A stone house with a wooden fence and garden.

Western Maryland Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Western Maryland vacation rentals

A park with a pond, a bridge, and a church in the background.

1. RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (136 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
$261 nightly
The price is $277
Sep 16 - Sep 17
Total with taxes and fees
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

2. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean place. "
United States
Warren B.
$208 nightly
The price is $220
Sep 7 - Sep 8
Total with taxes and fees
Cozy, dog-friendly, downtown
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

3. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (102 reviews)
"Great place!"
United States
Danielle G.
$313 nightly
The price is $332
Sep 7 - Sep 8
Total with taxes and fees
Modern Condo Right off Market Street
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (154 reviews)
"Great place to stay. Very clean and beautiful. The Host was very nice too and kept us informed. We will definetly stay there again!"
United States
Adair M.
$333 nightly
The price is $353
Sep 27 - Sep 28
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
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, (97 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
$330 nightly
The price is $350
Sep 7 - Sep 8
Total with taxes and fees
Luxury Condo In Downtown Frederick
A covered outdoor patio with a table and chairs, a wooden deck, and a view of greenery.

6. Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (23 reviews)
"We really enjoyed our recent stay. Check-in was simple, the host very responsive, location is excellent (we walked everywhere) and well designed. Would stay again."
United States
Richard M.
$250 nightly
The price is $265
Sep 7 - Sep 8
Total with taxes and fees
Chic, pets, walk to downtown
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

7. 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, (52 reviews)
"Great lodging and communicative host"
United States
Peggy D.
$268 nightly
The price is $284
Sep 7 - Sep 8
Total with taxes and fees
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
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.

8. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (69 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
$255 nightly
The price is $270
Sep 14 - Sep 15
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

9. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (20 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.
$468 nightly
The price is $496
Sep 7 - Sep 8
Total with taxes and fees
Newly constructed 6 bedroom home
A modern apartment with a living room, kitchen, and dining area.

10. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"Great location. We did not bring a pet but they thoughtfully provided a dog bed for those who do, which was very cute. It was great that they provide dishes for use on property and the kitchen cabinets were well labelled. There is a good ice cream place a block away and it was quick and easy to walk to the major downtown areas. We would stay here again in the future"
United States
Erica B.
$198 nightly
The price is $210
Sep 30 - Oct 1
Total with taxes and fees
Pet-friendly, heart of downtown
A kitchen with two stainless steel sinks, a window with a plant, and a white door.

11. Patty's Place - Private and Convenient Apartment near Downtown

Patty's Place - Private and Convenient Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (17 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
United States
Andrew
$199 nightly
The price is $211
Sep 6 - Sep 7
Total with taxes and fees
Patty's Place - Private and Convenient Apartment near Downtown
A room with large windows, wooden floors, and a ceiling fan.

12. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (97 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
$310 nightly
The price is $329
Sep 7 - Sep 8
Total with taxes and fees
Antietam Creek - Quiet 2 Bedroom Cabin
A living room with a dining table, chairs, a sofa, and a television.

13. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (24 reviews)
"Host let us in a bit early which was nice!"
United States
John
$197 nightly
The price is $219
Sep 6 - Sep 7
Total with taxes and fees
Quaint Mini Cottage in Shepherdstown - Walking Distance
A wooden deck with two Adirondack chairs and a table overlooking a lake with trees and hills in the background.

14. Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (53 reviews)
"Loved the place and area."
United States
Steve R.
$301 nightly
The price is $335
Sep 10 - Sep 11
Total with taxes and fees
Charming Cabin in the Woods with River Access
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, (72 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
$244 nightly
The price is $259
Sep 7 - Sep 8
Total with taxes and fees
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

16. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
$408 nightly
The price is $432
Sep 7 - Sep 8
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-site!
A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

17. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (3 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
$227 nightly
The price is $229
Sep 7 - Sep 8
Total with taxes and fees
Bin There Treehouse - A Grain Bin treehouse!
A two-story house with a porch, stone foundation, and a flag.

18. Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (210 reviews)
"Great place, pet friendly. "
United States
Doug P.
$165 nightly
The price is $175
Sep 7 - Sep 8
Total with taxes and fees
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
A cozy room with a bed, a sofa, a wooden dresser, a desk with a lamp, and a kitchen area with wooden cabinets and a microwave.

19. Loft Apt Just off C&O near Harpers Ferry and AT

Loft Apt Just off C&O near Harpers Ferry and AT
Brunswick
10.0 out of 10, Exceptional, (21 reviews)
"The place was nice and cozy"
United States
Andrew E.
$189 nightly
The price is $200
Sep 4 - Sep 5
Total with taxes and fees
Loft Apt Just off C&O near Harpers Ferry and AT
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

20. 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)
"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.
$188 nightly
The price is $199
Sep 7 - Sep 8
Total with taxes and fees
Beautiful, Historic, Hiking, Biking and C&O Canal
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

Best Western Braddock Inn

Best Western Braddock Inn

10/10 Excellent
"Very quiet and setting was lovely"
Kathleen 4-night trip
Posted 7 hours ago
Best Western Braddock Inn

Find out more about Western Maryland

Everything you need to know about Western Maryland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Western Maryland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Western Maryland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Western Maryland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Western Maryland rentals

At Expedia, we put the best Western Maryland vacation 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 vacation.

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.

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