Photo by Penni Lowry

Search Vacation Homes in Hagerstown

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 494 Vacation Homes in Hagerstown with updated reviews, rates, and availability.

Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

9.2 out of 10, Wonderful, (16)
"We had a great time "
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

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

10.0 out of 10, Exceptional, (122)
"Great location, loved the "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

The C&O Adventure Retreat on Taylor's Landing

8.8 out of 10, Excellent, (48)
"Our family thoroughly enjoyed our stay at Potomac River Retreat. From visiting Harpers Ferry, playing the slots at Charles Town Casino, to taking the self-guided tour of Antietam National Battlefield Park, hiking the Maryland Heights Trail via Harpers Ferry, and walking the C&O Canal tow path. To eating at Captain Benders and getting sandwiches and snacks at Battleview Market. And simply enjoying the fire pit. Thank you for the great experiences"
The C&O Adventure Retreat on Taylor's Landing

Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!

8.8 out of 10, Excellent, (23)
"Our large family loved coming together at this beautiful home! We enjoyed sitting around the large kitchen and beautiful living room while the teens and kids enjoyed the game room and the basketball area. We also loved having a large property to explore"
Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!

King•Grill•Deck•Pets•Full Kitchen•Fire pit•SmartTV•WIFI

10.0 out of 10, Exceptional, (11)
"Accurate to the listing, good communications with owner"
The price is AED 760
AED 1,704 total
includes taxes & fees
6 Jun - 7 Jun
King•Grill•Deck•Pets•Full Kitchen•Fire pit•SmartTV•WIFI

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

9.8 out of 10, Exceptional, (201)
"We had a great stay. The hosts were responsive. The cabin was beautiful with great views and a perfect getaway. Definitely would stay again."
Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Beautiful Log Chalet/Cabin with Hot Tub

10.0 out of 10, Exceptional, (67)
"Beautiful Cabin!"
Beautiful Log Chalet/Cabin with Hot Tub

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (103)
"We had a wonderful stay at the Riverside cabin. With a beautiful view, perfect deck for reading, and a quiet house to get away in. So close to town and activities provided for a wonderful getaway. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (96)
"What a perfect home for our Thanksgiving celebration! There were so many rooms in which to spread out, the beds were comfortable, and the location was central to necessities. We had a great stay!"
The price is AED 2,163
AED 4,006 total
includes taxes & fees
3 Jul - 4 Jul
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Visit our charming cottage this Spring. Enjoy the blooming flowers and scenery.

9.8 out of 10, Exceptional, (40)
"Felt right at home staying here. A short drive to Gettysburg. Would definitely stay here and and will be recommending it to friends. "
Visit our charming cottage this Spring. Enjoy the blooming flowers and scenery.

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

10.0 out of 10, Exceptional, (47)
"Visiting family over the holidays. Our trip was great. Location was perfect. Rental house accommodations fulfilled our needs, was clean and had everything we needed. Will definitely stay again. "
The price is AED 479
AED 1,057 total
includes taxes & fees
8 Jun - 9 Jun
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Renovated Farmhouse located near the C and O Canal

9.0 out of 10, Wonderful, (8)
"We had a great stay at the house."
The price is AED 661
AED 946 total
includes taxes & fees
6 Jun - 7 Jun
Renovated Farmhouse located near the C and O Canal

Historic Hideaway

10.0 out of 10, Exceptional, (18)
"Spent the weekend here, perfect stay in a quiet area - 5 minute ride to shops, restaurants, and bars in downtown Leesburg. Everything was clean, well maintained. Would absolutely stay here again!"
The price is AED 514
AED 1,140 total
includes taxes & fees
9 Jun - 10 Jun
Historic Hideaway

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (252)
"We have been coming for six years now and I expect we will come for 20 more. Love this house."
Breathtaking View with an Indoor Pool

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

9.6 out of 10, Exceptional, (17)
"The house was lovely and the pool was divine !! We all had a great time and would highly recommend this place for any occasion!"
The price is AED 837
AED 3,718 total
includes taxes & fees
16 Jun - 17 Jun
Buckskin Manor - Historic, Pool, 66 Acre Vineyard

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

10.0 out of 10, Exceptional, (133)
"This is an excellent home for a visit to Harpers Ferry, great location for doing anything local, hikes, history of the area... Home was very clean, had many of the kitchen things you may need to make a meal were provided... Our host was present when needed, and followed up with us... Really enjoyed our time here."
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Modern and Peaceful Home with Amazing Mountain Views!

9.2 out of 10, Wonderful, (91)
"The house was in a great location, very clean, and had comfortable beds."
Modern and Peaceful Home with Amazing Mountain Views!

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (61)
"Very close walk to shopping and restaurants. Comfortable and renovated nicely."
The price is AED 657
AED 1,265 total
includes taxes & fees
30 Jun - 1 Jul
*Luxury Condo In Downtown Frederick*

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (134)
"We had a great time and loved your house."
Gorgeous 1840 Log Cabin- Downtown

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

10.0 out of 10, Exceptional, (123)
"We had a nice stay in this charming house. Everything we needed to relax, chat, visit, and cook was available and in working order. The beds were comfortable, the shower water hot, and the house was clean and nicely warm -- especially appreciated on these freezing, snowy days! Would stay again and definitely recommend."
The price is AED 479
AED 1,057 total
includes taxes & fees
8 Jun - 9 Jun
Charming "Cream of the Crop" Cape ~❤️of Middletown
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.
Save an average of 15% on thousands of hotels when you're signed in