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Vacation rentals in Shepherdstown

Vacation rentals in Shepherdstown

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Shepherdstown

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Garden Room and Bath in Historic District
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bath
    Garden Room and Bath in Historic District

    Your bedroom overlooking the garden with private patio awaits you in my serene bungalow in historic Shepherdstown, WV. Enjoy self check-in through your separate entrance and keypad lock. Free parking for your car. Walk downtown in five minutes to all that Shepherdstown has to offer - Shepherd University, restaurants, shopping, pubs, and theatre. Close by: the C&O Canal Tow Path, Potomac River, Harper's Ferry, and Antietam National Battlefields. Bikers and hikers are especially welcome!

    What guests are saying:

    “Diane has certainly earned her title of " super host" !! Great location , easy walk to town and the neighborhood is rich with history . Our room was very nicely appointed with Diane's " extra distance" thoughtful touches . The fireplace lended a warm and calming atmosphere after a long day on the road . We plan to return and encourage anyone considering a stay to do so . Ten stars !!!”

  • ❤️ Secluded 1940s Romantic Tiny House on the River
    SUPERHOSTTiny house · 2 guests · 1 bed · Half-bath
    ❤️ Secluded 1940s Romantic Tiny House on the River

    Relax and escape to the peace and quiet by the Potomac river, and wake to beautiful romantic views of the river and mountains, in this romantic 200 square foot tiny house situated on 2.5 acres, 450 feet of river front land. Explore and partake of all the activities on the river and surrounding area, just 1 mile from Shepherdstown. Fish, bike, kayak, tube, or just sit by the river and watch the birds and wild life. Read by the river or in the quiet comfort of the house, w/ some wine on us.

    What guests are saying:

    “Yocencia was such a lovely host! She responded extremely fast to our questions and made sure the house was stocked with anything we might need along with some cute touches. The views of the river were beautiful! We loved spending time outside by the firepit. If you’re thinking about staying here I recommend it! As soon as I saw this place I knew I would love it and my expectations were not let down at all!”

  • Cozy School Bus Conversion
    SUPERHOSTPrivate room · 3 guests · 1 bed · 0 baths
    Cozy School Bus Conversion

    Thanks for checking out the bus. It has been a joy to meet so many nice people since we listed it on Airbnb. The bus is just a short walk from our house where you can use the bathroom and kitchen if you need. Thanks again!

    What guests are saying:

    “It was a great place to stay! It was like glamping taken to the next level! The bus was accommodating, all you need to do is bring a cooler and you can make whatever you need with the fireplace or grill! Their house is right next to the bus so if you need to take a shower or the restroom, it's a few steps away!Will and Sabrina were very nice and helpful! Their dogs were extremely friendly and my dog enjoyed theirs. Definitely going to go again!”

Vacation rentals for every style

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Popular amenities for Shepherdstown vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River
SUPERHOSTTiny house
❤️ Secluded 1940s Romantic Tiny House on the River
Price:$54 CAD/night
Garden Room and Bath in Historic District
SUPERHOSTPrivate room
Garden Room and Bath in Historic District
Price:$110 CAD/night
Leeland
SUPERHOSTEntire house
Leeland
Price:$124 CAD/night
Explore Shepherdstown from Modern Downtown apt
SUPERHOSTEntire apartment
Explore Shepherdstown from Modern Downtown apt
Price:$136 CAD/night
Historic Scrabble, Shepherdstown
SUPERHOSTEntire guest suite
Historic Scrabble, Shepherdstown
Price:$90 CAD/night
The Little Schoolhouse
SUPERHOSTEntire house
The Little Schoolhouse
Price:$103 CAD/night
Cozy School Bus Conversion
SUPERHOSTPrivate room
Cozy School Bus Conversion
Price:$94 CAD/night
1 Bedroom Apt in Historic Downtown Shepherdstown
SUPERHOSTEntire apartment
1 Bedroom Apt in Historic Downtown Shepherdstown
Price:$172 CAD/night
Cottage at Rockymarsh
SUPERHOSTEntire cottage
Cottage at Rockymarsh
Price:$158 CAD/night
Harpers Ferry Haven
SUPERHOSTEntire guesthouse
Harpers Ferry Haven
Price:$138 CAD/night
Guest house W/sauna. Hot hub removed due 2 CV.
Entire guesthouse
Guest house W/sauna. Hot hub removed due 2 CV.
Price:$103 CAD/night
Small Town Living: Charming House in Shepherdstown
SUPERHOSTEntire house
Small Town Living: Charming House in Shepherdstown
Price:$248 CAD/night
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