Holiday houses in Western Maryland

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Top-rated holiday rentals in Western Maryland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Cottage in Hidden Valley

4.88 out of 5 average rating, 101 reviews

RENOVATED! Top location ON lake! Walk to slopes!

JenniferRating, 5 stars2 months ago

Really great home, walkable to Hidden Valley in ski boots carrying skis. The house was just as described in the listing and photos were spot on. We chose this house because of the kids room, and it was terrific. Five kids slept there, played card games there, and ate in their own area while parents were able to enjoy ourselves in the kitchen and dining area. The mud room was a big win. When I had a question, the hosts were super fast to respond. The house overlooks the lake and the kids had a great time playing in the surrounds. The house has a large deck and a fire pit, but we did not use them due to weather. One thing to note: the steepness of the driveway should not be underestimated. In winter it will require a four or all wheel drive. I drove it easily, but one family could not get up it, and the other slid the entire way down sideways. That being said, the owners were quick to salt and cinder as necessary, and the neighbor helped us by plowing. Cannot recommend enough!

Guest favourite

Chalet in Davis

4.85 out of 5 average rating, 158 reviews

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!

ElydiaRating, 5 stars2 months ago

This place was AWESOME! Perfect location for wanting to spend your time on the slopes! Super cozy, very spacious, looks exactly like the pictures. The living area is a great hangout spot and the fireplaces kept us nice and warm during this windy winter stay.

Guest favourite

Cabin in Luray

4.94 out of 5 average rating, 152 reviews

❤️️Wildflower Cabin❤️️ A Luxury Riverfront Retreat

KathyRating, 5 stars1 day ago

The cabin was exactly what I was looking for… river frontage, surrounded by nature, quiet and peaceful. The cabin was very clean and up to date on all amenities. I had no problems at all. I slept better there than I do at home. It was an Excellent getaway! I’ll definitely return someday.

Guest favourite

Townhouse in Champion

4.92 out of 5 average rating, 148 reviews

Seven Springs Sunridge year-round mountain chalet!

DanaRating, 5 stars2 weeks ago

This is the second time we had a girls weekend here! We loved staying here the first time, and it was just as lovely the second time! Always clean, super responsive, and has all of the amenities. Will continue to make it a tradition.

Top Guest favourite

Guest suite in Harpers Ferry

4.98 out of 5 average rating, 109 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

Marissa MarieRating, 5 stars2 weeks ago

we stayed at Alisons place for a girl's weekend. It was beautiful! the pictures are exactly how the place looks, decorated nicely and very very clean. the host communicated very well and quickly, even had alot of recommendations for food and things to do. highly recommend staying here!

Superhost

Chalet in Oakland

4.91 out of 5 average rating, 128 reviews

Spectacular Chalet, Timroc II, close to lake, Wisp

KristinRating, 5 stars7 months ago

Absolutely beautiful home and exceeded our expectations! The pictures don’t do this property justice. From the firepit, to the hot tub, to the basement, and everything in between everything was perfect. Roberta quickly responded anytime we needed anything. Most definitely will be coming here again!

Guest favourite

Cabin in New Market

4.91 out of 5 average rating, 164 reviews

Sunset Views! Hot Tub! Fireplace! Mountain Escape

GraceRating, 5 stars1 week ago

My husband, my dog, and I had the perfect long weekend getaway in this little cabin. The hot tub and grill were great amenities after a long day of hiking. The screened in porch was fantastic with the spring breeze. Great view of the sunset. Secluded location and we were thankful to have 4-wheel drive. If you need to unplug, this is the place. Weak cell service but good wifi.

Guest favourite

Condo in Oakland

4.91 out of 5 average rating, 79 reviews

Top Notch Lake Getaway - Cozy in a plush resort

KirkRating, 5 stars2 weeks ago

The condo was amazing very roomy with two bedrooms. The second bedroom is accessible via a spiral staircase. I would stay there again. Dutch's Restaurant is next door and is highly recommended. The lake views are awesome from the Silver Tree and Dutch's decks. Keith is a great host and was very helpful with communication prior to arrival.

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Western Maryland holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Western Maryland

Guest favourite

Townhouse in Champion

4.93 out of 5 average rating, 14 reviews

Seven Springs Mt. Villas townhouse - Free shuttle!

Beom KiRating, 5 stars2 months ago

The lodge was more than spacious enough for 8 people. It is a very captivating townhouse with vertical castle-esque layout. The kitchen was very well stocked with no shortage of glasswares, flatware, silverware, and cookware. The bathrooms were small, but they were 4 small bathrooms, which were enough for the group. The walls seem to be a bit thin, so you can easily hear the neighboring Airbnb parties, but it wasn't a deal breaker. Great stay for a sizeable group's Seven Springs ski resort retreat.

Guest favourite

Home in Davis

4.83 out of 5 average rating, 145 reviews

Yukon Cornelius - Ski Home in Gated Community

SawyerRating, 5 stars1 week ago

This place is beautiful. Very easy to find, easy entry, and private. Ziggy was helpful and communicative throughout the stay. There were little issues here and there but overall a great and convenient place to stay with a large group! The hot tub was nice, too. 4.5 - 5 star experience for sure.

Guest favourite

Cottage in Harpers Ferry

4.98 out of 5 average rating, 64 reviews

Cozy Mountain Cottage Perfect for Friends & Family

SumeetRating, 5 stars3 weeks ago

The best Airbnb I have ever stayed in. Amazing place! Jason is a great host.

Guest favourite

Cabin in McHenry

4.87 out of 5 average rating, 77 reviews

petfriendly-hottub-fireplace-pooltable-sunsetdeck

AdamRating, 5 stars3 weeks ago

We enjoyed our stay! The home is in a great location. We had some rain over the course of the stay which made having a roof over the hot tub very helpful. We also liked spending time in the basement with the pool table. Definitely would be interested in staying here again!

Guest favourite

Cabin in Luray

4.71 out of 5 average rating, 69 reviews

Cedar Breeze Cabin~River~Hiking~Mt Views~Hot Tub

Erin MairinRating, 5 stars4 months ago

We really enjoyed our stay. It was a great post Christmas trip to the region. We actually felt the photos didn't do it justice and it's a little cuter and nicer than we were expecting!

Guest favourite

Home in McHenry

4.89 out of 5 average rating, 106 reviews

Hot Tub EV Charger DogsOK 50"TV Fire Pit Gas Grill

BrittanyRating, 5 stars1 week ago

We had the opportunity to spend a long weekend with family members to celebrate my mother’s 70th birthday and Easter! This place was fantastic! The location was beautiful and the hosts were super responsive to any questions asked. I would highly recommend this place and I’m looking forward to going back in the near future!

Superhost

Home in Manassas

4.77 out of 5 average rating, 13 reviews

Luxury Home. Hot-tub, Fire Pit, Game Room. IAD/DC

AaronRating, 5 stars1 week ago

Very fun place! Perhaps somewhat new so some kinks being worked out, but the host is incredibly responsive to any requests and has invested heavily in the property - luxury fixtures, appliances, amenities. Highly recommend.

Top Guest favourite