Western Maryland Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Western Maryland holiday rentals

Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (71 reviews)
"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 HK$309
HK$818 total
includes taxes & fees
16 Feb - 17 Feb
❤️ Secluded 1940s Romantic Tiny House on the River
Property grounds

Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (5 reviews)
"Cozy, beautiful, pretty new and well-maintained cabins. Very inviting outdoor seating area with fire pit and grill on the grounds. There is a (very small) grocery store within walking distance. Highly recommend the short drive to Zumbrun Overlook to watch the sunset - it's unforgettable! The cabins are located in a quiet and very small town (although you can hear the highway traffic in the distance). Nice drive to Little Orleans (to get on the C&O Canal towpath). The host was super responsive....
United States
W L.
The price is HK$805
HK$1,167 total
includes taxes & fees
8 Feb - 9 Feb
Private cabin with two double beds (sleep 4)
Property grounds

Modern w/Fire Pit, Deck, Grill & Hot Tub

Modern w/Fire Pit, Deck, Grill & Hot Tub
Sleepy Hollow
9.2 out of 10, Wonderful, (14 reviews)
"Great little spot. Location is secluded but there are homes very close by. "
United States
stacey f.
The price is HK$1,064
HK$2,157 total
includes taxes & fees
16 Feb - 17 Feb
Modern w/Fire Pit, Deck, Grill & Hot Tub
Interior

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
9.4 out of 10, Exceptional, (3 reviews)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is HK$1,260
HK$2,195 total
includes taxes & fees
9 Feb - 10 Feb
2-Bedroom cabin Hot tub Fireplace PS5
2 bedrooms, free WiFi, bed sheets

Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet
Great Cacapon
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful private getaway. Helpful and responsive host"
United States
John G.
The price is HK$626
HK$1,539 total
includes taxes & fees
17 Feb - 18 Feb
Primitive Cozy Tiny Cabin with Starlink internet
Property grounds

Mountainside Cabin 40R-Hot Tub, Dog Friendly

Mountainside Cabin 40R-Hot Tub, Dog Friendly
McHenry
10.0 out of 10, Exceptional, (2 reviews)
"This was our first stay. The cabin was clean and comfortable. The Hostess checked on us and was very kind. We had a very relaxing weekend and are hoping to stay again soon! "
United States
Dawn Michele P.
The price is HK$1,883
HK$2,981 total
includes taxes & fees
8 Feb - 9 Feb
Mountainside Cabin 40R-Hot Tub, Dog Friendly
Property grounds

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Berkeley Springs
9.8 out of 10, Exceptional, (300 reviews)
"This was so a wonderful cabin with so much privacy!Will be coming back. "
United States
Jamie S.
The price is HK$1,121
HK$2,915 total
includes taxes & fees
9 Feb - 10 Feb
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Terrace/patio

Mountainside Cabin 51R-Dog Friendly

Mountainside Cabin 51R-Dog Friendly
McHenry
10.0 out of 10, Exceptional, (4 reviews)
"Very responsive to any questions we had."
United States
Jerron H.
The price is HK$1,742
HK$2,807 total
includes taxes & fees
8 Feb - 9 Feb
Mountainside Cabin 51R-Dog Friendly
Interior

Peaceful Waterfall House -- 2 bedroom hidden treasure

Peaceful Waterfall House -- 2 bedroom hidden treasure
Berkeley Springs
9.6 out of 10, Exceptional, (10 reviews)
"Absolutely our favorite rental by far! Everything was perfect. So very relaxing"
United States
Christine M.
The price is HK$1,568
HK$2,492 total
includes taxes & fees
17 Feb - 18 Feb
Peaceful Waterfall House -- 2 bedroom hidden treasure
Fridge, microwave, oven, stovetop

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (30 reviews)
"This was a wonderful place clean, private, spacious and convenient will definitely recomend"
United States
Karen C.
The price is HK$781
HK$1,408 total
includes taxes & fees
11 Feb - 12 Feb
Oldtown Guesthouse
Smart TV, fireplace

Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (21 reviews)
"Great place for a family weekend retreat. "
United States
Dina S.
The price is HK$781
HK$2,834 total
includes taxes & fees
8 Feb - 9 Feb
Peregrine's Perch - Cabin Overlooking the River!
Interior

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (111 reviews)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is HK$586
HK$1,499 total
includes taxes & fees
8 Feb - 9 Feb
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Private kitchen

Renovated Farmhouse located near the C and O Canal

Renovated Farmhouse located near the C and O Canal
Hancock
9.4 out of 10, Exceptional, (22 reviews)
"Really nice classic old house. Good spaces for relaxing. Perfect stop for our C&O trail bike trip. "
United States
Jay S.
The price is HK$1,406
HK$2,012 total
includes taxes & fees
11 Feb - 12 Feb
Renovated Farmhouse located near the C and O Canal
Property grounds

Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway
Thurmont
9.8 out of 10, Exceptional, (20 reviews)
"Beautiful location. Just what we were looking for."
United States
tony l.
The price is HK$773
HK$1,192 total
includes taxes & fees
9 Feb - 10 Feb
Birch Cabin at Hunting Creek Hideaway
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (62 reviews)
"We had a great time. House was very comfortable and location was perfect."
United States
Liz R.
The price is HK$907
HK$2,021 total
includes taxes & fees
9 Feb - 10 Feb
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Interior

Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is HK$586
HK$1,259 total
includes taxes & fees
12 Feb - 13 Feb
Bring Your Own Boat - Meticulously restored house on the Potomac River
Outdoor dining

The Downtown Flat at Creekside

The Downtown Flat at Creekside
Berkeley Springs
10.0 out of 10, Exceptional, (16 reviews)
"Awesome stay. Perfect setting and impeccable place. "
United States
Mark B.
The price is HK$1,320
HK$2,316 total
includes taxes & fees
25 Feb - 26 Feb
The Downtown Flat at Creekside
Property grounds

Secluded Oasis w Hot Tub, Screened-in Porch, WiFi!

Secluded Oasis w Hot Tub, Screened-in Porch, WiFi!
Berkeley Springs
10.0 out of 10, Exceptional, (58 reviews)
"The support of the host at all times!"
United States
Jeff S.
The price is HK$1,248
HK$2,065 total
includes taxes & fees
9 Feb - 10 Feb
Secluded Oasis w Hot Tub, Screened-in Porch, WiFi!
Property grounds

Galloping Getaway on the rolling hills of GemStone Stable

Galloping Getaway on the rolling hills of GemStone Stable
Hagerstown
10.0 out of 10, Exceptional, (16 reviews)
"Perfect for us as we visited family."
United States
Felicia H.
The price is HK$977
HK$1,478 total
includes taxes & fees
8 Feb - 9 Feb
Galloping Getaway on the rolling hills of GemStone Stable
Smart TV

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (8 reviews)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is HK$408
HK$1,434 total
includes taxes & fees
11 Feb - 12 Feb
Pet-friendly, heart of downtown
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

SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

10/10 Excellent
"Staff were present, helpful, and courteous. The room was spacious and clean, and the breakfast options were solid. "
Emerson 3-night trip
Posted 2 days ago
SpringHill Suites by Marriott Frederick

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