederick Memorial Hospital and 9 minutes by foot from ...
Gorgeous 1840 Log Cabin- Downtown
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Ski-in/out townhome with free WiFi, wood fireplace, gas grill, & deck - dogs OK

Ski-in/out townhome with free WiFi, wood fireplace, gas grill, & deck - dogs OK

McHenry
With a stay at this vacation home in McHenry, you'll be in the mountains, steps from Wisp Resort and a 2-minute drive from Deep Creek Lake.
Ski-in/out townhome with free WiFi, wood fireplace, gas grill, & deck - dogs OK
Adventure retreat near ski lifts and lake - private hot tub, three balconies

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

McHenry
When you stay at this vacation home in McHenry, you'll be on a lake, within a 10-minute walk of Wisp Resort and Deep Creek Lake.
Adventure retreat near ski lifts and lake - private hot tub, three balconies
Sunset View: Lakefront Pet-Friendly + Hot Tub + Dock

Sunset View: Lakefront Pet-Friendly + Hot Tub + Dock

Swanton
With a stay at this vacation home in Swanton, you'll be on a lake, within a 10-minute drive of Deep Creek Lake and Thousand Acres Lakeside Golf Course.
Sunset View: Lakefront Pet-Friendly + Hot Tub + Dock
Deep Creek Lake Townhome w/ Deck & Water Views

Deep Creek Lake Townhome w/ Deck & Water Views

Oakland
With a stay at this vacation home in Oakland, you'll be a 3-minute drive from Deep Creek Lake and 7 minutes from Wisp Resort.
Deep Creek Lake Townhome w/ Deck & Water Views
Riverside cottage, minutes from historic Harpers Ferry!  Private river access!

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

Harpers Ferry
With a stay at this vacation home in Harpers Ferry, you'll be a 3-minute walk from Potomac River and within a 5-minute drive of Chesapeake and Ohio Canal.
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen

Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen

Accident
Located in Accident, this vacation home is within a 15-minute drive of Deep Creek Lake and Wisp Resort.
Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
894 Holiday Homes
Lowest Price
AU$128
Highest Price
AU$194
Popular accommodation
Lakefront, dog friendly, dock slip, hot tub, and fire pit, Lakefront/Dock/Amazing views HotTub, Gorgeous 1840 Log Cabin- Downtown, Ski-in/out townhome with free WiFi, wood fireplace, gas grill, & deck - dogs OK, Adventure retreat near ski lifts and lake - private hot tub, three balconies, Sunset View: Lakefront Pet-Friendly + Hot Tub + Dock, Deep Creek Lake Townhome w/ Deck & Water Views, Riverside cottage, minutes from historic Harpers Ferry! Private river access!, Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen

Top trending hotels in Western Maryland

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
Fully refundable
The price is AU$128 per night from 28 Jan to 29 Jan
AU$128
includes taxes & fees
28 Jan - 29 Jan
A stay at Country Inn & Suites by Radisson, Frederick, MD places you in the heart of Frederick, just a 5-minute walk from Francis Scott Key Mall and within a ...
Country Inn & Suites by Radisson, Frederick, MD
Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

2.5 out of 5
1565 Opossumtown Pike, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 30 Jan to 31 Jan
AU$180
includes taxes & fees
30 Jan - 31 Jan
Located in Frederick, Hampton Inn & Suites Frederick-Fort Detrick is within a 5-minute drive of Hood College and Frederick Memorial Hospital.
Hampton Inn & Suites Frederick-Fort Detrick
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd, Hagerstown, MD
Fully refundable
The price is AU$166 per night from 2 Feb to 3 Feb
AU$166
includes taxes & fees
2 Feb - 3 Feb
Located in Hagerstown, Country Inn & Suites by Radisson, Hagerstown, MD is connected to a shopping center, a 2-minute drive from Hagerstown Roundhouse Museum ...
Country Inn & Suites by Radisson, Hagerstown, MD
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Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 9 Feb to 10 Feb
AU$194
includes taxes & fees
9 Feb - 10 Feb
Located in Frederick, Hilton Garden Inn Frederick is in a shopping district, within a 5-minute drive of Westview Promenade and Francis Scott Key Mall.
Hilton Garden Inn Frederick
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See all available properties in Western Maryland
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.