Search and Rent Shepherdstown Condos

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jan 9 - Jan 11
In two weeks
Jan 16 - Jan 18
In one month
Jan 30 - Feb 1
In two months
Feb 27 - Mar 1

Our top choices for Shepherdstown condo rentals

Fridge, microwave, oven, stovetop
*Modern Condo In Downtown Frederick*

*Modern Condo In Downtown Frederick*

*Modern Condo In Downtown Frederick*
Downtown Frederick
9.2 out of 10, Wonderful, (76)
"Great location and has exactly what you need to enjoy a stay in downtown Frederick!"
United States
Amy R.
$248 nightly
The price is $263
Jan 3 - Jan 4, 2026
Total with taxes and fees
*Modern Condo In Downtown Frederick*
Exterior detail
Historic & Cozy ~ Near Antietam Battle & WhiteTail

Historic & Cozy ~ Near Antietam Battle & WhiteTail

Historic & Cozy ~ Near Antietam Battle & WhiteTail
Hagerstown
10.0 out of 10, Exceptional, (32)
"We loved the ambiance of this place. It was in a great neighborhood, and its location was perfect for our needs."
United States
Michelle D.
$233 nightly
The price is $260
Jan 1 - Jan 2, 2026
Total with taxes and fees
Historic & Cozy ~ Near Antietam Battle & WhiteTail
Private kitchen
Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.

Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.

Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.
Hagerstown
$143 nightly
The price is $151
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.
Exterior detail
Inns of Whitetail #209

Inns of Whitetail #209

Inns of Whitetail #209
Mercersburg
10.0 out of 10, Exceptional, (1)
"Love the natural beauty all around."
United States
Krista
$299 nightly
The price is $322
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inns of Whitetail #209
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent
"Okay for the price "
Cynthia 1-night trip
Posted 18 hours ago
Country Inn & Suites by Radisson, Frederick, MD

Find out more about Shepherdstown

Shepherdstown Condo Rentals information

Number of reviews
107
Accommodation
11 Condo Rentals
Lowest Price
$151
Highest Price
$322

Frequently asked questions

Why book your condo in Shepherdstown with Expedia?
Booking a condo in Shepherdstown is as easy as entering your travel dates and choosing an option suited to your needs. Seeking something inexpensive or upscale, or a property that also has free WiFi? Use Expedia's search filters to narrow your results even further and find the ideal fit.
How can I find cheap condos in Shepherdstown?
With Expedia's helpful filter tool, booking cheap condos in Shepherdstown couldn't be simpler. To find accommodations that'll make your wallet smile, narrow your search results by star rating, budget and amenities.
What is there to do in Shepherdstown near my condo?
There are loads of terrific things to put on your itinerary in Shepherdstown. Head for top attractions like Shepherdstown Opera House, Shepherdstown Museum and Morgan's Grove Park. Cress Creek Golf Club, Rumsey Monument and Elmwood Cemetery are other must-see's.

Explore a world of travel with Expedia