Holiday Homes in Western Maryland

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Western Maryland

The Pea Pod - Deep Creek Lake
Relax on the covered porch with comfortable seating and ambient lighting.

The Pea Pod - Deep Creek Lake

10.0 out of 10, Exceptional, (33)
"Property is just as listed. Have atayed here multiple times and as always its a great place to stay. "
The Pea Pod - Deep Creek Lake
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Private kitchen

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Beautiful setting with wonderful indoor and outdoor spaces. The house is charming, renovated, updated, clean, and comfortable. Great location for a family gathering to bike, visit the battlefield or visit Shepherdstown. Hosts went above and beyond to be sure we had all we needed. Would definitely stay again if in the area. "
The price is NZ$803
includes taxes & fees
1 Aug - 2 Aug
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Relax on the covered porch with a bench and two chairs, surrounded by the serene beauty of the autumn trees.

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

9.8 out of 10, Exceptional, (181)
"It was such a treat to stay in this unique old house. The basement is built right into the rock hill! The house is comfortable and convenient even though it has seen so many years. The hosts did a great job decorating and taking care of it. We would love to come back on a warmer weekend and enjoy the yard. "
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Awesome New Property/ CANAL RIVER RETREAT
Spanning the serene river, a tranquil bridge connects lush greenery and calm waters.

Awesome New Property/ CANAL RIVER RETREAT

9.8 out of 10, Exceptional, (108)
"Absolutely beautiful and the hospitality was amazing also. Thank you for sharing the beautiful place with the world. It’s so peaceful and relaxing. Everything was perfect and cozy. "
Awesome New Property/ CANAL RIVER RETREAT
Full home near C&O! Perfect for bikers or families!
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and sink.

Full home near C&O! Perfect for bikers or families!

9.6 out of 10, Exceptional, (14)
"Super clean. Love the neighborhood and older houses. "
The price is NZ$385
includes taxes & fees
29 July - 30 July
Full home near C&O! Perfect for bikers or families!
Walk to Potomac River and downtown Harpers Ferry
Relax on the covered porch with a view of the lush landscape, featuring a forested area and a hill in the distance.

Walk to Potomac River and downtown Harpers Ferry

10.0 out of 10, Exceptional, (118)
"The house was amazing, great views and a great layout that allowed for us to hang as a group or have some privacy. Very convenient to everything we wanted to do; Harper’s Ferry, Ziplining (or rafting based on time of year), and the Brewery that we went to on the last night felt like it was almost walking distance. Definitely recommend and would stay again in a heartbeat. "
Walk to Potomac River and downtown Harpers Ferry
Hollow Hideaway is perfect for your holiday stay!
Step onto the charming front porch, where a warm welcome awaits.

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (46)
"Exceeded expectations, highly recommend!"
Hollow Hideaway is perfect for your holiday stay!
Villa With A View- 4 bedroom townhouse with lake and ski slope views
Property grounds

Villa With A View- 4 bedroom townhouse with lake and ski slope views

10.0 out of 10, Exceptional, (4)
"We had a great time looking forward to coming back. "
Villa With A View- 4 bedroom townhouse with lake and ski slope views
FletchersCove-DeepCreekLake-PrivateDock-HotTub
Relax by the serene lake with a picnic table and hammock under a shaded tree.

FletchersCove-DeepCreekLake-PrivateDock-HotTub

9.8 out of 10, Exceptional, (41)
"We had a great time with her family. Everything was meticulous neat and clean, and the Property is right on the lakefront which made it beautiful would definitely consider coming back."
FletchersCove-DeepCreekLake-PrivateDock-HotTub
Dog-friendly house on the lake, central AC, & EV charger
Enjoy cooking in this well-equipped kitchen with a refrigerator, dishwasher, and sink.

Dog-friendly house on the lake, central AC, & EV charger

8.4 out of 10, Very good, (56)
"Enjoyed everything about the house, especially the views and location. Highly recommend! "
Dog-friendly house on the lake, central AC, & EV charger
Lake House w/ Pool and King Bed, Fishing - Dogs OK
Access the serene outdoor deck through these doors, offering a tranquil view of the surrounding landscape.

