Western Maryland Vacation Rentals

Compare 101 vacation rentals.
USA > Maryland > Western Maryland

Make Western Maryland your next getaway

When adventure calls or you find yourself wishing for relaxation among the scenic beauty of the great outdoors, nothing compares to the peace and quiet you'll find in Western Maryland! Boasting natural beauty in the form of lakes, rivers, mountains, and forests, as well as every kind of sport you could hope for, the western region of Maryland is a little-known vacation destination that is sure to grab your heart the minute you set eyes on it.

Explore Western Maryland house rentals, townhouses, cabins, and more

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House rentals

View 62 House rentals
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Townhouses

View 15 Townhouses
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Cabins

View 11 Cabins

Popular amenities for Western Maryland vacation rentals

Popular
Dog-friendly Hot tub Internet
Lakeview Loft
1 Bedroom | 1 Bath | Sleeps 4

Lakeview Loft - Oakland, MD

$181 avg / night
4.24 (70)
Sunset Bluff
5 Bedroom | 3 Bath | Sleeps 16

Sunset Bluff - McHenry, MD

$468 avg / night
4.86 (22)
Driftwood #6
2 Bedroom | 1 Bath | Sleeps 5

Driftwood #6 - McHenry, MD

$144 avg / night
4.32 (90)
The Lake House
5 Bedroom | 5 Bath | Sleeps 14

The Lake House - Oakland, MD

$385 avg / night
4.48 (31)
Tall Oaks Retreat
4 Bedroom | 4.5 Bath | Sleeps 12

Tall Oaks Retreat - McHenry, MD

$265 avg / night
4.38 (48)

View 96 more homes

Browse more vacation rental amenities in Western Maryland

Pool | Lake view | Lakefront | Ski-in/ski-out | Sound view | Water view | Waterfront | A/C | Elevator | Fireplace

Recent Western Maryland guest reviews

Outdoor TV and hot tub were amazing.
Chris C. | Dec 2024
Great location
Chris H. | Dec 2024
Pretty house, beds were comfortable. Fireplace did not work.
Michelle Y. | Dec 2024
Western Maryland vacation rental FAQ

Yes, 38 of our Western Maryland homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 99 of our Western Maryland vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Western Maryland vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Western Maryland team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Western Maryland, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning


Now you can experience the mountainous beauty of Western Maryland with one of our comfortable vacation rentals. The whole family will be wanting to come back for more.

Discover Western Maryland


The 10 Best Hiking Trails Near Deep Creek Lake

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Nearby destinations

Appalachian Mountains   |   Deep Creek Lake   |   Wisp Resort   |   Adventure Sports Center International   |   McHenry   |   Oakland   |   Accident   |   Friendsville   |   Swanton   |   Bittinger   |   Maryland
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