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
Exterior

Private cabin with two full beds. ADA accessible.

Private cabin with two full beds. ADA accessible.
Flintstone
10.0 out of 10, Exceptional, (7 reviews)
"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 HK$805
HK$1,167 total
includes taxes & fees
5 Feb - 6 Feb
Private cabin with two full beds. ADA accessible.
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
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$664
HK$1,590 total
includes taxes & fees
8 Feb - 9 Feb
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
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$668
HK$1,570 total
includes taxes & fees
8 Feb - 9 Feb
Primitive Cozy Tiny Cabin with Starlink internet
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
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$2,156 total
includes taxes & fees
16 Feb - 17 Feb
Modern w/Fire Pit, Deck, Grill & Hot Tub
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$781
HK$2,486 total
includes taxes & fees
25 Feb - 26 Feb
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Interior

Loft two story with first floor workout room, WIFI, complete cottage to yourself

Loft two story with first floor workout room, WIFI, complete cottage to yourself
Grantsville
9.8 out of 10, Exceptional, (37 reviews)
"The clean and comfortable looking cabins "
United States
Torrance
The price is HK$949
HK$1,586 total
includes taxes & fees
5 Feb - 6 Feb
Loft two story with first floor workout room, WIFI, complete cottage to yourself
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
Property grounds

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Berkeley Springs
9.0 out of 10, Wonderful, (18 reviews)
"Hot tub was nice relaxing cozy cabin"
United States
kristin
The price is HK$521
HK$1,449 total
includes taxes & fees
5 Feb - 6 Feb
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
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)
Outdoor spa tub

~The Nest~

~The Nest~
Berkeley Springs
9.8 out of 10, Exceptional, (14 reviews)
"We loved our stay at the Nest. It was a perfect place for just the two of us. Sitting in the hot tub each night was a highlight. It was a great touch to have cookies waiting for us upon our arrival. "
United States
Mary D.
The price is HK$905
HK$2,068 total
includes taxes & fees
9 Feb - 10 Feb
~The Nest~
Property grounds

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Cumberland
9.8 out of 10, Exceptional, (34 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Terrace/patio

Dog-Friendly w Hot Tub, Fire Pit & River Access

Dog-Friendly w Hot Tub, Fire Pit & River Access
Great Cacapon
9.4 out of 10, Exceptional, (3 reviews)
"Very fun stay, very clean. Beautiful weather for walking around the place. Would definitely come back!!"
United States
Deepan R.
The price is HK$1,161
HK$2,447 total
includes taxes & fees
8 Feb - 9 Feb
Dog-Friendly w Hot Tub, Fire Pit & River Access
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$2,064 total
includes taxes & fees
9 Feb - 10 Feb
Secluded Oasis w Hot Tub, Screened-in Porch, WiFi!
Interior

Secluded, romantic cabin with hot tub on 12 acres of woodland.

Secluded, romantic cabin with hot tub on 12 acres of woodland.
Cumberland
10.0 out of 10, Exceptional, (108 reviews)
"Perfect place to relax and enjoy the peace and quiet!"
United States
Melinda S.
The price is HK$1,447
HK$2,493 total
includes taxes & fees
5 Feb - 6 Feb
Secluded, romantic cabin with hot tub on 12 acres of woodland.
TV, fireplace, stereo, offices

Cozy cabin w/hot tub & fire pit

Cozy cabin w/hot tub & fire pit
The Woods
9.2 out of 10, Wonderful, (5 reviews)
"Great location for a family getaway to the great outdoors."
United States
Eric H.
The price is HK$1,301
HK$2,227 total
includes taxes & fees
10 Feb - 11 Feb
Cozy cabin w/hot tub & fire pit
Dining

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Grantsville
10.0 out of 10, Exceptional, (1 review)
"Loved the cottage. Clean, cozy and comfy. Very nice host. Will be back! "
United States
Kathryn B.
The price is HK$1,156
HK$1,391 total
includes taxes & fees
12 Feb - 13 Feb
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
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$2,809 total
includes taxes & fees
5 Feb - 6 Feb
Peregrine's Perch - Cabin Overlooking the River!
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

Hampton Inn Hagerstown-I-81

Hampton Inn Hagerstown-I-81

10/10 Excellent
"Very clean hotel, wonderful staff. "
Jamie 1-night trip
Posted 3 days ago
Hampton Inn Hagerstown-I-81

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