A wooden bridge over a gravel path, surrounded by trees and a stone wall, leading to a building with a spire.

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Jefferson County Accommodation: Most Popular Cities to Stay

A street with cars, a Jeep, and a building with a sign that says "Visitor Center".
Holiday RentalsHoliday Rentals

Charles Town

Charles Town
A street lined with brick buildings, including a bank and a restaurant.
Holiday RentalsHoliday Rentals

Shepherdstown

Shepherdstown

Our top choices for Jefferson County holiday rentals

A spacious living room with a large window, a wooden coffee table, and a sofa.

1. Schilling House

Schilling House
3.0 star property
Bolivar
The price is 6.343.785 ₫
8.074.100 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Schilling House
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

2. Walk to Stores: Home in Historic Shepherdstown!

Walk to Stores: Home in Historic Shepherdstown!
3.0 star property
Shepherdstown
The price is 3.112.725 ₫
9.137.006 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Walk to Stores: Home in Historic Shepherdstown!
A modern bedroom with a large bed, a view of a forest through floor-to-ceiling windows, and a minimalist design.

3. Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view
3.5 star property
Mercersburg
10.0 out of 10, Exceptional, (29 reviews)
"Great place to unwind and relax."
United States
Candace
The price is 10.595.911 ₫
15.625.761 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Mirror Villas - Modern Retreat with private hot tubs and mountain view
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

4. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
3.0 star property
Williamsport
10.0 out of 10, Exceptional, (1 review)
"The place was just beautiful "
United States
Derrick
Large Family Home: 5 Mi to Dtwn Hagerstown!
A spacious living room with a fireplace, a television, and a large window with curtains.

5. 2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
6.4 out of 10, (12 reviews)
"This place was wonderful. When have stayed at 4 different cabins like this and this was our favorite. The place was cozy and clean. The pantry was well stocked. The fire pit even had a wood fire prepared. The owners were really nice and communicated well. The facilities at the woods were included We live very the location and the hot tub Highly recommend"
United States
Christopher
The price is 4.062.492 ₫
7.136.115 ₫ total
includes taxes & fees
19 Nov - 20 Nov
2-Bedroom cabin Hot tub Fireplace PS5
A garden with a wooden pergola, a table with chairs, and a variety of plants and flowers.

6. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
The price is 10.485.134 ₫
17.493.944 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
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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Top Jefferson County Hotel Reviews

Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent
"The room was clean. The beds comfortable and the shower great. I was really surprised and it was nice coming back to and relaxing. It’s literally the next stop over from the historic lower Harper’s ferry district."
Colton 1-night trip
Posted 7 hours ago
Quality Inn Harpers Ferry - Charles Town