Western Maryland Holiday Rentals

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Holiday Rentals in Western Maryland

Smart TV, fireplace, DVD player, books
Secluded, romantic cabin with hot tub on 12 acres of woodland.
10.0 out of 10, Exceptional, (55)
"We greatly enjoyed r stay at this little cottage & would definitely recommend! My husband & I both love the outdoors & took the opportunity to do some hiking at Rocky Gap State Park close by, which had some great trails & beautiful scenery!"
The price is NZ$543
per night
20 May - 21 May
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Property grounds
Deep Creek Lakefront Cabin, OWLS NEST, Kayaks,/Paddleboards,Hot Tub, CLEAN,Cozy
10.0 out of 10, Exceptional, (278)
"Dave and Pearle thought of everything to give you and your family the perfect get away. So much to do, so little time!"
Deep Creek Lakefront Cabin, OWLS NEST, Kayaks,/Paddleboards,Hot Tub, CLEAN,Cozy
Interior
Lake House w/ Pool and King Bed, Fishing - Dogs OK
10.0 out of 10, Exceptional, (12)
"We enjoyed our stay, really nice place we enjoyed seeing the water"
Lake House w/ Pool and King Bed, Fishing - Dogs OK
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Exterior
Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (59)
"Wonderful cabin with all you could need. Fantastic location to many many attractions activities, especially if you enjoy history. Cabin is so cozy and the decorations are real enjoyable and every where you look is something you didn't see before. Host was terrific to work with and helpul. Resetve a visit you will not regret it."
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Pool
Pool, Hot Tub, and Fun for all!
10.0 out of 10, Exceptional, (5)
"This was our second time traveling to the area and staying at this house. Great place to stay. House was clean, lots of room for multiple guests. Nice pool and hot tub in the yard. There’s also a nice covered outdoor patio with a TV for hanging out, outside. Owner is very responsive and good to deal with. I will definitely stay again when in the area."
The price is NZ$979
per night
17 May - 18 May
Pool, Hot Tub, and Fun for all!
Beach
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is NZ$236
per night
2 Jun - 3 Jun
❤️ Secluded 1940s Romantic Tiny House on the River
Property grounds
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (99)
"Very clean and well-kept house!"
The price is NZ$412
per night
21 May - 22 May
Charming "Cream of the Crop" Cape ~❤️of Middletown
Interior
MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS
10.0 out of 10, Exceptional, (4)
"Had a lovely stay at this cozy cabin. Would absolutely stay again!"
MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS
Fridge, microwave, oven, stovetop
Lakefront, dog friendly, dock slip, hot tub, and fire pit
10.0 out of 10, Exceptional, (14)
"We all really enjoyed our stay. The hosts were quick to reply. The house was beautiful and clean!"
Lakefront, dog friendly, dock slip, hot tub, and fire pit
Exterior
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
10.0 out of 10, Exceptional, (399)
"The Nirvana cabin is in a wonderfully quiet little subdivision that is easy access to restaurants and parks. Clean and just a delight to visit."
Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
Beach
Lakefront, Wooded, & Secluded Home - Family Dogs Welcome.
10.0 out of 10, Exceptional, (70)
"House was set up perfect for a family stay! Great kitchen, hot tub, and plenty of games already in the home!"
Lakefront, Wooded, & Secluded Home - Family Dogs Welcome.
Interior
Little cute house close to C&O canal
10.0 out of 10, Exceptional, (2)
"I felt very cozy and comfortable in this small home, at the top of the hill (great views). Everything was arranged just right. Communication with the host was very easy. I would happily return. Beth"
The price is NZ$277
per night
19 May - 20 May
Little cute house close to C&O canal
Property grounds
Hollow Hideaway is nestled between peaceful mountains and star filled skies
10.0 out of 10, Exceptional, (12)
"I can’t say enough wonderful things about this property! Suzanne and her husband have truly thought of everything from cozy and comfortable furnishings, decor, kitchen amenities to snacks and a welcome gift. There isn’t much close by so maybe do shopping ahead of time but we joked that we could get to a store, restaurant, museum, brewery in just 20 mins in either direction! I would love to visit again as there is a lot to see in just a weekend! Great for a couples get away or girlfriends!"
Hollow Hideaway is nestled between peaceful mountains and star filled skies
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (54)
"We came into town to see a show at Charles Town Casino. The location was perfect! We loved the view of the river. The home was very clean, comfortable and well appointed. We enjoyed a great dinner at Mi Dellagado and an excellent breakfast at the Mountain View Diner. We would definitely stay here again when we are in the area."
The price is NZ$362
per night
2 Jun - 3 Jun
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Fridge, microwave, oven, stovetop
Waterfront Cabin overlooking the Potomac River W/ Hot Tub
9.8 out of 10, Exceptional, (32)
"Cute cozy cabin in an off the grid area. Very beautiful and peaceful also pet friendly which makes it all the better"
The price is NZ$476
per night
19 May - 20 May
Waterfront Cabin overlooking the Potomac River W/ Hot Tub
Interior
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
9.8 out of 10, Exceptional, (17)
"We had previously visited Frederick last November and had only been able to spend a little bit of our visit in Historic Frederick. We loved staying in historic Frederick and the property was unique, very clean and well laid out. I should have realized was that 'penthouse' in a historic home would mean steps. I am blind in one eye and have poor physical balance so carrying luggage up stairs is challenging. Nonetheless, we loved the layout and amenities of the property. The view from the deck was...
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
Marina
FletchersCove-DeepCreekLake-PrivateDock-HotTub
9.8 out of 10, Exceptional, (25)
"We loved the home and lake views, not much to do off-season. Host’s communications were thorough. Check in and check out was seamless. Would recommend."
FletchersCove-DeepCreekLake-PrivateDock-HotTub
Interior detail
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities
9.8 out of 10, Exceptional, (207)
"Had a great time at this property and were able to take advantage of the screened in porch and fireplace. Neighborhood was very nice and checkin was easy. They were very accommodating for the three dogs that also visited the property with us."
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities
Fridge, microwave, oven, stovetop
The Riverside - Stay on the River - 15 minutes to Deep Creek and Wisp!
9.8 out of 10, Exceptional, (17)
"We loved everything about this place! The hosts were quick to respond to communication and the house was just as advertised."
The Riverside - Stay on the River - 15 minutes to Deep Creek and Wisp!
Property grounds
Lakefront/Dock/Amazing views HotTub
9.8 out of 10, Exceptional, (21)
"Our family of 10 had a great time on the lake. The house is comfortable to host a large group. Multiple King beds is a big plus. The lake views are stunning. Parking can be a bit tricky if you have multiple cars but after a few times pulling in and out we figured it out. We are looking forward to visiting again, hopefully in warmer months to take full advantage of the lake activities. Hima was amazing at answering all of our questions throughout our stay. I highly recommend Hygge Memories!!!"
Lakefront/Dock/Amazing views HotTub
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See all available properties in Western Maryland
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.

