Holiday Homes in Western Maryland

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Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
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21 Nov - 23 Nov
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19 Dec - 21 Dec

Featured Holiday Homes in Western Maryland

Outdoor dining
Primitive Cozy off grid tiny home with Starlink
Primitive Cozy off grid tiny home with Starlink
9.8 out of 10, Exceptional, (9)
"Awesome spot. Highly recommend. "
United States
Gregory M.
The price is AU$289
includes taxes & fees
24 Oct - 25 Oct
Primitive Cozy off grid tiny home with Starlink
WiFi, bed sheets
Couples Retreat: The HayLoft- Rustic Escape For 2
Couples Retreat: The HayLoft- Rustic Escape For 2
10.0 out of 10, Exceptional, (5)
"Peggy was wonderful and the hayloft was great! "
United States
Cecilia C.
The price is AU$368
includes taxes & fees
26 Oct - 27 Oct
Couples Retreat: The HayLoft- Rustic Escape For 2
Fridge, microwave, oven, stovetop
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
9.8 out of 10, Exceptional, (29)
"A perfect, quiet and cozy place. The house is very clean and easy for an older couple like us. We only stayed overnight, but we will definitely stay here again if we are back in the Cumberland area."
United States
Carol
The price is AU$277
includes taxes & fees
26 Oct - 27 Oct
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop
Oldtown Guesthouse
Oldtown Guesthouse
10.0 out of 10, Exceptional, (25)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
The price is AU$281
includes taxes & fees
29 Oct - 30 Oct
Oldtown Guesthouse
Outdoor spa tub
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
10.0 out of 10, Exceptional, (39)
"The house was very clean, the hot tub felt great, and sitting out on the back deck at night was wonderful. The only negative I had about the house was that it only had one bathroom. Jordan communicated well, he was always available to answer questions. People in town knew him and they all seem to like him. We would definitely recommend this house."
United States
kathy
The price is AU$539
includes taxes & fees
4 Nov - 5 Nov
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Property grounds
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
9.8 out of 10, Exceptional, (190)
"Property was clean and cozy."
United States
Billie
The price is AU$261
includes taxes & fees
29 Oct - 30 Oct
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Property grounds
Little cute house close to C&O canal
Little cute house close to C&O canal
8.8 out of 10, Excellent, (13)
"Functional and convenient. We were in town to enjoy Berkeley Springs and just needed a place to crash for the night and it served the purpose! The house is in a very quiet and calm location which was a definite plus. "
United States
Erin A.
The price is AU$228
includes taxes & fees
2 Nov - 3 Nov
Little cute house close to C&O canal
Fridge, microwave, oven, stovetop
Full home near C&O! Perfect for bikers or families!
Full home near C&O! Perfect for bikers or families!
9.6 out of 10, Exceptional, (18)
"Super clean. Love the neighborhood and older houses. "
United States
John
The price is AU$365
includes taxes & fees
27 Oct - 28 Oct
Full home near C&O! Perfect for bikers or families!
Terrace/patio
Charming "Cream of the Crop" Cape ~❤️of Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (137)
"The property is wonderful! Very cozy and convenient to local attractions."
United States
Joanne C.
The price is AU$375
includes taxes & fees
27 Oct - 28 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
Fridge, microwave, oven, stovetop
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
9.8 out of 10, Exceptional, (58)
"Very conveniently located for our visit with an amazing bakery and awesome meat market across the street. "
United States
Kathryn B.
The price is AU$369
includes taxes & fees
30 Oct - 31 Oct
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Property grounds
Modern, family-friendly, nature packed getaway
Modern, family-friendly, nature packed getaway
9.2 out of 10, Wonderful, (19)
"Clean, spacious, well equipped."
United States
Diane H.
The price is AU$423
includes taxes & fees
24 Oct - 25 Oct
Modern, family-friendly, nature packed getaway
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.4 out of 10, Exceptional, (117)
"Clean and comfortable, quiet and perfectly located, this the perfect place for enjoying downtown "
United States
Carolyn M.
The price is AU$454
includes taxes & fees
2 Nov - 3 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Fridge, microwave, oven, stovetop
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
9.4 out of 10, Exceptional, (110)
"Great little farm house in a quaint little town "
United States
Jason A.
The price is AU$461
includes taxes & fees
2 Nov - 3 Nov
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Smart TV
*Luxury Condo In Downtown Frederick*
*Luxury Condo In Downtown Frederick*
9.0 out of 10, Wonderful, (68)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
The price is AU$410
includes taxes & fees
26 Oct - 27 Oct
*Luxury Condo In Downtown Frederick*
Outdoor spa tub
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
10.0 out of 10, Exceptional, (20)
"Our family had a great stay at Denise and Greg’s property. We will be back!"
United States
Jen S.
The price is AU$796
includes taxes & fees
27 Oct - 28 Oct
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
Exterior
Renovated Farmhouse located near the C and O Canal
Renovated Farmhouse located near the C and O Canal
9.4 out of 10, Exceptional, (19)
"It was very relaxing and comfortable to stay. "
United States
DEBRA K.
The price is AU$403
includes taxes & fees
28 Oct - 29 Oct
Renovated Farmhouse located near the C and O Canal
Property grounds
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
9.8 out of 10, Exceptional, (30)
"This place was very clean and had all necessary amenities. The host communicated well. Walkable to town and the park! "
United States
Kyla A.
The price is AU$402
includes taxes & fees
4 Nov - 5 Nov
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Smart TV, video games
In the heart of Deep Creek Lake! - "Shamrock Inn"
In the heart of Deep Creek Lake! - "Shamrock Inn"
9.6 out of 10, Exceptional, (5)
"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"
United States
Michael M.
The price is AU$729
includes taxes & fees
27 Oct - 28 Oct
In the heart of Deep Creek Lake! - "Shamrock Inn"
Outdoor dining
Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
8.6 out of 10, Excellent, (10)
"We had an amazing stay at your cabin! It was just what we were hoping for. The neighborhood is nicely spread out, giving the kids lots of space to roam and explore. The beds were super comfortable, and the kitchen had everything we needed to cook our meals. Communication with the host was excellent, and we really appreciated the guest passes to the sports center. We’d love to return again soon!"
United States
Jamie W.
The price is AU$468
includes taxes & fees
27 Oct - 28 Oct
Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
Fridge, microwave, oven, stovetop
Newly constructed 6 bedroom home
Newly constructed 6 bedroom home
10.0 out of 10, Exceptional, (12)
"House was spacious, clean and very comfortable. "
United States
Mary-Ellen F.
The price is AU$732
includes taxes & fees
18 Nov - 19 Nov
Newly constructed 6 bedroom home
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

Hampton Inn Hagerstown

10/10 Excellent
"Nice place to stay was clean and quiet. Staff were friendly"
Sharniece 2-night trip
Posted 1 day ago
Hampton Inn Hagerstown

Find out more about Western Maryland

Western Maryland Holiday Homes information

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