Search Condos Rentals in Shepherdstown from CA $167

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Shepherdstown Condo Rentals

*Modern Condo In Downtown Frederick*
Enjoy cooking in this well-equipped kitchen with appliances, a sink on the island, and pendant lights.

*Modern Condo In Downtown Frederick*

9.4 out of 10, Exceptional, (65)
"Great stay "
The price is CA $212
CA $437 total
includes taxes & fees
Aug 20 - Aug 21
*Modern Condo In Downtown Frederick*
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
Enjoy a serene atmosphere with a view, featuring a peaceful table setting with a potted plant and candle.

A newly renovated, pet-friendly Penthouse condo with private rooftop deck.

9.6 out of 10, Exceptional, (45)
"Great location to Old Town. "
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
Private Ground Level 2BR Condo
Relax in this inviting room with a comfortable bed, bedside table, and lamp, surrounded by decorative items and a rustic brick wall.

Private Ground Level 2BR Condo

10.0 out of 10, Exceptional, (30)
"Amazing place!!"
Private Ground Level 2BR Condo
Historic & Cozy ~ Near Antietam Battle & WhiteTail
Classic architecture meets elegant entrance with a central doorway and ornate details.

Historic & Cozy ~ Near Antietam Battle & WhiteTail

9.8 out of 10, Exceptional, (29)
"We loved the ambiance of this place. It was in a great neighborhood, and its location was perfect for our needs."
The price is CA $167
CA $338 total
includes taxes & fees
Aug 7 - Aug 8
Historic & Cozy ~ Near Antietam Battle & WhiteTail
‘Slopeside Serenity' Whitetail Condo: Walk to Lift
Relax in a serene outdoor space with a fire pit and Adirondack chairs.

‘Slopeside Serenity' Whitetail Condo: Walk to Lift

9.8 out of 10, Exceptional, (16)
"Great views and amenities"
‘Slopeside Serenity' Whitetail Condo: Walk to Lift
Upscale Walkup Apartment in the Heart of Historic Charles Town, WV
Enjoy a spacious kitchen with a central island, dining area, and comfortable seating.

Upscale Walkup Apartment in the Heart of Historic Charles Town, WV

10.0 out of 10, Exceptional, (1)
"My wife and I wanted to get away for a quick n easy Valentine's Day and so I tried VRBO to find something relatively close and reasonable. We both like to hit venture and try new things, and hit the Casino if there is one.So often we've visited the Charles Town Casino and Horse Track, and didn't even realize there was an entire historic downtown area. Talk about a surprise and a quaint and lovely area. I can only hope it continues to grow and prosper. The downtown coffee shop we walked to...
Upscale Walkup Apartment in the Heart of Historic Charles Town, WV
Accessible 1 bedroom apartment near downtown Frederick
Enjoy meals in this stylish dining area with a wooden table, six comfortable chairs, and pendant lights.

Accessible 1 bedroom apartment near downtown Frederick

Accessible 1 bedroom apartment near downtown Frederick
Cozy, renovated Ski & Hiking Getaway - Whitetail
Surrounded by lush greenery and rolling hills, this residential area offers a scenic view and a tennis court for guests to enjoy.

Cozy, renovated Ski & Hiking Getaway - Whitetail

Cozy, renovated Ski & Hiking Getaway - Whitetail
Ski and Hike From Front Stepsmountainside Getaway
Relax on the covered deck with a view of the surrounding landscape.

Ski and Hike From Front Stepsmountainside Getaway

Ski and Hike From Front Stepsmountainside Getaway
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
Sign in
Sign up, it's free

Top Shepherdstown Hotel Reviews

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

10/10 Excellent
"SpringHill Suites never disappoints. Love this product! Large rooms. Large walk in closet! Comfy beds and clean bathrooms. "
Jennifer 1-night trip
Posted 14 hours ago
SpringHill Suites by Marriott Winchester