Western Maryland Holiday Homes

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Check availability on Holiday Homes in Western Maryland

16 Dec - 17 Dec

Tonight

17 Dec - 18 Dec

Tomorrow night

Featured Holiday Homes in Western Maryland

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

Harpers Ferry WV

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Our customers tell us that they enjoy the helpful staff at this holiday home. During your stay, you're just a quick walk from Potomac River. Laundry facilities are available. The holiday home offers free WiFi and a kitchen.

Küche

Waschmaschine

New! Epic lakefront home with indoor pool!

McHenry MD

CHF 1'529

17 Dec - 18 Dec

includes taxes & fees

During your stay at this holiday home, you're just a quick walk from Deep Creek Lake. An indoor pool, 1 hot tub and laundry facilities are available. The holiday home includes amenities such as free WiFi and a private pool.

Pool

Whirlpool

Secluded & spacious retreat with private hot tub, carriage house & game room

Accident MD

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During your stay at this holiday home, you'll be close to Wisp Resort. You'll find features such as an indoor pool, a gym and a water park. The holiday home offers a kitchen and 4 bathrooms.

Pool

Whirlpool

Luxury Condo In Downtown Frederick

Frederick MD

CHF 208

4 Jan - 5 Jan 2026

includes taxes & fees

During your stay at this holiday home, you're just a quick walk from Carroll Creek Linear Park. Laundry facilities are available. The holiday home offers a kitchen and 2 bathrooms.

Küche

Waschmaschine

Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

Oakland MD

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Our customers tell us they can't get enough of this holiday home's great location. During your stay, you're just a quick walk from Deep Creek Lake. Enjoy features like 1 hot tub and laundry facilities. The holiday home offers free WiFi and a kitchen.

Whirlpool

Küche

Blue Anchor- 8 bedrooms with indoor pool and movie theater

Garrett County Maryland

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During your stay at this holiday home, you're just a quick walk from Deep Creek Lake State Park. 1 hot tub is available. 6 bathrooms and a fireplace are available in the holiday home.

Pool

Whirlpool

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

Frederick MD

CHF 245

11 Jan - 12 Jan 2026

includes taxes & fees

This holiday home's walkable location gets good marks from our customers. During your stay, you're just a quick walk from Carroll Creek Linear Park. A gym, 1 hot tub and laundry facilities are available. The holiday home includes amenities such as a kitchen and 2 bathrooms.

Whirlpool

Küche

Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

Oakland MD

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During your stay at this holiday home, you'll be within walking distance of Deep Creek Lake. You'll find features such as 1 hot tub, laundry facilities and an arcade/games room. The holiday home offers free WiFi and a kitchen.

Whirlpool

Küche

The Pea Pod - Deep Creek Lake

McHenry MD

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During your stay at this holiday home, you're just a quick walk from Wisp Resort. Enjoy features like laundry facilities. A kitchen and 2 bathrooms are available in the holiday home.

Küche

Waschmaschine

Luxury Lake Escape w/Lake Access & Indoor Pool

Swanton MD

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During your stay at this holiday home, you'll be within walking distance of Deep Creek Lake. You'll find features such as an indoor pool, 1 hot tub and laundry facilities. The holiday home offers free WiFi and a private pool.

Pool

Whirlpool

BEST LOCATION: Historic Shepherdstown Getaway

Shepherdstown WV

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During your stay at this holiday home, you're just a quick walk from Shepherdstown Opera House. You'll find features such as laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.

Küche

Waschmaschine

Walk to Ski Slopes at Wisp, Super Close Lake Access, Dock

McHenry MD

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During your stay at this holiday home, you're just a quick walk from Wisp Resort. You'll find features such as 1 hot tub, concierge services and laundry facilities. The holiday home includes amenities such as in-room jetted baths and a kitchen.

Whirlpool

Küche

Deep Creek Fun w/ Hot Tub, Dock & Fireplace

McHenry MD

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During your stay at this holiday home, you'll be within walking distance of Deep Creek Lake. Features include a gym, 1 hot tub and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Pool

Whirlpool

Lakefront Townhome w/ Sunrise Views & Hot Tub

McHenry MD

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During your stay at this holiday home, you're just a quick walk from Deep Creek Lake. Enjoy features like 1 hot tub and laundry facilities. Free WiFi and a kitchen are available in the holiday home.

Whirlpool

Küche

Slips and Slopes- 3 bedroom home with hot tub just minutes from the lake and skiing

McHenry MD

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During your stay at this holiday home, you're just a quick walk from Deep Creek Lake. Enjoy features like 1 hot tub and laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.

Whirlpool

Küche

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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.