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Holiday Homes in Hagerstown

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Featured Holiday Homes in Hagerstown

Our top choices for Hagerstown holiday homes

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

10.0 out of 10, Exceptional, (66)
"The property was clean, quiet and the neighborhood was safe. We had a great time and tawny was a great host."
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

9.8 out of 10, Exceptional, (186)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (129)
"The property is wonderful! Very cozy and convenient to local attractions."
The price is AU$383
includes taxes & fees
9 Sept - 10 Sept
Charming "Cream of the Crop" Cape ~❤️of Middletown

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (129)
"Place was nice and clean. Location was good. We enjoyed the quiet. Had a blast!"
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (142)
"Wonderful house for a great weekend away"
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Gettysburg Getaway! Battlefields/Wineries/Ski!

9.8 out of 10, Exceptional, (49)
"Very nice property in relaxing location! Greatly enjoyed the proximity to Gettysburg and other area attractions while having a quiet spot to come back to. Perfect size for four adults and two kids."
Gettysburg Getaway! Battlefields/Wineries/Ski!

The Madison

10.0 out of 10, Exceptional, (35)
"We stayed for a week to tour college campuses for our son and are also considering moving there. We felt at home at The Madison and in the community. The house is exactly as described and in a great location to experience Frederick. "
The Madison

✨Luxurious Mountaintop Lodge🏔️ Scenic Views🫧Hot Tub under the BIG SKY STARS 🌟

10.0 out of 10, Exceptional, (42)
"Our fall getaway to Berkeley Springs was all the more enjoyable for our family with the beautiful view, hot tub, and game room!!"
✨Luxurious Mountaintop Lodge🏔️ Scenic Views🫧Hot Tub under the BIG SKY STARS 🌟

Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!

9.8 out of 10, Exceptional, (57)
"Beautiful home. Great location. Easy river access. Very comfortable beds. Well equipped kitchen. Short drive to downtown Berkeley Sprints. Amazing place for a group of friends or a couple families. "
Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!

Charming mountaintop cabin with hot tub, pool table, and breathtaking views

9.8 out of 10, Exceptional, (209)
"We really enjoyed staying at your home. The hot tub was great and it was very peaceful. We will be back!"
Charming mountaintop cabin with hot tub, pool table, and breathtaking views

The Lodge at Bear Rock

9.0 out of 10, Wonderful, (2)
The Lodge at Bear Rock

Beautiful rustic/newly renovated Home near Gettysburg, PA

10.0 out of 10, Exceptional, (23)
"Great place for a group of friends to stay. Plenty to do locally and at the property. "
The price is AU$580
includes taxes & fees
8 Sept - 9 Sept
Beautiful rustic/newly renovated Home near Gettysburg, PA

Exquisite, first floor stone ranch Gettysburg large kitchen/living area - quiet

10.0 out of 10, Exceptional, (89)
"An awesome location and property for friends/family/groups to stay while taking in the history of Gettysburg. Michele was a great host so was very helpful with any questions we had while we were there! Highly recommend this house. "
Exquisite, first floor stone ranch Gettysburg large kitchen/living area - quiet

Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!

10.0 out of 10, Exceptional, (24)
"Perfect location. Very clean and well equipped. Comfortable beds and great shower. We enjoyed our stay very much "
The price is AU$532
includes taxes & fees
15 Sept - 16 Sept
Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!

Renovated Farmhouse located near the C and O Canal

9.2 out of 10, Wonderful, (13)
"Great location following a long day riding the C&O Tow Path trail. "
The price is AU$395
includes taxes & fees
20 Sept - 21 Sept
Renovated Farmhouse located near the C and O Canal

4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet

10.0 out of 10, Exceptional, (17)
"The property was beyond my expectations, as a Combat veteran with Ptsd/TBI I found true peace and tranquillity here, I love the area, so much Military History! Close by, and definitely recommend this beautiful Home! Host was the best I have experienced,,, Thank you!"
4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Hi Speed Internet

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (66)
"Wonderful space, perfect for our family, accurate description and depiction. "
The price is AU$483
includes taxes & fees
22 Sept - 23 Sept
*Luxury Condo In Downtown Frederick*

A private home in historic Bolivar with a hot tub and yard. Pet friendly!

9.8 out of 10, Exceptional, (8)
"The house was cute and just the right size for us. It was close to everything we wanted to see and do"
The price is AU$488
includes taxes & fees
8 Sept - 9 Sept
A private home in historic Bolivar with a hot tub and yard. Pet friendly!

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (258)
"Great Property"
Breathtaking View with an Indoor Pool

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

9.4 out of 10, Exceptional, (103)
"Very nice old farm house with modern conveniences.. Comfortable and quiet. The antiques brought back memories of me visiting my grandparents back in the day. "
The price is AU$453
includes taxes & fees
14 Sept - 15 Sept
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome 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 Hagerstown Hotel Reviews

Find out more about Hagerstown

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Hagerstown Holiday Homes information

Number of reviews
Accommodation
512 Holiday Homes
Lowest Price
AU$383
Highest Price
AU$580