Other types of properties in Western Maryland you may be interested in

Exterior
Hilton Garden Inn Frederick
3.0 star property
9.0 out of 10, Wonderful, (1000)
"The check-in service was excellent! unfortunately, there was a problem. The hotel had a main water pipe burst at 3:45am. that resulted in the entire hotel being evacuated. I do want to say the check-in clerk was exceptional in handling this situation. He assured us the hotel would give us a refund if we called Expedia. I was given the info. that Expedia needed to process the refund and it appears that this will be taken care of. Thank-you so much and thank-you (check-in clerk) Art."
The price is NZ$199
per night
9 Jun - 10 Jun
Hilton Garden Inn Frederick
Street view
Rocky Gap Casino & Resort
3.0 star property
8.8 out of 10, Excellent, (1002)
"Beautiful location right on the lake. Nice little casino. People were really nice. "
The price is NZ$184
per night
27 May - 28 May
Rocky Gap Casino & Resort
Room, 2 Queen Beds, Non Smoking
Country Inn & Suites by Radisson, Frederick, MD
3.0 star property
8.6 out of 10, Excellent, (1005)
"The dining options was really great. "
The price is NZ$142
per night
27 May - 28 May
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Western Maryland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Western Maryland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Western Maryland. Seeing all the best attractions is bound to make you fall in love with Western Maryland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Western Maryland short-term rentals, that won’t be hard to do.

Recent reviews of Western Maryland properties
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