Western Maryland Vacation Rentals

Compare 50 vacation rentals.
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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, chalets, and more

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House rentals

View 29 House rentals
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Townhouses

View 11 Townhouses
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Chalets

View 6 Chalets

Explore more vacation rental amenities in Western Maryland

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

Western Maryland vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Oakland Oasis
2 Bed | 2 Bath | Sleeps 4

Oakland Oasis - Oakland, MD

$144 avg / night
(excludes fees and taxes)
5.0 (9)
Brown Bear Lodge
4 Bed | 3.5 Bath | Sleeps 8

Brown Bear Lodge - Swanton, MD

$302 avg / night
(excludes fees and taxes)
Sans Souci
2 Bed | 2.5 Bath | Sleeps 8

Sans Souci - McHenry, MD

$153 avg / night
(excludes fees and taxes)
Hibernation Hideaway
2 Bed | 3 Bath | Sleeps 8

Hibernation Hideaway - McHenry, MD

$163 avg / night
(excludes fees and taxes)
Woodsy Way Cabin
2 Bed | 2 Bath | Sleeps 9

Woodsy Way Cabin - Oakland, MD

$166 avg / night
(excludes fees and taxes)

View 45 more homes

Recent Western Maryland vacation rental reviews

Very nice place. Plan to allow extra time to learn all the tvs. Very challenging especially the google tv upstairs. Overall I would stay again, but bring my own tp.
Crystal D. | Jun 2026
Loved the location and the comfort of this townhouse. Love that it’s pet friendly!!! Nice comfy living room furniture!!
Julie O. | May 2026
Beautiful location and home. Beds were comfortable and the house is big with lots of room.
BARBARA, B. | Apr 2026
Western Maryland Frequently Asked Questions

Yes, 21 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. 50 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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