Western Maryland Vacation Rentals

Compare 45 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.

Top Western Maryland property types

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House rentals

View 25 House rentals
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Townhouses

View 11 Townhouses
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Chalets

View 5 Chalets

Browse more vacation rental amenities in Western Maryland

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

Popular amenities for Western Maryland vacation rentals

Popular
Dog-friendly Hot tub Internet
Rustic 3BR Cabin - HOT TUB - Lake View - Oakland
3 Bedroom | 2.5 Bath | Sleeps 10

Rustic 3BR Cabin - HOT TUB - Lake View - Oakland - Oakland, MD

$230 avg / night
(excludes fees and taxes)
Rustic 3BR Farmhouse - Fire Pit- Oakland
3 Bedroom | 1 Bath | Sleeps 6

Rustic 3BR Farmhouse - Fire Pit- Oakland - Oakland, MD

$129 avg / night
(excludes fees and taxes)
4.78 (80)
Charming 4BR Townhouse - LAKE VIEW - McHenry
4 Bedroom | 3 Bath | Sleeps 10

Charming 4BR Townhouse - LAKE VIEW - McHenry - McHenry, MD

$216 avg / night
(excludes fees and taxes)
Rustic 3BR Cabin - HOT TUB - McHenry
3 Bedroom | 2.5 Bath | Sleeps 8

Rustic 3BR Cabin - HOT TUB - McHenry - McHenry, MD

$214 avg / night
(excludes fees and taxes)
4.8 (54)
2BR - Slope Access - Fireplace
2 Bedroom | 3 Bath | Sleeps 8

2BR - Slope Access - Fireplace - McHenry, MD

$113 avg / night
(excludes fees and taxes)

View 40 more homes

Recent Western Maryland guest reviews

We’ve had the pleasure of coming back to this beautiful home for several vacations, and each visit has created more wonderful memories with our kids. We love being surrounded by nature in the mountains while still being just a short drive from the water and all the fun activities nearby. One of our favorite parts of this stay was gathering around the fire pit every night for s’mores and quality family time. The house is cozy, comfortable, and truly the perfect place to slow down and enjoy being together. It was especially nice watching the kids step away from their electronics and simply enjoy each other’s company and everything this beautiful area has to offer. We absolutely love this home and will definitely be back again!
Jessica S. | Aug 2026
We had a great time!! The house was fully stocked with everything we needed and had plenty of room for us to enjoy our vacation. The location on the lake is perfect for enjoying the lake and great views. We will definitely be returning next year!! Thank you.
Margaret P. | Aug 2026
We had a great weekend at this home. The location and dockslip can not be beat! The house is set up perfect to have 2 families share the space. The interactions with customer service/maintenance were very good. The house just loses a star due to lack of cleaning and care. The basement smells horrible, we sprayed febreeze to make it liveable. The carpets were really badly soiled. There were just a few things that need to be better maintained and an overall deep cleaning would be perfect. We will be back, the area and house itself is fantastic!
Jessica H. | Aug 2026
Western Maryland vacation rental FAQ

Yes, 18 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. 43 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


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Nearby destinations

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