Search Shepherdstown Cottage Rentals from CA $109

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Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Shepherdstown Cottages

Bavarian Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Bavarian Inn

3.5 star property
8.8 out of 10, Excellent, (391)
"I expected a rough but genuine attempt at a Bavarian style getaway for our wedding anniversary, but was impressed to find it very much exceeded expectations. Our waiter for dinner(Robert) was amazing and made sure everything was absolutely perfect. We will definitely be returning! "
Bavarian Inn
Farmhouse Writer's Retreat in Historic Shepherdstown
Exterior

Farmhouse Writer's Retreat in Historic Shepherdstown

9.8 out of 10, Exceptional, (12)
"Grew up in the area; so nothing new. Place is easy walking distance to downtown. Comfortable. "
Farmhouse Writer's Retreat in Historic Shepherdstown
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

❤️ Secluded 1940s Romantic Tiny House on the River
Beach

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (51)
"It was a cozy little tiny house located right on the river. I came in January and it was about 15 degrees outside so I did not get to use the outdoor shower or grill. I was able to enjoy the view of the river from the tiny house and walk outside on the road (not too many cars). If it was any warmer I would have built a fire and sat outside closer to the river. I would love to come back and stay when it was warmer to enjoy the outdoor more. Perfect retreat to reset. Very close to a nearby college...
The price is CA $64
CA $159 total
includes taxes & fees
Feb 17 - Feb 18
❤️ Secluded 1940s Romantic Tiny House on the River
Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (16)
"No central heating, bathroom fan couldn't be turned off, dinning room table light didn't work and front steps were not safe."
Charming Cabin in the Woods with River Access
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub
Fridge, microwave, oven, stovetop

Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub

8.0 out of 10, Very good, (1)
"Our family had an unforgettable New Year's holiday at this incredible rental property! From the moment we arrived, we were amazed by the beautiful house, its spaciousness, and the plethora of facilities available to accommodate everyone in our group. The property was clean, well-organized, and tastefully decorated, making it a warm and inviting space for our celebration.The true gem of our stay was the exceptional hospitality provided by the property's management, especially the remarkable Miss...
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub
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.

Frequently asked questions

How much do cottages in Shepherdstown cost?
Cottages in Shepherdstown range between CA $109 and CA $364 per night. These properties offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Shepherdstown?
There are 61 cottages in Shepherdstown. No matter if you’re traveling with the kids or planning a weekend retreat with friends, Expedia will help you find the ideal property to escape the hustle and bustle.
Why book your cottage in Shepherdstown with Expedia?
We think that vacations should be simple, so if you’re looking for cottages in Shepherdstown at an affordable rate, Expedia has you covered. Keep the budget in check and choose a cheap option far from the hustle and bustle, or splurge on an upscale cottage to spoil the ones you love most.
How can I find cheap cottages in Shepherdstown?
Expedia is here to help you easily source cheap cottages in Shepherdstown. To lock in your ideal stay in a few quick keystrokes, try out the filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Shepherdstown near my cottage?
There are tons of fantastic things to do and see in Shepherdstown. Don’t miss renowned attractions like Shepherdstown Museum, Shepherdstown Opera House and Morgan’s Grove Park. Cress Creek Golf Club, Shepherd University and Rumsey Monument also lure many visitors.