Western Maryland Vacation Rentals

Compare 50 vacation rentals.
Home > 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.

Top Western Maryland property types

housing_type_house.jpg

House rentals

View 29 House rentals
housing_type_townhouse.jpg

Townhouses

View 11 Townhouses
housing_type_chalet.jpg

Chalets

View 6 Chalets

Popular amenities for Western Maryland vacation rentals

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

Oakland Oasis - Oakland, MD

$102 avg / night
(excludes fees and taxes)
5.0 (9)
Driftwood #6
2 Bedroom | 1 Bath | Sleeps 5

Driftwood #6 - McHenry, MD

$180 avg / night
(excludes fees and taxes)
4.33 (88)
Hibernation Hideaway
2 Bedroom | 3 Bath | Sleeps 8

Hibernation Hideaway - McHenry, MD

$115 avg / night
(excludes fees and taxes)
4.0 (14)
Ski Cove #2
2 Bedroom | 2.5 Bath | Sleeps 6

Ski Cove #2 - McHenry, MD

$177 avg / night
(excludes fees and taxes)
4.8 (5)
Sans Souci
2 Bedroom | 2.5 Bath | Sleeps 8

Sans Souci - McHenry, MD

$108 avg / night
(excludes fees and taxes)
4.12 (26)

View 45 more homes

Browse 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

Recent Western Maryland guest 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
Great location
erin C. | May 2026
Nicely appointed ... room to park four cars in the front. Gorgeous backyards
Mari S. | May 2026
Western Maryland vacation rental FAQ

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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Western Maryland, log in to Trip Manager to explore the 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

The Best Deep Creek Lake Cabins for Any Season

Nearby destinations

Appalachian Mountains   |   Garrett County   |   Deep Creek Lake   |   Wisp Resort   |   Adventure Sports Center International   |   McHenry   |   Oakland   |   Swanton   |   Frederick   |   Bittinger   |   Maryland
Show more