Holiday Rentals in Western Maryland

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Holiday Rentals in Western Maryland

❤️ 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 €95
includes taxes & fees
17 Nov - 18 Nov
❤️ Secluded 1940s Romantic Tiny House on the River

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

Hedgesville
10.0 out of 10, Exceptional, (9)
"I booked this and Racheal warned me she was on the West Virginia side of the river... I hoped I would find a bridge across near her place but I didn't (I'm riding a bike across America). Her communication was impeccable! I only wish I could have stayed! Maybe next time! "
United States
Dan
The price is €143
includes taxes & fees
10 Nov - 11 Nov
Bring Your Own Boat - Meticulously restored house on the Potomac River

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 €151
includes taxes & fees
11 Nov - 12 Nov
Cozy Pine Tree Nest

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

Middletown
9.6 out of 10, Exceptional, (104)
"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 €200
includes taxes & fees
16 Nov - 17 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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 €172
includes taxes & fees
17 Nov - 18 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 €172
includes taxes & fees
16 Nov - 17 Nov
Pet-friendly, heart of downtown

Private cabin with two full beds. ADA accessible.

Flintstone
10.0 out of 10, Exceptional, (6)
"VERY HARD TO FIND GOOD HANDICAP PLACES TO STAY. THIS ONE WAS GREAT. WILL DEFINATLY STAY AGAIN."
United States
Anonymous traveller
Private cabin with two full beds. ADA accessible.

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

Berkeley Springs
9.8 out of 10, Exceptional, (289)
"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 €271
includes taxes & fees
16 Nov - 17 Nov
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

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 €184
includes taxes & fees
12 Nov - 13 Nov
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

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 €166
includes taxes & fees
10 Nov - 11 Nov
Primitive Cozy Tiny Cabin with Starlink internet

Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC

Brunswick
9.8 out of 10, Exceptional, (52)
"Nice place. We loved all the thoughtful touches that Kim has put into the place. My sister's and I stayed in the "Cozy" cottage.Thanks for a great stay!"
United States
June H.
The price is €142
includes taxes & fees
10 Nov - 11 Nov
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC

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 €260
includes taxes & fees
25 Nov - 26 Nov
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

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 €226
includes taxes & fees
16 Nov - 17 Nov
Charming Cabin in the Woods with River Access

Birch Cabin at Hunting Creek Hideaway

Thurmont
9.8 out of 10, Exceptional, (15)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
United States
Julie B.
The price is €124
includes taxes & fees
12 Nov - 13 Nov
Birch Cabin at Hunting Creek Hideaway

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 €184
includes taxes & fees
10 Nov - 11 Nov
Loft two story with first floor workout room, WIFI, complete cottage to yourself

6 Mi to Gambrill State Park: Family Gem w/ Patio!

3.0 star property
Frederick
The price is €378
includes taxes & fees
10 Nov - 11 Nov
6 Mi to Gambrill State Park: Family Gem w/ Patio!

Oldtown Guesthouse

Oldtown
10.0 out of 10, Exceptional, (27)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
The price is €160
includes taxes & fees
12 Nov - 13 Nov
Oldtown Guesthouse

Charming "Cream of the Crop" Cape ~❤️of Middletown

Middletown
10.0 out of 10, Exceptional, (139)
"Lovely home Centrally located to explore historic sites/ towns Very quiet little town "
United States
M Theresa B.
The price is €209
includes taxes & fees
10 Nov - 11 Nov
Charming "Cream of the Crop" Cape ~❤️of Middletown

Modern w/Fire Pit, Deck, Grill & Hot Tub

Sleepy Hollow
9.2 out of 10, Wonderful, (13)
"We had such a great time! Check-in and check-out process was very easy and the host was always available. Highly recommend this property, we will definitely be back! "
United States
Macy C.
The price is €233
includes taxes & fees
10 Nov - 11 Nov
Modern w/Fire Pit, Deck, Grill & Hot Tub

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.
Dog-Friendly w Hot Tub, Fire Pit & River Access
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, apart-hotels, 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 €95 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.