Our top choices for Western Maryland vacation rentals
1. 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, (118 reviews)
"Beautiful property! Owner is very quick to communicate and did a fantastic job making it a very relaxing place to stay!"
Cindy B.
$190 nightly
The price is $201
Nov 16 - Nov 17
Total with taxes and fees
2. ❤️ Secluded 1940s Romantic Tiny House on the River
❤️ Secluded 1940s Romantic Tiny House on the RiverShepherdstown
9.6 out of 10, Exceptional, (88 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
Joseph
$88 nightly
The price is $98
Nov 29 - Nov 30
Total with taxes and fees
3. Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Patty's Place - Private and Convenient EV-Friendly Apartment near DowntownFrederick
10.0 out of 10, Exceptional, (18 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
Andrew
$195 nightly
The price is $207
Nov 22 - Nov 23
Total with taxes and fees
4. Charming "Cream of the Crop" Cape ~❤️of Middletown
Charming "Cream of the Crop" Cape ~❤️of MiddletownMiddletown
10.0 out of 10, Exceptional, (162 reviews)
"Great little spot!"
Shelby W.
$238 nightly
The price is $252
Nov 19 - Nov 20
Total with taxes and fees
5. RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.Downtown Frederick
9.2 out of 10, Wonderful, (149 reviews)
"Great location. Amenities were perfect for a little bit of an extended stay. Definitely will come back in the future"
Dave T.
$238 nightly
The price is $252
Nov 16 - Nov 17
Total with taxes and fees
6. Quaint Mini Cottage in Shepherdstown - Walking Distance
Quaint Mini Cottage in Shepherdstown - Walking DistanceShepherdstown
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely adorable, perfect location and well appointed. Would absolutely stay here again. Highly recommend and maybe if you’re lucky you’ll meet the little black cat who visited us!!"
Abigail
$189 nightly
The price is $211
Nov 22 - Nov 23
Total with taxes and fees
7. Cozy Getaway near Harper`s Ferry, C&O & Potomac
Cozy Getaway near Harper`s Ferry, C&O & PotomacBrunswick
10.0 out of 10, Exceptional, (71 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
Robert
$160 nightly
The price is $170
Nov 16 - Nov 17
Total with taxes and fees
8. Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MDJefferson
10.0 out of 10, Exceptional, (75 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
Tory D.
$219 nightly
The price is $232
Nov 16 - Nov 17
Total with taxes and fees
9. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)Frederick
10.0 out of 10, Exceptional, (72 reviews)
"The house is very cute and a perfect fit for our needs. We appreciated how clean the house was too! It's conveniently located to some many restaurants and shops. We would gladly stay here again!"
Sara W.
$263 nightly
The price is $279
Nov 17 - Nov 18
Total with taxes and fees
10. Luxury Condo In Downtown Frederick
Luxury Condo In Downtown FrederickDowntown Frederick
9.2 out of 10, Wonderful, (102 reviews)
"Very convenient location with parking. Prompt communication with owner.
However it needs a good deep clean. My towels were used and muddy like the workmen fixing the deck had just showered there. But I would stay there again if necessary."
Jessica
$291 nightly
The price is $309
Dec 1 - Dec 2
Total with taxes and fees
11. Charming Cabin in the Woods with River Access
Charming Cabin in the Woods with River AccessShepherdstown
9.6 out of 10, Exceptional, (57 reviews)
"Great property to stay at and would definitely stay there again! Very peaceful!"
Christopher
$231 nightly
The price is $258
Nov 24 - Nov 25
Total with taxes and fees
12. Beautiful, Historic, Hiking, Biking and C&O Canal
Beautiful, Historic, Hiking, Biking and C&O CanalBrunswick
10.0 out of 10, Exceptional, (29 reviews)
"really nice place"
David R.
$179 nightly
The price is $189
Nov 16 - Nov 17
Total with taxes and fees
13. Bin There Treehouse - A Grain Bin treehouse!
Bin There Treehouse - A Grain Bin treehouse!Washington County
9.8 out of 10, Exceptional, (6 reviews)
"Such a neat place! Very peaceful setting."
Abby G.
$200 nightly
The price is $201
Nov 16 - Nov 17
Total with taxes and fees
14. Historic Getaway near C&O Canal, hiking and biking
Historic Getaway near C&O Canal, hiking and bikingBrunswick
9.8 out of 10, Exceptional, (13 reviews)
"We had a very comfortable stay. The apartment was clean, well-equipped, and had everything we needed. The instructions were clear, and the host was responsive and helpful throughout our stay. Parking was a little challenging, but aside from that, everything was great. We would happily stay here again!"
Kamakshi B.
$222 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees
15. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Historic Cottage Retreat-IG Hot Tub-Brick Fire PitBoonsboro
9.8 out of 10, Exceptional, (19 reviews)
"Cute place with a lot of character. Host was very responsive. We enjoyed our sray."
Dawn V.
$309 nightly
The price is $319
Nov 16 - Nov 17
Total with taxes and fees
16. Rural & Historic Detour Escape w/ Horses On-site!
Rural & Historic Detour Escape w/ Horses On-site!Keymar
$408 nightly
The price is $432
Nov 16 - Nov 17
Total with taxes and fees
17. Peregrine's Perch - Cabin Overlooking the River!
Peregrine's Perch - Cabin Overlooking the River!Falling Waters
9.6 out of 10, Exceptional, (24 reviews)
"Relaxing, close to all."
Valarie
$404 nightly
The price is $439
Nov 18 - Nov 19
Total with taxes and fees
18. Modern Condo Right off Market Street
Modern Condo Right off Market StreetDowntown Frederick
9.2 out of 10, Wonderful, (108 reviews)
"Great location"
John
$333 nightly
The price is $353
Nov 23 - Nov 24
Total with taxes and fees
19. 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, (78 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
Jared
$425 nightly
The price is $462
Nov 17 - Nov 18
Total with taxes and fees
20. 2-Bedroom cabin Hot tub Fireplace PS5
2-Bedroom cabin Hot tub Fireplace PS5The Woods
6.4 out of 10, (12 reviews)
"This place was wonderful. When have stayed at 4 different cabins like this and this was our favorite. The place was cozy and clean. The pantry was well stocked. The fire pit even had a wood fire prepared. The owners were really nice and communicated well. The facilities at the woods were included
We live very the location and the hot tub
Highly recommend"
Christopher
$262 nightly
The price is $271
Nov 17 - Nov 18
Total with taxes and fees
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.
Top Western Maryland Hotel Reviews
Antietam Overlook Farm
Antietam Overlook FarmKeedysville
10/10 Excellent
Wonderful friendly people, charming rooms, spectacular views both in the day, at sunset (straight on view over the valley) and at night (black sky, tons of stars). HUGE tasty breakfast, complementary chardonnay, just so pleasant and relaxing in every way.
Anonymous traveler
