Holiday Homes in Western Maryland

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Featured Holiday Homes in Western Maryland

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!

Riverside Retreat Sum

10.0 out of 10, Exceptional, (1)
"Just the place we were looking for relaxing and cozy. Very nice property. "
The price is AU$309
includes taxes & fees
30 Nov - 1 Dec
Riverside Retreat Sum

2 mi from WISP & lake, outdoor hot tub, wood burning stove, luv DOGS!

9.8 out of 10, Exceptional, (143)
"We planned a big gathering to attend the PSU-WVU football game. This place worked out very well. I was joined by my wife, son, parents, sister & her hubby and my best friend & his son. We had a great weekend. "
2 mi from WISP & lake, outdoor hot tub, wood burning stove, luv DOGS!

Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit

10.0 out of 10, Exceptional, (13)
"We rented the Gathering Place for a long weekend during a beautiful Fall weekend. The location was great, close to the water and only about 15 minutes to Swallow Falls. The house was very welcoming and cozy, but larger than what it appears online. The bed was comfortable and the hot tub and fireplace were so nice to come home to! Communication was great with the host and they were very helpful and quick with their responses. If you're looking for a Deep Creek home to rent, this is the place! "
Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit

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

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

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,

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

5BR lakefront retreat with hot tub, sauna, & dock

8.6 out of 10, Excellent, (7)
"Perfect stay! We will be back for sure!"
5BR lakefront retreat with hot tub, sauna, & dock

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

Luxury Wisp Village Townhome

8.8 out of 10, Excellent, (8)
"This house was absolutely perfect for our recent ski vacation. It was incredibly spacious and comfortable, with plenty of room for our whole family to relax and spread out. The kids especially loved the unique spiral staircase. We thought the kitchen was the highlight. It was large and well-appointed, making it the perfect spot for everyone to gather before and after skiing. The location couldn't have been better. The house was literally steps from the ski slopes, saving us tons of time in the...
Luxury Wisp Village Townhome

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.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

9.4 out of 10, Exceptional, (103)
"We loved the historic home and its proximity to Carroll Creek and shopping! We were in town for a wedding and were able to walk everywhere we needed to go. "
The price is AU$488
includes taxes & fees
22 Dec - 23 Dec
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Deep Creek Mountain Retreat | House in McHenry with sweeping views

9.6 out of 10, Exceptional, (15)
"We loved staying in this beautifully built and furnished home. The sleeping accommodations were very comfortable with a main floor master bedroom, two basement bedrooms sharing a full bath with tub, and two upper floor bedrooms sharing a third full bath. Great gathering spaces on main and basement floors. Lots of smart TVs. Private and peaceful location but easy access to shopping, restaurants and area activities."
Deep Creek Mountain Retreat | House in McHenry with sweeping views

Farmhouse on River, 12 Miles to Liberty Mountain

9.8 out of 10, Exceptional, (42)
"This property was just what we needed. Quiet, spacious, interesting."
Farmhouse on River, 12 Miles to Liberty Mountain

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (30)
"We spent two nights at the home. It was exactly what we needed. The home was immaculate. The beds and linens were luxurious. There was a cute amenities kit in each bedroom - such a nice, extra touch. The home is off of the beaten path so very peaceful. The gas firepit on the covered porch was perfect since we could not use the wood firepit due to drought. The decor was tasteful and restful. The kitchen was well stocked. . We were happy to meet sweet Ellie. She joined us a few times during our...
Hollow Hideaway is perfect for your holiday stay!

Dog-Friendly Country Cabin with Deck, Firepit & Air Hockey - Close to Yough River

9.6 out of 10, Exceptional, (76)
"Great place and close to Wisp. Really enjoyed our stay! Will book there again. Great location with fire pit and yard! Just one small issue - there were dozens of lady bugs in the upstairs bedroom. It was fine but thought you all should know."
Dog-Friendly Country Cabin with Deck, Firepit & Air Hockey - Close to Yough River
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 property types 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
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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