Western Maryland Vacation Rentals

Compare 61 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 33 House rentals
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Townhouses

View 12 Townhouses
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Cabins

View 8 Cabins

Popular amenities for Western Maryland vacation rentals

Popular
Dog-friendly Hot tub Internet
A Million Dollar View
3 Bedroom | 3.5 Bath | Sleeps 5

A Million Dollar View - Oakland, MD

$297 avg / night
(excludes fees and taxes)
4.16 (75)
Curb-Free Chalet
6 Bedroom | 5 Bath | Sleeps 14

Curb-Free Chalet - McHenry, MD

$539 avg / night
(excludes fees and taxes)
4.76 (33)
Beau Chateau
6 Bedroom | 4.5 Bath | Sleeps 16

Beau Chateau - McHenry, MD

$804 avg / night
(excludes fees and taxes)
4.64 (11)
Pee Wee Acres
3 Bedroom | 1.5 Bath | Sleeps 8 (6 Adults Max)

Pee Wee Acres - Swanton, MD

$247 avg / night
(excludes fees and taxes)
4.11 (53)
Sans Souci
2 Bedroom | 2.5 Bath | Sleeps 8

Sans Souci - McHenry, MD

$115 avg / night
(excludes fees and taxes)
4.04 (27)

View 56 more homes

Browse 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

Recent Western Maryland guest reviews

We booked this rental for a weekend friend getaway to celebrate a great friend going through end stage cancer. The place was amazing!! The kitchen set up and supplies were like none I have had at any other rental-even provided a few spices and a beer coozy drawer (bonus points from the men)!! The upstairs was quiet and felt separate for our friend to get away and relax when needed. The rental was one of the cleanest places anyone has ever stayed at, its was spotless and smelled so clean! We are looking to make this a yearly get away! Thank you for putting the time and effort in to making this a great rental spot!!
Jennifer C. | Mar 2026
Exactly as listed. We loved the ease of hitting the slopes from the house. The hot tub was great, especially after a day of skiing. Will rent again!
Jane M. | Mar 2026
Privacy and fire pit and hot tub.
Doug L. | Mar 2026
Western Maryland vacation rental FAQ

Yes, 26 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. 61 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   |   Deep Creek Lake   |   Wisp Resort   |   Adventure Sports Center International   |   Oakland   |   McHenry   |   Accident   |   Swanton   |   Bittinger   |   Maryland
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