Western Maryland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Western Maryland holiday rentals

Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (74 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is HK$529
HK$1,065 total
includes taxes & fees
20 May - 21 May
❤️ Secluded 1940s Romantic Tiny House on the River
2 bedrooms, free WiFi, bed sheets

Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet
Great Cacapon
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful private getaway. Helpful and responsive host"
United States
John G.
The price is HK$564
HK$1,456 total
includes taxes & fees
12 May - 13 May
Primitive Cozy Tiny Cabin with Starlink internet
Smart TV

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (8 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
The price is HK$603
HK$1,678 total
includes taxes & fees
2 Jun - 3 Jun
Pet-friendly, heart of downtown
Interior

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

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (114 reviews)
"Good stay. Would visit again. "
United States
Lonnie F.
The price is HK$587
HK$1,544 total
includes taxes & fees
12 May - 13 May
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Property grounds

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

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Berkeley Springs
9.0 out of 10, Wonderful, (21 reviews)
"Hot tub was nice relaxing cozy cabin"
United States
kristin
The price is HK$579
HK$1,516 total
includes taxes & fees
11 May - 12 May
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
1 bedroom, free WiFi, bed sheets

Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (28 reviews)
"Great location, clean place. "
United States
Warren B.
The price is HK$564
HK$1,595 total
includes taxes & fees
11 May - 12 May
Cozy, dog-friendly, downtown
Property grounds

Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway
Thurmont
9.8 out of 10, Exceptional, (27 reviews)
"We had a very nice stay here, kitchen and bathroom had all necessary amenities provided. Cozy cabin, a little chilly at night but blankets were provided as well so it was OK."
United States
Emily Z.
The price is HK$754
HK$1,173 total
includes taxes & fees
11 May - 12 May
Birch Cabin at Hunting Creek Hideaway
Interior

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

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (10 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is HK$775
HK$1,473 total
includes taxes & fees
11 May - 12 May
Bring Your Own Boat - Meticulously restored house on the Potomac River
Exterior detail

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (60 reviews)
"Host was welcoming and place was as described and in very clean condition. "
United States
Junaid B.
The price is HK$775
HK$1,403 total
includes taxes & fees
13 May - 14 May
Cozy Getaway near Harper`s Ferry, C&O & Potomac
Property grounds

Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (5 reviews)
"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 HK$979
HK$1,342 total
includes taxes & fees
18 May - 19 May
Private cabin with two double beds (sleep 4)
Interior

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (36 reviews)
"Great communication, very clean, beautiful views!"
United States
Lorie K.
The price is HK$784
HK$2,774 total
includes taxes & fees
11 May - 12 May
Antietam Look Out - Incredible Sunset Views!
Exterior detail

Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (8 reviews)
"Great little place for a weekend stay. Close to everything."
United States
Kurt S.
The price is HK$901
HK$2,035 total
includes taxes & fees
2 Jun - 3 Jun
Huge 1br apt, baby-friendly, dogs, walkable downtown
Property grounds

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

Modern w/Fire Pit, Deck, Grill & Hot Tub
Sleepy Hollow
9.2 out of 10, Wonderful, (14 reviews)
"Great little spot. Location is secluded but there are homes very close by. "
United States
stacey f.
The price is HK$1,067
HK$2,234 total
includes taxes & fees
12 May - 13 May
Modern w/Fire Pit, Deck, Grill & Hot Tub
Property grounds

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Cumberland
9.8 out of 10, Exceptional, (34 reviews)
"House was clean and neat. Quite neighborhood "
United States
Roxana F.
The price is HK$846
HK$1,395 total
includes taxes & fees
12 May - 13 May
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Exterior

Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (24 reviews)
"The host was extremely welcoming and kind to us. We spent a week here and loved our stay. We are so grateful to have been able to stay here with Kim and Todd. "
United States
Christina H.
The price is HK$905
HK$1,540 total
includes taxes & fees
13 May - 14 May
Beautiful, Historic, Hiking, Biking and C&O Canal
TV, fireplace

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (67 reviews)
"Great home "
United States
January D.
The price is HK$815
HK$2,908 total
includes taxes & fees
13 May - 14 May
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Property grounds

Modern decor, Hot Tub, Fire Pit, Grill, & Games

Modern decor, Hot Tub, Fire Pit, Grill, & Games
Berkeley Springs
9.0 out of 10, Wonderful, (28 reviews)
"Family time"
United States
Dawn Elaine B.
Modern decor, Hot Tub, Fire Pit, Grill, & Games
Terrace/patio

The Nest · Soaking Tub & Views · Stay with Branch

The Nest · Soaking Tub & Views · Stay with Branch
Berkeley Springs
9.8 out of 10, Exceptional, (14 reviews)
"Welcoming host, amenities in good order"
United States
J H.
The price is HK$1,220
HK$2,434 total
includes taxes & fees
11 May - 12 May
The Nest · Soaking Tub & Views · Stay with Branch
Interior

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

Loft two story with first floor workout room, WIFI, complete cottage to yourself
Grantsville
9.8 out of 10, Exceptional, (39 reviews)
"A great place to stay near many state parks! Really enjoyed our stay and hope to return soon!"
United States
Victoria F.
The price is HK$952
HK$1,590 total
includes taxes & fees
14 May - 15 May
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Smart TV, fireplace

Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (22 reviews)
"Great place for a family weekend retreat. "
United States
Dina S.
The price is HK$784
HK$2,826 total
includes taxes & fees
25 May - 26 May
Peregrine's Perch - Cabin Overlooking the 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Western Maryland Hotel Reviews

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent
"Breakfast was as expected...nothing special, but adequate. parking, staff, cleanliness, everything else was fine."
Timothy 1-night trip
Posted 6 hours ago
Fairfield Inn & Suites by Marriott Hagerstown

Find out more about Western Maryland

Search for holiday rentals in Western Maryland on Expedia! You can easily find your home rentals, villas, holiday apartments in Western Maryland using one of the methods below:

  • View our selection of featured holiday rentals in Western Maryland
  • Use the map to find apartments and other holiday homes in the Western Maryland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Western Maryland while they last

Look no further and take a look at our great range of rental properties in Western Maryland!