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Our top choices for Hagerstown holiday homes

1. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Historic Cottage Retreat-IG Hot Tub-Brick Fire PitBoonsboro
9.8 out of 10, Exceptional, (19 reviews)
The price is €287
includes taxes & fees
15 Nov - 16 Nov

2. Foxfire - Secluded Zen Retreat with Spa & Views
Foxfire - Secluded Zen Retreat with Spa & ViewsSmithsburg
10.0 out of 10, Exceptional, (33 reviews)

3. 1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and BattlefieldSharpsburg
10.0 out of 10, Exceptional, (55 reviews)
The price is €348
includes taxes & fees
10 Dec - 11 Dec

4. Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly RiverfrontSharpsburg
8.2 out of 10, Very good, (66 reviews)
The price is €377
includes taxes & fees
30 Nov - 1 Dec

5. Charming Shepherdstown Home - Walk to Downtown
Charming Shepherdstown Home - Walk to DowntownShepherdstown
2.0 out of 10, (1 review)
The price is €332
includes taxes & fees
22 Nov - 23 Nov

6. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, ACRohrersville
10.0 out of 10, Exceptional, (22 reviews)
The price is €384
includes taxes & fees
18 Nov - 19 Nov

7. The Woods Resort w/ Jacuzzi, 2 Decks +Fireplace
The Woods Resort w/ Jacuzzi, 2 Decks +FireplaceThe Woods

8. Mountain retreat w/deck, game room & dog-friendly
Mountain retreat w/deck, game room & dog-friendlyThe Woods
9.2 out of 10, Wonderful, (7 reviews)

9. Modern w/ Hot Tub, Grill, WiFi & Resort Access
Modern w/ Hot Tub, Grill, WiFi & Resort AccessThe Woods

10. Modern, family-friendly, nature packed getaway
Modern, family-friendly, nature packed getawayBerkeley Springs
8.8 out of 10, Excellent, (32 reviews)
The price is €235
includes taxes & fees
15 Nov - 16 Nov

11. Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
Modern Cabin w Hot Tub & Indoor Pool/Gym Access!The Woods
9.0 out of 10, Wonderful, (14 reviews)

12. Scenic Dog-Friendly Mountain Chalet with Panoramic Views & Game Loft Near Berkeley Springs, Hedgesville, WV
Scenic Dog-Friendly Mountain Chalet with Panoramic Views & Game Loft Near Berkeley Springs, Hedgesville, WVThe Woods

13. Bright Woodland Chalet with Hot Tub & Fireplace Near Berkeley Springs, Hedgesville, WV
Bright Woodland Chalet with Hot Tub & Fireplace Near Berkeley Springs, Hedgesville, WVThe Woods

14. Gorgeous Vacation Rental with Grill, Fire Pit, Golf Course Views, and Resort Access in Hedgesville, West Virginia
Gorgeous Vacation Rental with Grill, Fire Pit, Golf Course Views, and Resort Access in Hedgesville, West VirginiaThe Woods

15. Cute Secluded Cabin with Fire Pit in Hedgesville, West Virginia
Cute Secluded Cabin with Fire Pit in Hedgesville, West VirginiaThe Woods
The price is €507
includes taxes & fees
22 Nov - 23 Nov

16. Renovated Farmhouse located near the C and O Canal
Renovated Farmhouse located near the C and O CanalHancock
9.6 out of 10, Exceptional, (39 reviews)
The price is €246
includes taxes & fees
14 Nov - 15 Nov

17. 5-Min Walk Downtown +Fireplace + Office
5-Min Walk Downtown +Fireplace + OfficeBerkeley Springs
10.0 out of 10, Exceptional, (1 review)
The price is €279
includes taxes & fees
30 Nov - 1 Dec

18. Charming "Cream of the Crop" Cape ~❤️of Middletown
Charming "Cream of the Crop" Cape ~❤️of MiddletownMiddletown
10.0 out of 10, Exceptional, (162 reviews)
The price is €241
includes taxes & fees
15 Nov - 16 Nov

19. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.Highfield-Cascade
10.0 out of 10, Exceptional, (11 reviews)
The price is €220
includes taxes & fees
22 Nov - 23 Nov
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.
Hagerstown and related destinations
Civil War history comes alive at Antietam Battlefield, just a short drive from downtown's revitalised arts district. Explore the Western Maryland Rail Trail by bike, then catch a minor league baseball game at Municipal Stadium where local fans cheer passionately.


































































