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Our top choices for Hagerstown vacation homes

Vacation Home in Berkeley Springs

Modern, family-friendly, nature packed getaway
9.2 out of 10, Wonderful, (19)
"Great house! We loved the fire pit outside and the beautiful interior. Host was very responsive and helpful! Would def stay here again. "
United States
Erika R.
The price is AED 459
AED 1,002 total
includes taxes & fees
11 Dec - 12 Dec
Modern, family-friendly, nature packed getaway
10.0 out of 10, Exceptional, (39)
"We had an amazing time - lots of walks and places to see - very historical - winery right next door which was an added bonus - accommodation was everything we needed and more - look out for a friendly cat that paid a few visits - thank you Jordan for a great time and will definitely come back to the area"
United Kingdom
Jo W.
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
9.4 out of 10, Exceptional, (21)
"Beautiful place! Clean and easy check in "
United States
Logan H.
The price is AED 661
AED 954 total
includes taxes & fees
11 Dec - 12 Dec
Renovated Farmhouse located near the C and O Canal
6.0 out of 10, (1)
"The inside was very clean, outside was a mess. Location was bad, on a busy street and a busy railway."
United States
mark C.
The price is AED 404
AED 786 total
includes taxes & fees
11 Dec - 12 Dec
3-bedroom townhome in charming Hagerstown with AC, WiFi
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.
Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
10.0 out of 10, Exceptional, (23)
"Easy, pleasant stay "
United States
Mike H.
The price is AED 643
AED 1,538 total
includes taxes & fees
29 Dec - 30 Dec
Nice and modern decor, 4BR 3BA, remodeled
10.0 out of 10, Exceptional, (10)
"This property was super nice and the property managers were super awesome and accommodating! "
United States
Construction V.
The price is AED 925
AED 1,716 total
includes taxes & fees
11 Dec - 12 Dec
Exclusive Wooded Chalet w Magnificent River Views
9.4 out of 10, Exceptional, (14)
"Over all stay was excellent. House was very nice with floor to ceiling windows. Also there was a hot tub and acade game room. Beautiful location over looking golf course. "
United States
Jeffrey H.
The price is AED 989
AED 1,705 total
includes taxes & fees
21 Dec - 22 Dec
King Beds with Hot Tub, Arcade & Golf Course View
10.0 out of 10, Exceptional, (6)
"Beautiful setting with wonderful indoor and outdoor spaces. The house is charming, renovated, updated, clean, and comfortable. Great location for a family gathering to bike, visit the battlefield or visit Shepherdstown. Hosts went above and beyond to be sure we had all we needed. Would definitely stay again if in the area. "
United States
Christopher R.
The price is AED 918
AED 1,549 total
includes taxes & fees
17 Dec - 18 Dec
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
5.0 out of 10, (2)
"This is an older home in Hagerstown but it is right across from the the new minor league baseball stadium. It is walking distance to restaurants and sites downtown. We really enjoyed all the 90's memorabilia and watched VHS tapes and played games in the evening"
United States
A K.
The price is AED 441
AED 1,090 total
includes taxes & fees
11 Dec - 12 Dec
Step in the 90's in Historic Downtown Hagerstown
10.0 out of 10, Exceptional, (38)
"We enjoyed staying here, everything was nice."
United States
Yuriy N.
The price is AED 2,923
AED 4,980 total
includes taxes & fees
29 Dec - 30 Dec
4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acres retreat, next to Park
10.0 out of 10, Exceptional, (139)
"Love the place will book again"
United States
WAYNE M.
The price is AED 294
AED 833 total
includes taxes & fees
11 Dec - 12 Dec
Charming "Cream of the Crop" Cape ~❤️of Middletown

Vacation Home in Downtown Frederick

*Luxury Condo In Downtown Frederick*
9.0 out of 10, Wonderful, (71)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
The price is AED 375
AED 954 total
includes taxes & fees
11 Dec - 12 Dec
*Luxury Condo In Downtown Frederick*

Vacation Home in Oldtown

Oldtown Guesthouse
10.0 out of 10, Exceptional, (28)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
The price is AED 367
AED 666 total
includes taxes & fees
17 Dec - 18 Dec
Oldtown Guesthouse

Vacation Home in Berkeley Springs

Wooded Nest, Cozy 3BR Chalet Near Spas & Hiking
10.0 out of 10, Exceptional, (2)
"We had a blast! Great place, stocked with everything you need, hot tub was perfect, safe for small kids and close to town! "
United States
Nicole W.
The price is AED 410
AED 1,357 total
includes taxes & fees
11 Dec - 12 Dec
Wooded Nest, Cozy 3BR Chalet Near Spas & Hiking
10.0 out of 10, Exceptional, (34)
"Two bedroom each with its own bathroom was so nice for our small group. The apartment is walking distance to town and in a quiet neighborhood. Our stay was perfect!"
United States
Jennifer S.
The price is AED 404
AED 965 total
includes taxes & fees
4 Jan - 5 January 2026
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
10.0 out of 10, Exceptional, (3)
"The location was great and the host was very east to communicate with."
United States
Liz B.
Historic Queen Anne Family Home w Modern Comforts
9.4 out of 10, Exceptional, (119)
"We loved being so close to all the action downtown. A perfect getaway for our family to explore the area, visit with family, and eat great food!!! "
United States
Natalie C.
The price is AED 408
AED 1,016 total
includes taxes & fees
14 Dec - 15 Dec
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.8 out of 10, Exceptional, (58)
"We loved visiting! Wish we could've stayed longer. The accommodations were great; super comfortable and inviting. Everyone enjoyed themselves. Thanks for having us!"
United States
David F.
The price is AED 459
AED 1,032 total
includes taxes & fees
17 Dec - 18 Dec
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
2.0 star property
10.0 out of 10, Exceptional, (1)
"The home was perfect for our visit.We were in and out all weekend but really appreciated the well stocked kitchen supplies, the comfortable beds and the hot water levels. We were able to relax in the spacious living room and spend some time on the little outdoor areas. We would stay again but if the group was much bigger there may be issues as there are only bathrooms on the first floor. "
United States
Erin J.
The price is AED 367
AED 1,358 total
includes taxes & fees
22 Dec - 23 Dec
New, Contemporary House in Historic Harpers Ferry
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 Hagerstown Hotel Reviews