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

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

Swanton
When you stay at this vacation home in Swanton, you'll be on a lake, within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park.
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

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
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
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 Deep Creek Lake and Wisp Resort.
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

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
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 within a 15-minute drive of Harpers Ferry National Historical Park and Potomac River.
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
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
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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
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

Top trending hotels in Western Maryland

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
16701 Lakeview Road NE, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 23 Feb to 24 Feb
AU$191
includes taxes & fees
23 Feb - 24 Feb
When you a stay at Rocky Gap Casino & Resort in Cumberland, you'll be next to a golf course, just steps from Rocky Gap State Park and Rocky Gap Casino and Golf ...
Rocky Gap Casino & Resort
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$125 per night from 3 Mar to 4 Mar
AU$125
includes taxes & fees
3 Mar - 4 Mar
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
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$172 per night from 16 Mar to 17 Mar
AU$172
includes taxes & fees
16 Mar - 17 Mar
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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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$201 per night from 28 Feb to 1 Mar
AU$201
includes taxes & fees
28 Feb - 1 Mar
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
Don't see what you're looking for?
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.