Western Maryland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Western Maryland vacation rentals

Interior
Private cabin with two full beds. ADA accessible.

Chalet in Flintstone

Private cabin with two full beds. ADA accessible.
10.0 out of 10, Exceptional, (7)
"This cabin has all the necessities, is in a great location and is clean and well maintained. Absolutely perfect for a couple and close to lots of outdoor activities! Will absolutely stay here in the future."
United States
Leah I.
The price is ￥17,777
￥25,006 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Private cabin with two full beds. ADA accessible.
Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

Cabin in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River
9.8 out of 10, Exceptional, (66)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is ￥6,175
￥16,336 total
includes taxes & fees
Jan 5 - Jan 6, 2026
❤️ Secluded 1940s Romantic Tiny House on the River
Outdoor dining
Primitive Cozy Tiny Cabin with Starlink internet

Cabin in Great Cacapon

Primitive Cozy Tiny Cabin with Starlink internet
10.0 out of 10, Exceptional, (11)
"Super peaceful and relaxing! We had a great time! Will stay again! Thanks Austin!"
United States
Jason M.
The price is ￥11,242
￥29,017 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Primitive Cozy Tiny Cabin with Starlink internet
Game room
Bring Your Own Boat - Meticulously restored house on the Potomac River

Cottage in Hedgesville

Bring Your Own Boat - Meticulously restored house on the Potomac River
10.0 out of 10, Exceptional, (9)
"Cute little house that my husband and I enjoyed for the weekend. Great location close to Martinsburg. It had everything we needed for our weekend The host communicated well, we had no issues, and we would definitely stay here again. Thank you!"
United States
Jennifer E.
The price is ￥11,696
￥25,138 total
includes taxes & fees
Dec 27 - Dec 28
Bring Your Own Boat - Meticulously restored house on the Potomac River
Smart TV
Loft two story with first floor workout room, WIFI, complete cottage to yourself

Cottage in Grantsville

Loft two story with first floor workout room, WIFI, complete cottage to yourself
9.8 out of 10, Exceptional, (37)
"The clean and comfortable looking cabins "
United States
Torrance
The price is ￥18,947
￥31,655 total
includes taxes & fees
Dec 29 - Dec 30
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Interior
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Cabin in Middletown

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (110)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is ￥13,255
￥32,233 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Fridge, microwave, coffee/tea maker, electric kettle
Cozy Pine Tree Nest

Apartment in Frederick

Cozy Pine Tree Nest
9.4 out of 10, Exceptional, (11)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
United States
David S.
The price is ￥12,491
￥26,465 total
includes taxes & fees
Dec 29 - Dec 30
Cozy Pine Tree Nest
Property grounds
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Cabin in Berkeley Springs

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
9.8 out of 10, Exceptional, (297)
"We especially enjoyed the hot tub and the privacy of the cabin. Was what we expected and was very clean. Had a nice relaxing couple of days that we were there!"
United States
Ann W.
The price is ￥13,723
￥47,188 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Exterior
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Cabin in Berkeley Springs

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
9.0 out of 10, Wonderful, (17)
"Hot tub was nice relaxing cozy cabin"
United States
kristin
The price is ￥13,528
￥32,452 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Fridge, microwave, oven, stovetop
Oldtown Guesthouse

Vacation Home in Oldtown

Oldtown Guesthouse
10.0 out of 10, Exceptional, (29)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
The price is ￥15,594
￥28,100 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Oldtown Guesthouse
Exterior
Dog-Friendly w Hot Tub, Fire Pit & River Access

Chalet in Great Cacapon

Dog-Friendly w Hot Tub, Fire Pit & River Access
9.4 out of 10, Exceptional, (3)
"Very fun stay, very clean. Beautiful weather for walking around the place. Would definitely come back!!"
United States
Deepan R.
The price is ￥22,970
￥44,982 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Dog-Friendly w Hot Tub, Fire Pit & River Access
Interior
Modern w/Fire Pit, Deck, Grill & Hot Tub

Cabin in Sleepy Hollow

Modern w/Fire Pit, Deck, Grill & Hot Tub
9.2 out of 10, Wonderful, (13)
"Great little spot. Location is secluded but there are homes very close by. "
United States
stacey f.
The price is ￥21,083
￥40,813 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Modern w/Fire Pit, Deck, Grill & Hot Tub
Fridge, microwave, oven, stovetop
*Modern Condo In Downtown Frederick*

Condo in Downtown Frederick

*Modern Condo In Downtown Frederick*
9.4 out of 10, Exceptional, (75)
"Great location and has exactly what you need to enjoy a stay in downtown Frederick!"
United States
Amy R.
The price is ￥16,374
￥41,655 total
includes taxes & fees
Jan 3 - Jan 4, 2026
*Modern Condo In Downtown Frederick*
Exterior
2-Bedroom cabin Hot tub Fireplace PS5

Cabin in The Woods

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is ￥24,862
￥43,508 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2-Bedroom cabin Hot tub Fireplace PS5
Dining
Private Home in Garrett County, surrounded by trees, fields and farmland.

Cottage in Grantsville

Private Home in Garrett County, surrounded by trees, fields and farmland.
10.0 out of 10, Exceptional, (42)
"We had a very nice stay. Very comfortable and inviting a home away from home vibe. "
United States
Carol R.
The price is ￥24,794
￥44,299 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Private Home in Garrett County, surrounded by trees, fields and farmland.
Property grounds
Birch Cabin at Hunting Creek Hideaway

Cabin in Thurmont

Birch Cabin at Hunting Creek Hideaway
9.8 out of 10, Exceptional, (19)
"Was wonderful..private and peaceful. Perfect getaway. "
United States
Courtney G.
The price is ￥14,035
￥22,315 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Birch Cabin at Hunting Creek Hideaway
Fridge, microwave, oven, stovetop
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Vacation Home in Cumberland

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
9.8 out of 10, Exceptional, (33)
"We had a nice relaxing stay at this lovely cottage. It was convenient to downtown and very clean."
United States
Reni J.
The price is ￥18,713
￥29,919 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop
Loft Apt Just off C&O near Harpers Ferry and AT

Apartment in Brunswick

Loft Apt Just off C&O near Harpers Ferry and AT
10.0 out of 10, Exceptional, (16)
"Our Hosts were wonderful and the space was great. It sits right off of the bike trail and across the street from a great bakery and bike shop. We thoroughly enjoyed our stay."
United States
Mark B.
The price is ￥15,282
￥28,596 total
includes taxes & fees
Dec 27 - Dec 28
Loft Apt Just off C&O near Harpers Ferry and AT
Fridge, microwave, oven, stovetop
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Cottage in Frederick

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
10.0 out of 10, Exceptional, (62)
"Always clean and comfortable home. Close to restaurants and shops but in quiet neighborhood to relax. Our second stay in this home. "
United States
Jelinda C.
The price is ￥20,116
￥41,654 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Interior
~The Nest~

Cabin in Berkeley Springs

~The Nest~
9.8 out of 10, Exceptional, (12)
"Nice get away for couples. Very close to Berkeley Springs, but tucked away in the woods. Newly renovated, and had fun games to play. The hosts were very nice!"
United States
Kelly S.
The price is ￥27,652
￥51,226 total
includes taxes & fees
Jan 26 - Jan 27, 2026
~The Nest~
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

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent
"The lady who manned the front desk was lovely to talk to when we arrived. She is an excellent representative of the Marriott chain. Room is spotless. The gentleman who works the breakfast room does a fantastic job."
Doris 1-night trip
Posted 18 hours ago
Fairfield Inn & Suites by Marriott Hagerstown

Find out more about Western Maryland

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