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Western Maryland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Western Maryland vacation rentals

A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

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
9.2 out of 10, Wonderful, (141 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is ￥19,309
￥46,136 total
includes taxes & fees
Sep 30 - Oct 1
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A modern apartment with a living room, kitchen, and dining area.

2. 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.
The price is ￥11,870
￥35,231 total
includes taxes & fees
Sep 30 - Oct 1
Pet-friendly, heart of downtown
A kitchen with two stainless steel sinks, a window with a plant, and a white door.

3. 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
The price is ￥10,362
￥33,465 total
includes taxes & fees
Sep 30 - Oct 1
Patty's Place - Private and Convenient Apartment near Downtown
A storefront with a large glass window, a wooden door, and a brick sidewalk.

4. Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (12 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

5. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (103 reviews)
"Great place!"
United States
Danielle G.
The price is ￥25,575
￥52,856 total
includes taxes & fees
Sep 28 - Sep 29
Modern Condo Right off Market Street
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (156 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.
The price is ￥15,036
￥40,096 total
includes taxes & fees
Sep 30 - Oct 1
Charming "Cream of the Crop" Cape ~❤️of Middletown
A modern kitchen with grey cabinets, a central island, and pendant lighting.

7. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (98 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is ￥23,146
￥52,469 total
includes taxes & fees
Oct 6 - Oct 7
Luxury Condo In Downtown 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, (70 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is ￥19,230
￥42,193 total
includes taxes & fees
Sep 30 - Oct 1
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

9. 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, (73 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is ￥24,532
￥51,337 total
includes taxes & fees
Oct 12 - Oct 13
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.

10. 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.
The price is ￥18,336
￥31,552 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful, Historic, Hiking, Biking and C&O Canal
A two-story house with a porch decorated with string lights and garlands.

11. 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)
"Very friendly host who made communications easy. We left our iPad behind and they called us right away. The apartment was large, beds were comfortable, and the bathroom renovation was beautiful with a great shower. It is about a block from the C&O trail plus free parking on the property."
United States
Kelly
The price is ￥20,892
￥37,916 total
includes taxes & fees
Sep 30 - Oct 1
Historic Getaway near C&O Canal, hiking and biking
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.

12. 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.
The price is ￥17,062
￥30,836 total
includes taxes & fees
Sep 30 - Oct 1
Loft Apt Just off C&O near Harpers Ferry and AT
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

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

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is ￥25,876
￥68,599 total
includes taxes & fees
Sep 27 - Sep 28
Rural & Historic Detour Escape w/ Horses On-site!
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (85 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is ￥6,287
￥16,631 total
includes taxes & fees
Oct 5 - Oct 6
❤️ Secluded 1940s Romantic Tiny House on the River
A living room with a dining table, chairs, a sofa, and a television.

15. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"We loved staying here, and walking into town to.explore. The kitchen was well stocked, and the tub was.perfect for soaking after a long day hiking."
United States
Alexandra Z.
The price is ￥19,050
￥34,985 total
includes taxes & fees
Oct 1 - Oct 2
Quaint Mini Cottage in Shepherdstown - Walking Distance
A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

16. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (5 reviews)
"the place was really clean, very cozy. not just that the host is pretty friendly and he will gelp you with anything you need. would definitely be back!"
United States
Wilbert J
The price is ￥25,481
￥36,509 total
includes taxes & fees
Sep 30 - Oct 1
Bin There Treehouse - A Grain Bin treehouse!
A room with large windows, wooden floors, and a ceiling fan.

17. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (98 reviews)
"We had a great stay! Everything was clean & well organized. The house was well stocked with everything we need. We would definitely stay here again."
United States
Stephen V.
The price is ￥31,654
￥52,175 total
includes taxes & fees
Sep 28 - Sep 29
Antietam Creek - Quiet 2 Bedroom Cabin
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, (75 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 ￥18,574
￥61,856 total
includes taxes & fees
Oct 14 - Oct 15
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
A small attic bedroom with a sloped ceiling, a single bed, and a window.

19. Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet
Great Cacapon
9.4 out of 10, Exceptional, (14 reviews)
"Always a great stay. Peaceful and plenty to explore. We cant wait to come back!"
United States
Anthony A.
The price is ￥11,395
￥29,580 total
includes taxes & fees
Sep 27 - Sep 28
Primitive Cozy Tiny Cabin with Starlink internet
A spacious living room with a high ceiling, large windows, a fireplace, and a dining area with a table set for six.

20. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (44 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
The price is ￥18,415
￥59,888 total
includes taxes & fees
Oct 14 - Oct 15
Antietam Look Out - Incredible Sunset Views!
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

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

10/10 Excellent
"Great place to go for fun"
Susan 1-night trip
Posted 2 hours ago
Rocky Gap Casino & Resort

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