Shepherdstown Cottages

A street lined with brick buildings, including a bank and a restaurant.

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Our top choices for Shepherdstown cottages

1. Quaint Mini Cottage in Shepherdstown - Walking Distance

Shepherdstown

Alexandra Z.

includes taxes & fees

22 Sept - 23 Sept

2. The Carriage House at Carrot Top Cottage

Harpers Ferry

Clinton R.

includes taxes & fees

4 Oct - 5 Oct

3. Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Harpers Ferry

Zachary S.

includes taxes & fees

21 Sept - 22 Sept

4. Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland

Boonsboro

includes taxes & fees

28 Sept - 29 Sept

5. Cottage w/ Hot Tub and 100-Mile Valley Views!

Harpers Ferry

Anonymous traveller

includes taxes & fees

21 Sept - 22 Sept

6. Bring Your Own Boat - Meticulously restored house on the Potomac River

Hedgesville

Shannon W.

includes taxes & fees

1 Oct - 2 Oct

7. Woodsy Retreat with a Hot Tub and Seasonal Views!

Harpers Ferry

Amy P.

includes taxes & fees

24 Sept - 25 Sept

8. Peaceful Lakefront Cottage with Mountain Views!

Harpers Ferry

Lisa h.

includes taxes & fees

22 Sept - 23 Sept

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Top Shepherdstown Hotel Reviews

Quality Inn Shepherdstown

8/10 Good

"Clean hotel with reasonable rates. The bed was comfortable and we loved that there was a regular size refrigerator to use in the room. Close proximity to local pubs and grocery stores."

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent

"We have stayed here several times and alwys find the rooms to be clean and the beds comfortable. It is quiet, so we alwys get a good uninterrupted nights sleep. The breakfast is comprehensive,having lots of variety and all the food groups you need to start a busy day! The staff, both at the front desk and the breakfast room, are approachable and friendly."

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"We’ve stayed at this location before. The location is great to Harper’s Ferry and the view is very nice, since it is up on a hilltop. The rooms were an average hotel room, nothing fancy, but clean and comfortable. Amenities included body wash, shampoo and conditioner, which was very nice. The bathroom is small but functional. The floor gets dangerously slippery when wet, so use a towel on floor. Breakfast had all the continental breakfast options: yogurt, waffles, eggs, sausage, toast, cereal, etc. no internet service from dining room. Staff was friendly and helpful. Parking free and easy. Room was clean and A/C worked well. Slight smell in room and hallways, but not bad. Dinner in restaurant was good. I’d say a little pricey for the stay, but overall good place to stay near Harpers Ferry."

❤️ Secluded 1940s Romantic Tiny House on the River

10/10 Excellent

"I absolutely enjoyed my stay at the Stone Cottage. It was exactly what I was looking for—a quiet, peaceful solo getaway with no distractions and plenty of space to simply relax and enjoy being alone. The property was just as described and provided the perfect setting for some much-needed quiet time.The hosts were wonderful. I never even needed to speak with them in person because everything was so well prepared and easy to navigate. They were very responsive through text whenever needed, while also giving me complete privacy and space to enjoy my stay. That balance made the experience even better.If you're looking for a peaceful place to unplug, slow down, and enjoy some solitude, the Stone Cottage is a wonderful little escape. I thoroughly enjoyed my time there and would absolutely stay again."

Find out more about Shepherdstown