Western Maryland Vacation Rentals

Compare 118 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

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House rentals

View 67 House rentals
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Cabins

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Townhouses

View 19 Townhouses

Explore more vacation rental amenities in Western Maryland

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

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

$159 avg / night
Sunset Bluff
5 Bed | 3 Bath | Sleeps 16

Sunset Bluff - McHenry, MD

$556 avg / night
Driftwood #6
2 Bed | 1 Bath | Sleeps 5

Driftwood #6 - McHenry, MD

$180 avg / night
The Lake House
5 Bed | 5 Bath | Sleeps 14

The Lake House - Oakland, MD

$599 avg / night
Tall Oaks Retreat
4 Bed | 4.5 Bath | Sleeps 12

Tall Oaks Retreat - McHenry, MD

$358 avg / night

View 113 more homes

Recent Western Maryland vacation rental reviews

It was so close to so many activities that our family enjoyed. The house was perfect place to enjoy when we were not out skiing. The kids loved the hot tub. Kitchen was stocked with everything we needed to cook. Large table for all of to set and eat and then we played cards there. Beds were comfortable. Overall great place!
Brad M. | May 2024
We had a great time at this location. Views were beautiful and perfectly accommodated 13 adults and 4 children. There were some basic items that were missing and made things difficult (ex: no oven mitts or aluminum foil) but overall we had a blast!
Bridget K. | May 2024
Beautiful new home in a great location. Awesome view of the mountains at sunset. The hot tub was perfect. Very convenient to all the area has to offer. Would highly recommend staying here
Brian J. | May 2024
Western Maryland Frequently Asked Questions

Yes, 41 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. 113 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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