Western Maryland Holiday Rentals

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Holiday Rentals in Western Maryland

Secluded, romantic cabin with hot tub on 12 acres of woodland.

10.0 out of 10, Exceptional, (76)
"The property was Great. Very clean and a perfect place for a getaway. Would highly recommend for anybody looking to get away with spouse or significant other. Can’t wait to go back someday soon. "
The price is AU$520
includes taxes & fees
10 Dec - 11 Dec
Secluded, romantic cabin with hot tub on 12 acres of woodland.

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (85)
"My husband and I were beyond thrilled with this property. Absolutely incredible and are looking forward to visiting again!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Hidden Gem in the woods with hot tub

9.4 out of 10, Exceptional, (63)
"Great location, a little out of the way, but very relaxing. Great hot tub and fire pit. My family and I had an amazing time. "
Hidden Gem in the woods with hot tub

Deep Creek LAKEFRONT Cabin, Hot Tub, Kayaks, Unique Gardens, Romantic Owls Nest

10.0 out of 10, Exceptional, (310)
"We stayed three nights at this beautiful place in Deep Creek lake and had the most wonderful time! The hosts truly thought of every need you might have, and they were very communicative and informative about the property and surrounding areas. The cabin and hot tub / grounds are immaculately maintained and kept. We barely needed to leave once but did go to enjoy a morning hike at Swallow Falls. We highly recommend this property and will hopefully be back soon!"
Deep Creek LAKEFRONT Cabin, Hot Tub, Kayaks, Unique Gardens, Romantic Owls Nest

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

10.0 out of 10, Exceptional, (60)
"Clean cozy row home. Easy walk to downtown attractions. House gave excellent recommendations for food and things to see. Would definitely stay again at this property "
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (86)
"We were looking to unplug for a night, and this cottage was the perfect spot! Clean and well kept, calm and quiet surroundings. One note is that the WiFi was not working. We didn’t need it for our trip, but something to keep in mind!"
The price is AU$346
includes taxes & fees
30 Nov - 1 Dec
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Modern house on the lake with private dock, hot tub, air hockey & central AC

7.6 out of 10, Good, (15)
"Look every person and home has a few things we want to change but this place had everything we need to make our stay most enjoyable"
Modern house on the lake with private dock, hot tub, air hockey & central AC

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (47)
"Excellent little cabin right on the river and close to DT Sheperdstown which is a great town."
The price is AU$172
includes taxes & fees
3 Dec - 4 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!

10.0 out of 10, Exceptional, (276)
"We loved the cabin! In the perfect quiet location. Very clean and the host was amazing with communication. Definitely recommend this place! "
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

8.8 out of 10, Excellent, (38)
"Had a relaxing time at the property. Close to stores and restaurants."
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Eddies Place LLC

9.2 out of 10, Wonderful, (19)
"This is our spot for the apple butter festival. "
The price is AU$208
includes taxes & fees
26 Nov - 27 Nov
Eddies Place LLC

Lakefront, Wooded, & Secluded Home - Family Dogs Welcome.

10.0 out of 10, Exceptional, (86)
"Had a wonderful time at this ranch style lakeview home. Had all the amenities we needed! Host/0wner easy to communicate with a nicely priced! Highly recommend!!"
Lakefront, Wooded, & Secluded Home - Family Dogs Welcome.

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (76)
"We were visiting with family in Boonsboro and arrived late in the evening and left by 9am, but everything was there that we would have needed for a longer stay, which we have planned for Thanksgiving. Kitchen was very well equipped, the space was inviting, the beds were comfy and the view out the back was great, Looking forward to our return!"
The price is AU$520
includes taxes & fees
26 Nov - 27 Nov
Antietam Creek - Quiet 2 Bedroom Cabin

FletchersCove-DeepCreekLake-PrivateDock-HotTub

9.8 out of 10, Exceptional, (30)
"This house was perfect for our family of 4 with a dog. It had plenty of space and was recently renovated and well-stocked. The desks in the bedrooms came in handy as I had to work part of the time. The lakefront area is so nice. The Drinking Water system was a huge plus for us. We have one at home and usually make trips to the store to buy water when we are on vacation. No need for bottled water if you are staying at this property. Owners were very easy to work with as I had questions...
FletchersCove-DeepCreekLake-PrivateDock-HotTub

Amazing Four Season Lakefront Home at Deep Creek Lake

9.8 out of 10, Exceptional, (158)
"We had a wonderful stay at this McHenry property. Home is spacious with very nice amenities. Beautiful lakefront views from many rooms in the home. Hosts were perfect! Very helpful and accommodating. "
Amazing Four Season Lakefront Home at Deep Creek Lake

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (121)
"We had a great time and loved your house."
Gorgeous 1840 Log Cabin- Downtown

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (73)
"The house is clean and well stocked. It's a great place to stay if spending a few days in Frederick, MD. "
“The Train Depot” 2nd oldest in the US

Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC

10.0 out of 10, Exceptional, (20)
"Friendly hosts, comfortable home like accommodations very close to the C&O Towpath, super friendly neighborhood tuxedo cat comes from his nearby home & family to do his rounds, greet guests, make sure all is well. "
The price is AU$248
includes taxes & fees
26 Nov - 27 Nov
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC

Historic & Cozy ~ Near Antietam Battle & WhiteTail

10.0 out of 10, Exceptional, (25)
"Traveling from Illinois to New Hampshire for our road trip. This Vrbo in Hagerstown Maryland was in a beautiful historic district and the inside was absolutely beautiful. We did climb the 4 flights of stairs with 2 large suit cases which was not fun but it was a great way to stay in shape at 60 😂. Inside was so clean and adorable with the original floors, yet updated kitchen & living area. The bedrooms were very cozy and comfortable. The bathroom was large with a huge walk in shower and Amazing...
The price is AU$378
includes taxes & fees
26 Nov - 27 Nov
Historic & Cozy ~ Near Antietam Battle & WhiteTail

Dog-friendly cabin with private hot tub, Ping-Pong & lake views

8.6 out of 10, Excellent, (77)
"A beautifully furnished cabin so close to the amenities and state parks of Deep Creek Lake. So well stocked with everything you need "
Dog-friendly cabin with private hot tub, Ping-Pong & lake views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Western Maryland you may be interested in

Rocky Gap Casino & Resort

3.0 star property
8.8 out of 10, Excellent, (1054)
"The property was great. Plenty to do at the resort. The Food and Service at the main restaurant was the worst. I hate to write this but it was awful. They need to clean house and start over. The bartenders were great! "
The price is AU$190
includes taxes & fees
26 Nov - 27 Nov
Rocky Gap Casino & Resort

Country Inn & Suites by Radisson, Hagerstown, MD

3.0 star property
8.4 out of 10, Very good, (1078)
"The room was very clean and the staff very welcoming. "
The price is AU$167
includes taxes & fees
8 Dec - 9 Dec
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Frederick, MD

3.0 star property
8.4 out of 10, Very good, (1020)
"Nice breakfast "
The price is AU$128
includes taxes & fees
22 Dec - 23 Dec
Country Inn & Suites by Radisson, Frederick, MD
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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