Western Maryland Holiday Rentals

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Holiday Rentals in Western Maryland

Primitive Cozy Tiny Cabin with Starlink internet

Great Cacapon
10.0 out of 10, Exceptional, (11)
"Awesome spot. Highly recommend. "
United States
Gregory M.
The price is NZ$329
includes taxes & fees
18 Nov - 19 Nov
Primitive Cozy Tiny Cabin with Starlink internet

Private cabin with two double beds (sleep 4)

Flintstone
10.0 out of 10, Exceptional, (5)
"Weve stayed here before, enroute to visit family in Maryland. The cabins are very amply large, with modern ammenities. The beds were comfy, eating area was clean and spacious, with even a well thought out large front porch, with a rocking chair to enjoy the serenity of the distant mountains. We'll be back!"
Canada
Karl
The price is NZ$279
includes taxes & fees
18 Nov - 19 Nov
Private cabin with two double beds (sleep 4)

Bring Your Own Boat - Meticulously restored house on the Potomac River

Hedgesville
10.0 out of 10, Exceptional, (9)
"Cute little house that my husband and I enjoyed for the weekend. Great location close to Martinsburg. It had everything we needed for our weekend The host communicated well, we had no issues, and we would definitely stay here again. Thank you!"
United States
Jennifer E.
The price is NZ$284
includes taxes & fees
18 Nov - 19 Nov
Bring Your Own Boat - Meticulously restored house on the Potomac River

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Middletown
9.6 out of 10, Exceptional, (105)
"Very cute cottage, filled with rustic charm. Convenient to hiking in Catoctin and restaurants in Frederick. AC worked great on a hot weekend! No door on the bathroom, just a curtain, FYI!"
United States
Cate O.
The price is NZ$379
includes taxes & fees
21 Nov - 22 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Dog-Friendly w Hot Tub, Fire Pit & River Access

Great Cacapon
9.4 out of 10, Exceptional, (3)
"Everything from beginning to end was what we hoped for. Highly recommend. "
United States
Janet G.
The price is NZ$511
includes taxes & fees
18 Nov - 19 Nov
Dog-Friendly w Hot Tub, Fire Pit & River Access

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Berkeley Springs
9.0 out of 10, Wonderful, (17)
"The cottage was clean and efficient. The patio area with hottub was a plus. Though not fancy, it was comfortable. We liked that it was about halfway between Berkeley Springs and Cacapon State Park."
United States
Joleen F.
The price is NZ$320
includes taxes & fees
18 Nov - 19 Nov
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
10.0 out of 10, Exceptional, (64)
"We truly loved this location and definitely will be back!"
United States
Astrid
The price is NZ$184
includes taxes & fees
1 Dec - 2 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

Loft two story with first floor workout room, WIFI, complete cottage to yourself

Grantsville
9.8 out of 10, Exceptional, (37)
"Great spot great vibe and very cozy"
United States
Deon S.
The price is NZ$359
includes taxes & fees
18 Nov - 19 Nov
Loft two story with first floor workout room, WIFI, complete cottage to yourself

Loft Apt Just off C&O near Harpers Ferry and AT

Brunswick
10.0 out of 10, Exceptional, (15)
"Stayed in the loft apartment while biking the c&o with my wife and kids. Apartment is close to the trail, close to a great bike shop we unfortunately needed to visit, and close to a great burger place. All within a block or less. The host was awesome. I had an issue with booking that was 100% my fault. She went above in beyond to help me out. Dont climb the hill. Stay here."
United States
Randall M.
The price is NZ$325
includes taxes & fees
18 Nov - 19 Nov
Loft Apt Just off C&O near Harpers Ferry and AT

Cozy Pine Tree Nest

Frederick
9.4 out of 10, Exceptional, (11)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
United States
David S.
The price is NZ$299
includes taxes & fees
23 Nov - 24 Nov
Cozy Pine Tree Nest

Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub

Swanton
10.0 out of 10, Exceptional, (4)
"Amazing stay, beautiful home with everything you could ever ask for in a relaxing little getaway. Will definitely be booking again! "
Canada
Tabetha R.
The price is NZ$599
includes taxes & fees
4 Dec - 5 Dec
Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub

Charming Cabin in the Woods with River Access

Shepherdstown
9.6 out of 10, Exceptional, (38)
"Loved the cabin and seclusion. Would come back for sure. "
United States
Mark S.
The price is NZ$443
includes taxes & fees
19 Nov - 20 Nov
Charming Cabin in the Woods with River Access

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

The Woods
10.0 out of 10, Exceptional, (1)
"It was great There is other cabins close by but most of them didn’t have anybody in them and no one bothered us "
United States
sherry h.
The price is NZ$503
includes taxes & fees
30 Nov - 1 Dec
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

Cozy, dog-friendly, downtown

Frederick
10.0 out of 10, Exceptional, (26)
"Super cute and was the PERFECT location! We had a great stay! "
United States
Sarah S.
The price is NZ$341
includes taxes & fees
18 Nov - 19 Nov
Cozy, dog-friendly, downtown

Pet-friendly, heart of downtown

Frederick
10.0 out of 10, Exceptional, (6)
"This quaint one bedroom was perfect for our stay in Frederick. It was in quiet section but a quick walk to the historic downtown with many shops and restaurants. The apartment was well equipped and beautifully organized. Can’t wait to come back! "
United States
Susan H.
The price is NZ$341
includes taxes & fees
18 Nov - 19 Nov
Pet-friendly, heart of downtown

~The Nest~

Berkeley Springs
9.8 out of 10, Exceptional, (12)
"Nice get away for couples. Very close to Berkeley Springs, but tucked away in the woods. Newly renovated, and had fun games to play. The hosts were very nice!"
United States
Kelly S.
~The Nest~

Birch Cabin at Hunting Creek Hideaway

Thurmont
9.8 out of 10, Exceptional, (16)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
United States
Julie B.
The price is NZ$243
includes taxes & fees
18 Nov - 19 Nov
Birch Cabin at Hunting Creek Hideaway

Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

Berkeley Springs
9.8 out of 10, Exceptional, (290)
"It was a great time, easy check in and out! Grill and hot tub were great, and there was an amazing view of the stars."
United States
Julian B.
The price is NZ$672
includes taxes & fees
1 Dec - 2 Dec
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

Private Home in Garrett County, surrounded by trees, fields and farmland.

Grantsville
10.0 out of 10, Exceptional, (40)
"We had a very nice stay. Very comfortable and inviting a home away from home vibe. "
United States
Carol R.
The price is NZ$500
includes taxes & fees
18 Nov - 19 Nov
Private Home in Garrett County, surrounded by trees, fields and farmland.

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

Oakland
10.0 out of 10, Exceptional, (9)
"We had an awesome stay here! The yurt was absolutely beautiful, and the location was perfect. We would 100% stay again"
United States
Tyler S.
The price is NZ$414
includes taxes & fees
18 Nov - 19 Nov
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
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

Find out more about Western Maryland

Everything you need to know about Western Maryland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Western Maryland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Western Maryland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Western Maryland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Western Maryland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Western Maryland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Western Maryland holiday rentals we have selected for you start as low as NZ$184 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Western Maryland rentals

At Expedia, we put the best Western Maryland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Western Maryland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Western Maryland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Western Maryland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.