Western Maryland Vacation Rentals

Compare 99 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

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Townhouses

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Cabins

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Western Maryland vacation rentals for every getaway

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

Lakeview Loft - Oakland, MD

$264 avg / night
4.24 (70)
Sunset Bluff
5 Bed | 3 Bath | Sleeps 16

Sunset Bluff - McHenry, MD

$674 avg / night
4.86 (22)
Driftwood #6
2 Bed | 1 Bath | Sleeps 5

Driftwood #6 - McHenry, MD

$207 avg / night
4.32 (90)
The Lake House
5 Bed | 5 Bath | Sleeps 14

The Lake House - Oakland, MD

$554 avg / night
4.48 (31)
Tall Oaks Retreat
4 Bed | 4.5 Bath | Sleeps 12

Tall Oaks Retreat - McHenry, MD

$381 avg / night
4.38 (48)

View 94 more homes

Recent Western Maryland vacation rental reviews

House was very cute and in a great location with a beautiful view.
Sharon F. | Dec 2024
The scenery was beautiful
Moonique W. | Dec 2024
This is a cozy little spot and is my third time staying in this type of little condo in this subdivision. Winter is a great time to enjoy it. The baseboard heaters will be your best friend here and make up for the lack of A/C. You'll enjoy the very short drive to get to our favorite dinner spot, Firewater. The only catch is you have to roll the dice to avoid loud neighbors in the hot tub outside the kitchen, but only one of the bedrooms is vulnerable to incoming noise. We had no upstairs unit neighbors, so that might be a risk to quiet as well for you. I'll miss cups of tea on the comfy couch while I just stare at the lake. Vacasa did their usual outstanding job of providing all the little touches like plentiful blankets, dish soap, and dishwasher detergent.
Richard F. | Dec 2024
Western Maryland Frequently Asked Questions

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. 97 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.

Discover Western Maryland


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