Top Guest Houses in Jefferson County in 2025

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Top Cities in Jefferson County

Harpers Ferry National Historical Park which includes heritage elements and a small town or village

Featured Guest Houses in Jefferson County

Relax by the serene pool surrounded by lush greenery and vibrant flowers.

"A lovely setting...breakfast was fantastic...cook was charming & everything was tasty & homemade. "

CA $492 total

includes taxes & fees

Aug 9 - Aug 10

Stroll through the beautifully landscaped grounds, surrounded by lush trees and shrubs, and enter through the elegant gate.

"Thanks to Zach for having managed and prepared our wonderful weekend stay, despite the rain. The cottage was amazingly cozy and decorated with the perfect taste. All the family has been spoiled like never with all treats, coffee, and all it takes for a perfect relaxing weekend. Highly recommend indeed."

Four-poster bed with a dark finish and white bedspread, accompanied by a matching bench and two bedside tables with lamps.

"The bluebird suite was beautiful and clean. Access was easy and the owner was very accommodating. breakfast food provided in the room, which was a nice touch. 10 minute walk into town down a steep hill but there were also a couple nice restaurants very close and the AT conservancy office is right across the street. "

CA $294 total

includes taxes & fees

Aug 10 - Aug 11

Stunning two-story home with a gabled roof and inviting front porch.

"Very clean and had everything we needed to make our own meals. Also centrally located to National parks, hiking trails (AT), and a beach."

CA $204 total

includes taxes & fees

Aug 11 - Aug 12

Guest House with a traditional porch and well-manicured lawn.

"Great location! Close to walk to restaurants, activities"

CA $294 total

includes taxes & fees

Aug 10 - Aug 11

Two single beds with plaid bedding, a bedside table, and a lamp, set against a light-colored backdrop.

"We enjoyed our stay. We liked the room and the fact it was close to town which made going places easy. "

CA $239 total

includes taxes & fees

Aug 10 - Aug 11

"Great property, conveniently located to attractions. Host was extremely responsive and friendly. Home and surrounding property was immaculate. We will be staying here again when back in the area. "

CA $667 total

includes taxes & fees

Aug 10 - Aug 11

Experience a warm and inviting space with a traditional design, perfect for relaxation and socializing.

"Beautiful Guest House well appointed on beautiful acreage. Would encourage everyone to visit. Host was very helpful and accommodating. You will enjoy the stay ! "

Step into a serene garden oasis with a charming pergola and lush greenery.

"This is a very nice property with a large outdoor space that is perfect for summer. The decor is refined mid-century kitsch and will put you in a good mood. Close connections to Shepherdstown, Antitetam Battlefield, and Harpers Ferry. A quiet and relaxing getaway."

CA $396 total

includes taxes & fees

Aug 12 - Aug 13

Relax in this spacious living room with a high ceiling and large windows offering views of lush greenery.

"We came to get away from the city for a few days. This was the perfect location to relax with river views but close enough to walk to downtown for food. The Host was very friendly and we loved the room. "

CA $417 total

includes taxes & fees

Aug 10 - Aug 11

Harper's Guest House features a charming porch and a welcoming entrance.

"Lovely room, easy check in/out, and thoughtful amenities. Would absolutely stay again!"

CA $332 total

includes taxes & fees

Aug 10 - Aug 11

Here are the captions for each image: 1. "Enjoy cooking and dining in this well-equipped kitchen with a central island, bar stools, and flat-screen TV."
2. "Play a game of tennis on our outdoor court with a fence and surrounding building."
3. "Take in the breathtaking views of the surrounding hills from our property."
4. "Unwind in this bathroom with a bathtub, shower, and ample storage.

"We had a great time at this rental! Would definitely stay again!"

Escape to a serene garden oasis with lush greenery and a charming picnic area.

"Going to visit Luray caverns and the Shenandoah mountains while out at this beautiful tiny home was amazing for the weekend."

Cozy multi-level room with a bunk bed setup and a separate wooden slat bed.

"Stayed at the Train Station Lodge for 3 nights and went golfing with a group of guys. All the beds were pretty comfy. All the amenities worked and were great! "

Relax in a serene garden setting surrounded by lush greenery and vibrant plants, with a cozy fire pit and comfortable seating.

"Winchester was such a lovely town with so many things to do and see. We enjoyed coming home to the cottage each night with its screened-in patio and relaxing view of flowers and shade trees. The cottage was cozy and clean with plenty of linens and staples. I would stay here again, the location was excellent."