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Western Maryland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Western Maryland vacation rentals

A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

1. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (108 reviews)
"Great location"
United States
John
The price is ￥25,959
￥50,699 total
includes taxes & fees
Nov 10 - Nov 11
Modern Condo Right off Market Street
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (162 reviews)
"Great little spot!"
United States
Shelby W.
The price is ￥13,471
￥39,142 total
includes taxes & fees
Nov 10 - Nov 11
Charming "Cream of the Crop" Cape ~❤️of Middletown
A rustic cabin interior with a wooden ceiling, a fireplace, a dining area, and a kitchen with a refrigerator and hanging pots.

3. 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!"
United States
Cindy B.
The price is ￥15,848
￥36,454 total
includes taxes & fees
Nov 15 - Nov 16
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
A compact kitchen with a coffee machine, microwave, and a small cart with kitchen tools.

4. Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Frederick
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"
United States
Andrew
The price is ￥12,872
￥34,810 total
includes taxes & fees
Nov 22 - Nov 23
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
A modern kitchen with grey cabinets, a central island, and pendant lighting.

5. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown 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."
United States
Jessica
The price is ￥24,390
￥49,371 total
includes taxes & fees
Dec 1 - Dec 2
Luxury Condo In Downtown Frederick
A living room with a dining table, chairs, a sofa, and a television.

6. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
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!!"
United States
Abigail
The price is ￥19,018
￥33,414 total
includes taxes & fees
Nov 15 - Nov 16
Quaint Mini Cottage in Shepherdstown - Walking Distance
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

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

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
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."
United States
Robert
The price is ￥15,690
￥27,215 total
includes taxes & fees
Nov 12 - Nov 13
Cozy Getaway near Harper`s Ferry, C&O & Potomac
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

8. 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, (148 reviews)
"Great location. Amenities were perfect for a little bit of an extended stay. Definitely will come back in the future"
United States
Dave T.
The price is ￥15,848
￥39,981 total
includes taxes & fees
Nov 12 - Nov 13
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

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!"
United States
Sara W.
The price is ￥22,721
￥44,243 total
includes taxes & fees
Nov 11 - Nov 12
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

10. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (88 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
The price is ￥6,989
￥16,057 total
includes taxes & fees
Nov 16 - Nov 17
❤️ Secluded 1940s Romantic Tiny House on the River
A room with large windows, wooden floors, and a ceiling fan.

11. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (101 reviews)
"The cabin was clean, spacious, and"
United States
Daniel
The price is ￥35,658
￥54,260 total
includes taxes & fees
Nov 10 - Nov 11
Antietam Creek - Quiet 2 Bedroom Cabin
A two-story house with a porch decorated with string lights and garlands.

12. Historic Getaway near C&O Canal, hiking and biking

Historic Getaway near C&O Canal, hiking and biking
Brunswick
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!"
United States
Kamakshi B.
The price is ￥20,919
￥37,461 total
includes taxes & fees
Nov 10 - Nov 11
Historic Getaway near C&O Canal, hiking and biking
A wooden deck with two Adirondack chairs and a table overlooking a lake with trees and hills in the background.

13. Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (56 reviews)
"Very comfortable and cozy. Our family had a great stay here."
United States
bethany c.
The price is ￥23,376
￥42,349 total
includes taxes & fees
Nov 12 - Nov 13
Charming Cabin in the Woods with River Access
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

14. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (22 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
The price is ￥33,756
￥74,755 total
includes taxes & fees
Nov 10 - Nov 11
Newly constructed 6 bedroom home
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

15. 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, MD
Jefferson
10.0 out of 10, Exceptional, (75 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is ￥13,471
￥37,966 total
includes taxes & fees
Nov 11 - Nov 12
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

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

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (29 reviews)
"really nice place"
United States
David R.
The price is ￥18,304
￥29,986 total
includes taxes & fees
Nov 10 - Nov 11
Beautiful, Historic, Hiking, Biking and C&O Canal
A wooden cabin with a patio area, outdoor seating, and a fire pit.

17. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (19 reviews)
"Cute place with a lot of character. Host was very responsive. We enjoyed our sray."
United States
Dawn V.
The price is ￥23,715
￥50,070 total
includes taxes & fees
Nov 10 - Nov 11
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A cozy cabin interior with a leather sofa, dining table, and large windows offering a view of the outdoors.

18. 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."
United States
Jared
The price is ￥20,919
￥72,690 total
includes taxes & fees
Nov 12 - Nov 13
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

19. 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."
United States
Abby G.
The price is ￥22,964
￥31,823 total
includes taxes & fees
Nov 10 - Nov 11
Bin There Treehouse - A Grain Bin treehouse!
A wooden deck with a grill, outdoor seating, and a bottle of wine.

20. 1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield

1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
Sharpsburg
10.0 out of 10, Exceptional, (55 reviews)
"The house was in a great location with the winery and battlefield nearby, and the house was very nice and comfortable."
United States
Nancy D.
1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
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

Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

10/10 Excellent
"It was clean, comfortable, and breakfast was better than expected for a continental breakfast. From my understanding, the menu varies day to day but I only had it for one morning. There was cheese and southwestern style omelets plus the usual stuff (yogurt. cereal, pastries, juice, fruit, waffle station). The staff was limited but when they were available, they were very helpful and friendly. Would stay again."
Aja 2-night trip
Posted 1 hour ago
Hampton Inn & Suites Frederick-Fort Detrick

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