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Western Maryland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Western Maryland vacation rentals

1 bedroom, WiFi (free), bed sheets

Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (33 reviews)
"Great location, clean place. "
United States
Warren B.
$202 nightly
The price is $214
Aug 10 - Aug 11
Total with taxes and fees
Cozy, dog-friendly, downtown
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, (10 reviews)
"Great little place for a weekend stay. Close to everything."
United States
Kurt S.
$195 nightly
The price is $207
Aug 17 - Aug 18
Total with taxes and fees
Huge 1br apt, baby-friendly, dogs, walkable downtown
Smart TV

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
$207 nightly
The price is $219
Jul 21 - Jul 22
Total with taxes and fees
Pet-friendly, heart of downtown
Coffee/tea maker, fridge, microwave, toaster

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, (14 reviews)
"This was a wonderful stay and if the opportunity arises I’d love to come back "
United States
Amang
$196 nightly
The price is $208
Jul 21 - Jul 22
Total with taxes and fees
Patty's Place - Private and Convenient Apartment near Downtown
A park with a pond, a bridge, and a church in the background.

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, (130 reviews)
"The place was so fun and close to the bars! The rooms where cleans "
United States
Anonymous traveler
$249 nightly
The price is $264
Jul 20 - Jul 21
Total with taxes and fees
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (150 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
$275 nightly
The price is $292
Jul 24 - Jul 25
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
Coffee/tea maker, fridge, microwave, oven

Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (98 reviews)
"Great place to stay. It was close to the park. It is a beautiful clean place. "
United States
Kimberly & Randy H.
$315 nightly
The price is $334
Jul 23 - Jul 24
Total with taxes and fees
Modern Condo Right off Market Street
Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (80 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
$123 nightly
The price is $136
Jul 29 - Jul 30
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
Dining

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.
$309 nightly
The price is $328
Jul 23 - Jul 24
Total with taxes and fees
Luxury Condo In Downtown Frederick
Coffee/tea maker, fridge, microwave, oven

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (68 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
$259 nightly
The price is $275
Jul 21 - Jul 22
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Outdoor dining

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

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
9.8 out of 10, Exceptional, (48 reviews)
"Great location--easy walk to downtown Frederick. Comfortable beds, pleasant spaces and light."
United States
Alan S.
$258 nightly
The price is $273
Jul 20 - Jul 21
Total with taxes and fees
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Exterior

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, (65 reviews)
"The apartment was cozy and just as described. Check-in was super easy and the owners were very responsive to any questions we had. Thanks for a super pleasant stay!"
United States
Candi M.
$171 nightly
The price is $181
Jul 22 - Jul 23
Total with taxes and fees
Cozy Getaway near Harper`s Ferry, C&O & Potomac
Interior

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (38 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
$340 nightly
The price is $378
Jul 20 - Jul 21
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
Coffee/tea maker, fridge, microwave, oven

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
9.8 out of 10, Exceptional, (69 reviews)
"We had 6 in our group and it was perfect especially for the price. Super clean, great responsive host, good location. Bakery directly across the street and ice cream and sandwich shop just down the road at the light. Will definitely stay here again. "
United States
Anonymous traveler
$234 nightly
The price is $248
Jul 23 - Jul 24
Total with taxes and fees
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Exterior

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

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (26 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.
$190 nightly
The price is $201
Jul 21 - Jul 22
Total with taxes and fees
Beautiful, Historic, Hiking, Biking and C&O Canal
Interior

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.4 out of 10, Exceptional, (94 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.
$315 nightly
The price is $334
Jul 20 - Jul 21
Total with taxes and fees
Antietam Creek - Quiet 2 Bedroom Cabin
House (3 Bedrooms) | Interior

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
Jul 20 - Jul 21
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-site!
Exterior

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
9.8 out of 10, Exceptional, (206 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
$166 nightly
The price is $176
Jul 20 - Jul 21
Total with taxes and fees
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
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, (69 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
$390 nightly
The price is $434
Jul 23 - Jul 24
Total with taxes and fees
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Property grounds

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (47 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.
$271 nightly
The price is $302
Jul 29 - Jul 30
Total with taxes and fees
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
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

Ramada by Wyndham Cumberland Downtown

Ramada by Wyndham Cumberland Downtown

10/10 Excellent
"Perfect for GAP bikers!!"
Karyn 1-night trip
Posted less than an hour ago
Ramada by Wyndham Cumberland Downtown

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 $136 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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