Lodging Image

Search Vacation Homes in Western Maryland

  • 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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Western Maryland vacation homes

A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (160 reviews)
"Great little spot!"
United States
Shelby W.
The price is ￥19,721
￥48,498 total
includes taxes & fees
Nov 9 - Nov 10
Charming "Cream of the Crop" Cape ~❤️of Middletown
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

2. 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, (146 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 ￥15,777
￥41,475 total
includes taxes & fees
Nov 1 - Nov 2
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

3. Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (54 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is ￥19,248
￥47,830 total
includes taxes & fees
Nov 2 - Nov 3
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

4. 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, (74 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is ￥14,988
￥41,976 total
includes taxes & fees
Nov 4 - Nov 5
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
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, (101 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 ￥25,417
￥54,871 total
includes taxes & fees
Nov 1 - Nov 2
Luxury Condo In Downtown Frederick
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

6. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
The price is ￥19,090
￥68,901 total
includes taxes & fees
Nov 1 - Nov 2
Rural & Historic Detour Escape w/ Horses On-Site!
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

7. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
9.8 out of 10, Exceptional, (9 reviews)
The price is ￥17,323
￥34,919 total
includes taxes & fees
Nov 9 - Nov 10
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A wooden cabin with a patio area, outdoor seating, and a fire pit.

8. 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)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is ￥23,609
￥52,689 total
includes taxes & fees
Nov 2 - Nov 3
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A log cabin interior with a wooden bench, a leather sofa, a coffee table, and a bookshelf.

9. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. I will definitely stay there again."
United States
Roger
The price is ￥34,473
￥41,224 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Downtown Cabin - Family Friendly
A brick building with a waterfall feature in front.

10. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (12 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is ￥32,658
￥72,747 total
includes taxes & fees
Nov 29 - Nov 30
New townhouse
A two-story house with a front porch, a staircase, and a mailbox.

11. Dog-Friendly | Hiking| Tubing near Harpers Ferry

Dog-Friendly | Hiking| Tubing near Harpers Ferry
Brunswick
2.0 out of 10, (1 review)
"No ac just window units it was soooooo hot"
United States
Anonymous traveler
The price is ￥19,784
￥36,921 total
includes taxes & fees
Nov 16 - Nov 17
Dog-Friendly | Hiking| Tubing near Harpers Ferry
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

12. 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 ￥33,605
￥77,932 total
includes taxes & fees
Nov 1 - Nov 2
Newly constructed 6 bedroom home
A wooden staircase with metal railings leading to a covered area surrounded by greenery.

13. The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres

The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
Westminster
The price is ￥19,595
￥30,805 total
includes taxes & fees
Oct 30 - Oct 31
The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
A living room with two leather sofas, a coffee table, and a brick wall.

14. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
Charming Shepherdstown Home - Walk to Downtown
A garden with a variety of flowers and plants, a wooden structure, and a white fence.

15. 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, (57 reviews)
"comfortable cottage. In between most activity areas."
United States
WILSON
The price is ￥18,932
￥30,269 total
includes taxes & fees
Oct 30 - Oct 31
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
A modern kitchen with wooden cabinets, a large island with stools, and a bar area.

16. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (22 reviews)
"Our stay was so enjoyable!"
United States
Kimberly C.
The price is ￥43,387
￥71,243 total
includes taxes & fees
Nov 5 - Nov 6
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

17. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
Williamsport
8.8 out of 10, Excellent, (21 reviews)
"Property was very nice, plenty of room for our family. We would definitely recommend this house and stay there again."
United States
Charlotte S.
The price is ￥22,561
￥71,807 total
includes taxes & fees
Nov 5 - Nov 6
Large Family Home: 5 Mi to Dtwn Hagerstown!
A spacious living area with a dining table and chairs, a kitchen with modern appliances, and a high ceiling with wooden beams.

18. Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.6 out of 10, Exceptional, (11 reviews)
"Great water access"
United States
claire r.
Camp Patowmack - Riverfront, Hot Tub, and Sauna!
A corner room with a sliding glass door closet, a wooden cabinet with glass doors, and a small rug on the floor.

19. Private Sauna, Fireplace and Country Views

Private Sauna, Fireplace and Country Views
Mount Airy
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful location with a beautiful field where wild animals visited. Hosts really took care of the amenities (great coffee bar). Close to Mt Airy and vineyards."
United States
Richard B.
The price is ￥53,642
￥64,721 total
includes taxes & fees
Nov 16 - Nov 17
Private Sauna, Fireplace and Country Views
A deck with green chairs and a fire pit, surrounded by a house and trees.

20. 4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
Knoxville
10.0 out of 10, Exceptional, (34 reviews)
"Great stay, super nice people and wonderful house."
United States
Kenzie S.
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
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

Sleep Inn & Suites Cumberland - LaVale

Sleep Inn & Suites Cumberland - LaVale

10/10 Excellent
"Just a quick overnight stay but it was a great night of rest. Beds were comfortable and shower was good pressure and hot water. Breakfast was very good the next morning with many hot breakfast options plus all your standard Continental breakfast options of cereals, yogurt, muffins, etc. Would definitely recommend this hotel! 10/10"
Leslie 1-night trip
Posted 9 hours ago
Sleep Inn & Suites Cumberland - LaVale

Find out more about Western Maryland

Western Maryland Vacation Homes information

Number of reviews
737
Accommodation
1011 Vacation Homes
Lowest Price
￥30,269
Highest Price
￥77,932