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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 299 Vacation Homes in Shepherdstown with updated reviews, rates, and availability.

*Luxury Condo In Downtown Frederick*
Smart TV

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (58)
"Very close walk to shopping and restaurants. Comfortable and renovated nicely."
The price is AED 375
AED 950 total
includes taxes & fees
28 Apr - 29 Apr
*Luxury Condo In Downtown Frederick*
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Property grounds

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

10.0 out of 10, Exceptional, (45)
"Great property, so much space! And probably cleaner than any place I've stayed. Harpers Ferry is divi a cute little town and we enjoyed"
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Miscellaneous

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

9.8 out of 10, Exceptional, (97)
"This was a perfect clean comfortable place to stay while exploring the Harper's Ferry area. Hosts Scott and Margie are friendly and welcoming"
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior detail

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

10.0 out of 10, Exceptional, (116)
"Great communication with host. Cosy house, well equipped kitchen in a great location."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Property grounds

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

9.6 out of 10, Exceptional, (91)
"Great family stay! Highly recommend "
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Modern Country House on the Shenandoah River
Property grounds

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (32)
"This was a perfect long weekend stay for two families (4 adults, 4 kids). Comfortable, spacious, and well-equipped house on a beautiful property. Very responsive and helpful host. Would give 6 stars if I could. We hope to be back soon!"
Modern Country House on the Shenandoah River
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, (105)
"We loved the historic home and its proximity to Carroll Creek and shopping! We were in town for a wedding and were able to walk everywhere we needed to go. "
The price is AED 514
AED 1,106 total
includes taxes & fees
18 May - 19 May
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
*In The Heart Of Antietam*
Interior

*In The Heart Of Antietam*

9.4 out of 10, Exceptional, (84)
"House is clean, pleasant with comfortable beds, a serviceable kitchen and nice common space. My husband and 2 adult children were visiting family who live in sharpsburg and their house was pretty full with other visitors. This was a perfect place for us. Highly recommend. "
*In The Heart Of Antietam*
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (94)
"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!"
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Fridge, microwave, oven, stovetop

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

10.0 out of 10, Exceptional, (67)
"Location was great! Felt safe and check in was really easy."
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Charles Town Home w/ Private Pool & Hot Tub
Pool

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (43)
"Our families decided to rent the property for a getaway close to the DMV. It was easy to check in, get around Charles Town and enjoy the property. Even with an unexpected 6" of snow, we still found time to appreciate everything the property had to offer."
Charles Town Home w/ Private Pool & Hot Tub
Waterfront property in Harpers Ferry - Private River Access
Property grounds

Waterfront property in Harpers Ferry - Private River Access

10.0 out of 10, Exceptional, (24)
"Had a good time staying at this house. Nice yard right on the river."
Waterfront property in Harpers Ferry - Private River Access
“The Train Depot” 2nd oldest in the US
Exterior

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (80)
"This was our 3rd time staying at the Train Station and it’s our 3rd 5 star review!"
“The Train Depot” 2nd oldest in the US
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Exterior

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

9.8 out of 10, Exceptional, (127)
"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."
The price is AED 713
AED 1,457 total
includes taxes & fees
1 May - 2 May
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
*Daley's Doll House At Antietam*
Property grounds

*Daley's Doll House At Antietam*

9.8 out of 10, Exceptional, (93)
"We really enjoyed the property. The home was very cozy and in close proximity to our family in the area. We would definitely stay there again."
*Daley's Doll House At Antietam*
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Property grounds

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

9.8 out of 10, Exceptional, (176)
"I had a great time at this beautiful historic house. The hosts are so great and helpful! This house is a historic home with so much interesting architecture. The home is in a beautiful location as well! Loved it!"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Charming "Cream of the Crop" Cape ~❤️of Middletown
Terrace/patio

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

10.0 out of 10, Exceptional, (123)
"The property is wonderful! Very cozy and convenient to local attractions."
The price is AED 533
AED 1,098 total
includes taxes & fees
4 May - 5 May
Charming "Cream of the Crop" Cape ~❤️of Middletown
Renovated WV Schoolhouse: History Buff’s Heaven!
Exterior

Renovated WV Schoolhouse: History Buff’s Heaven!

10.0 out of 10, Exceptional, (46)
"Visited Harpers Ferry and loved the area. Will return to see more of the amazing history!"
Renovated WV Schoolhouse: History Buff’s Heaven!
White House Inn - Historic Home in Harpers Ferry!
Terrace/patio

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (29)
"Great location in a very safe neighborhood! House was very roomy with very comfy beds. Would definitely stay here again!! "
The price is AED 977
AED 2,338 total
includes taxes & fees
4 May - 5 May
White House Inn - Historic Home in Harpers Ferry!
Gorgeous 1840 Log Cabin- Downtown
Fridge, microwave, oven, stovetop

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (130)
"We had a great time and loved your house."
Gorgeous 1840 Log Cabin- Downtown
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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Other property types in Shepherdstown

Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (19)
"Wonderful little cabin situated perfectly in the area. Great access to the Potomac River and many little towns of interest nearby."
The price is AED 569
AED 1,063 total
includes taxes & fees
11 May - 12 May
Charming Cabin in the Woods with River Access
❤️ Secluded 1940s Romantic Tiny House on the River
Beach

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (53)
"Relaxing on the water, enjoyed the small town of Sheppardstown "
The price is AED 272
AED 526 total
includes taxes & fees
5 May - 6 May
❤️ Secluded 1940s Romantic Tiny House on the River
Welcome to this patch of serenity on the river's edge, to this hideaway.
Dining

Welcome to this patch of serenity on the river's edge, to this hideaway.

9.8 out of 10, Exceptional, (60)
"Loved everything. Quiet, peaceful….loved the small deck off the upstairs bedroom."
Welcome to this patch of serenity on the river's edge, to this hideaway.
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.