What are the top rated Cottage Rentals in Shepherdstown?

There are a lot of options in Shepherdstown. If you plan on staying in the Shepherdstown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Shepherdstown: <a href="/property/best-location-historic-shepherdstown-getaway/HA-1214213276" class="class="static-page-link"">BEST LOCATION: Historic Shepherdstown Getaway</a> <a href="/property/exclusive-wooded-chalet-w-magnificent-river-views/HA-3213753897" class="class="static-page-link"">Exclusive Wooded Chalet w Magnificent River Views</a> <a href="/property/luxury-custom-home-long-stay-family-retreat-in-shepherdstown/HA-3212143358" class="class="static-page-link"">Luxury custom home long-stay family retreat in Shepherdstown</a> <a href="/property/graycliff-retreat-unforgettable-experience-at-this-11br-estate-game-room-hot-tub/HA-3214616792" class="class="static-page-link"">Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub</a> <a href="/property/exclusive-wooded-chalet-w-magnificent-river-views/BC-13815196" class="class="static-page-link"">Exclusive Wooded Chalet w Magnificent River Views</a> <a href="/property/the-river-house-charming-2-bedroom-home-on-riverfront-in-shepherdstown/HA-3214804473" class="class="static-page-link"">The River House: Charming 2-bedroom home on riverfront in Shepherdstown</a> <a href="/property/walk-to-stores-home-in-historic-shepherdstown/BC-14096476" class="class="static-page-link"">Walk to Stores Home in Historic Shepherdstown!</a> <a href="/property/secluded-1940s-romantic-tiny-house-on-the-river/HA-1217130873" class="class="static-page-link"">❤️ Secluded 1940s Romantic Tiny House on the River</a> <a href="/property/farmhouse-writer-s-retreat-in-historic-shepherdstown/HA-3213343786" class="class="static-page-link"">Farmhouse Writer&#39;s Retreat in Historic Shepherdstown</a> <a href="/property/walk-to-stores-home-in-historic-shepherdstown/HA-12120145580" class="class="static-page-link"">Walk to Stores: Home in Historic Shepherdstown!</a>

How much does it cost to rent a cottage in Shepherdstown?

The average cost for a cottage rental in Shepherdstown is $253 per night. Hawaiibeachcomber has a wide list of great cottages near Shepherdstown that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Shepherdstown that allow pets?

Yes, here are the top cottage rentals in Shepherdstown that allow you to bring your pet: Quaint Mini Cottage in Shepherdstown - Walking Distance The Getaway Cottage at Rocky Marsh Farm The Creekside Cottage: Downtown | Pet-Friendly NEW * The Getaway Cottage at Rocky Marsh Farm BEST LOCATION: Historic Shepherdstown Getaway Exclusive Wooded Chalet w Magnificent River Views Quality Inn Shepherdstown Exclusive Wooded Chalet w Magnificent River Views <a href="/all/usa/west-virginia/shepherdstown" class="class="static-page-link"">See all pet-friendly vacation rentals in Shepherdstown on Hawaiibeachcomber</a>

Do you have any rental cottages in Shepherdstown that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Shepherdstown to find one that works for you.

Are there quality cottages in Shepherdstown that have indoor swimming pools?

As of 2026, the data from Hawaiibeachcomber shows that there are Over 5 private swimming pools or cottages with indoor pools in the Shepherdstown area along with other great amenities.

Shepherdstown Cottage Rentals By Owner

Quaint Mini Cottage in Shepherdstown - Walking Distance

From US $146

9.2 (9 Reviews)

Cottage

Quaint Mini Cottage in Shepherdstown - Walking Distance

Air Conditioner
Parking
TV

Shepherdstown Cottage Rentals & Holiday Homes

Find the best cottages in Shepherdstown - We found 5 exact matches

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