Lake House w/ Pool and King Bed, Fishing - Dogs OK

9.4 out of 10, Exceptional, (22)
"The lake house property was clean, comfortable and was an excellent location. We enjoyed the proximity to Gettysburg, Harper’s Ferry, Cacapon State Park and the C and O Towpath bike trail and museum."
Lake House w/ Pool and King Bed, Fishing - Dogs OK
Deep Creek Lake Townhome w/ Deck & Water Views
Enjoy cooking in this well-equipped kitchen with a central island, appliances, and a dining area.

Deep Creek Lake Townhome w/ Deck & Water Views

9.6 out of 10, Exceptional, (40)
"Host had great communication and was very friendly. Space was clean and welcoming. We loved the view, as well as how close it is to Wisp. We would stay again! "
Deep Creek Lake Townhome w/ Deck & Water Views
New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit
Cozy cabin-style accommodation with a stone fireplace, central fan, and sliding glass door to a deck with outdoor seating.

New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit

9.6 out of 10, Exceptional, (14)
"Nice place for a weekend getaway"
New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Enjoy cooking in this kitchen with a central island, stainless steel appliances, and ample workspace.

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

10.0 out of 10, Exceptional, (51)
"What a charming place to stay in Jefferson. The Rust Rose had everything we needed in a nice location. We would definitely stay here again."
The price is NZ$399
includes taxes & fees
30 July - 31 July
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Gorgeous 1840 Log Cabin- Downtown
Enjoy cooking in this kitchen with a gas range, microwave, and toaster oven.

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (139)
"Charming, nicely restored log home in a great location for downtown. We would definitely stay here again! "
Gorgeous 1840 Log Cabin- Downtown
Modern cabin at the woods resort with 3-Bedroom, 2F-bath, Central Air/Heat
Enjoy cooking and preparing meals in this well-equipped kitchen with a gas stove, microwave, and refrigerator.

Modern cabin at the woods resort with 3-Bedroom, 2F-bath, Central Air/Heat

10.0 out of 10, Exceptional, (14)
"I loved the place, and it’s something I would rent again "
Modern cabin at the woods resort with 3-Bedroom, 2F-bath, Central Air/Heat
Slips and Slopes- 3 bedroom home with hot tub just minutes from the lake and skiing
Outdoor spa tub

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

10.0 out of 10, Exceptional, (1)
"We loved our stay! The house was cute and cozy. We also enjoyed the hot tub. "
Slips and Slopes- 3 bedroom home with hot tub just minutes from the lake and skiing
Huge, Beautiful and Quiet Home with Amazing Amenities
Enjoy cooking in this well-equipped kitchen with an oven, coffee maker, and toaster.

Huge, Beautiful and Quiet Home with Amazing Amenities

9.4 out of 10, Exceptional, (8)
"Great family place. House is as described. User friendly appliances, tv’s and hot tub! All 14 of us enjoyed our stay."
Huge, Beautiful and Quiet Home with Amazing Amenities
Creekside Suite Downtown Frederick Maryland Near Restaurants & Wedding Venue!
Smart TV

Creekside Suite Downtown Frederick Maryland Near Restaurants & Wedding Venue!

10.0 out of 10, Exceptional, (2)
"Excellent location for downtown frederick exploring but also has easy access to I-270 and I-70. Very clean reantal. "
Creekside Suite Downtown Frederick Maryland Near Restaurants & Wedding Venue!
Tall Pines- 5-bedroom with hot tub and dock slip!
Relax on the deck with a table and four Adirondack chairs, surrounded by a forest view.

Tall Pines- 5-bedroom with hot tub and dock slip!

10.0 out of 10, Exceptional, (23)
"The location was great! Close to everything - The house itself was well stocked and comfortable and had a view of the lake (probably a "winter one" which we did not expect- It was a very enjoyable stay - there isn't anything to complain about here -"
Tall Pines- 5-bedroom with hot tub and dock slip!
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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Top Western Maryland Hotel Reviews

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent
"Great location and very new feeling."
James 1-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Hagerstown