Western Maryland Vacation Rentals

Compare 116 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, cabins, townhouses, and more


House rentals

View 66 House rentals


View 19 Cabins


View 19 Townhouses

Popular amenities for Western Maryland vacation rentals

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

Lakeview Loft - Oakland, MD

$116 avg / night
Sunset Bluff
5 Bedroom | 3 Bath | Sleeps 16

Sunset Bluff - McHenry, MD

$414 avg / night
Driftwood #6
2 Bedroom | 1 Bath | Sleeps 5

Driftwood #6 - McHenry, MD

$132 avg / night
The Lake House
5 Bedroom | 5 Bath | Sleeps 14

The Lake House - Oakland, MD

$432 avg / night
Tall Oaks Retreat
4 Bedroom | 4.5 Bath | Sleeps 12

Tall Oaks Retreat - McHenry, MD

$262 avg / night

View 111 more homes

Recent Western Maryland guest reviews

Property is up a hill offering a nice view of the lake and trees. The outdoor hot tub which is covered from above (so useable even if it’s raining) was a lovely bonus for us. Everything was immaculately cleaned and the keypad access very convenient.
Kristen J. | May 2024
We loved the location and the house. Very clean! Plenty of space for everyone. Loved the location of the bedrooms. Great for our sleeping and napping small children.
HOLLY H. | May 2024
Good place for larger family to spread out. Secluded and convenient. Had minor problem and it was taken care of very timely.
Judy G. | May 2024
Western Maryland vacation rental FAQ

Yes, 40 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. 111 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.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional 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.

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