Western Maryland Vacation Rentals

Compare 97 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

View 60 House rentals
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Townhouses

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Cabins

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Explore more vacation rental amenities in Western Maryland

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

Western Maryland vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Liftside Retreat
3 Bed | 3 Bath | Sleeps 8

Liftside Retreat - McHenry, MD

$388 avg / night
4.86 (7)
Lakeside & Slopeside
4 Bed | 3 Bath | Sleeps 10

Lakeside & Slopeside - McHenry, MD

$280 avg / night
4.3 (10)
Tall Oaks Retreat
4 Bed | 4.5 Bath | Sleeps 12

Tall Oaks Retreat - McHenry, MD

$382 avg / night
4.32 (50)
5 Little Acorns
4 Bed | 3.5 Bath | Sleeps 10 (6 Adults Max)

5 Little Acorns - McHenry, MD

$362 avg / night
4.75 (60)
Life's A Bear
3 Bed | 2 Bath | Sleeps 8

Life's A Bear - McHenry, MD

$216 avg / night
4.3 (74)

View 92 more homes

Recent Western Maryland vacation rental reviews

You can see Wisp from the front window.
Mark M. | Jan 2025
Very good experience, make sure to have 4W drive during the winter season.
Carlos T. | Jan 2025
We booked a last-minute retreat to enjoy the 13” of fresh powder at Wisp. The property was easy to access (we did use 4WD to get up the hill), simple check-in, and great amenities. Ski in/out was very convenient even though our access trail was not groomed that day, it was a short hike to the main runs. We loved the wood fireplace. Beds so comfy. It was so clean you’d never know it was dog friendly.
Brenda C. | Jan 2025
Western Maryland Frequently Asked Questions

Yes, 36 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. 95 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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Appalachian Mountains   |   Deep Creek Lake   |   Wisp Resort   |   Adventure Sports Center International   |   McHenry   |   Oakland   |   Swanton   |   Accident   |   Friendsville   |   Bittinger   |   Maryland
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