Cottage holiday rentals in Jefferson County

Town Square Cottage | Walk to all of downtown HF

This charming cottage was built in 1837 as the original firehouse of Harper's Ferry. The town square is outside your front door, and it is a short walk to the National Historical Park, restaurants, cafes, and shopping. A perfect blend of location and history, the cottage has many modern updates including queen size bed, pull out couch, fast WIFI, washer/dryer, smart tv, and a secure shed for bike storage. Ladder in the kitchen leads to locked storage area. Living space is all on the first floor.

Historic Stone Schoolhouse on Winery Row

This antique schoolhouse building has been repurposed and has every modern convenience. It has been newly furnished and outfitted for relaxation and enjoyment of the scenic and historic area. Offers an expansive pergola deck with outdoor dining and lounge seating as well as a gas grill. The 3-acre lot provides space for playing yard games and offers a super firepit by a bold stream at the back of the property. Many wineries, breweries, historic sites, and outdoor recreation are very close by.

C&O Canal/Potomac River Lock Keepers Cottage

Located just steps away from Dam #4 on the C&O Canal / Potomac River. (marker 84.6) Perfect for a getaway or romantic weekend. Hike/bike the C&O Canal, bring your kayak/canoe/bikes, fish or swim in the river. Sit on the porch and listen to the rumble of the water falling over the dam. Local lore is this was the home of a canal lock keeper or the gate house keeper. Secluded location away from town. NOT A PARTY HOUSE/owner on site in garage apartment. Inquire if a blocked day is available.

Riverfront Cottage in Shepherdstown, WV

Escape to this tranquil, riverfront retreat with stunning, year-round river views, a private dock (available late May-Sept) & firepit. Relax, fish, explore, or visit nearby attractions in Shepherdstown, Sharpsburg, & Harper's Ferry. Two kayaks, a canoe, paddles, & lifejackets are available for your use. All water activities are at your own risk. WV DNR requires all boaters to have a lifejacket and all boats to have a whistle. Please bring your own whistle(s). MD or WV fishing license is fine.

Walk to Harpers Ferry from Penny Postcard House

Calling all history buffs: This centrally located home is a short walk to historic Harpers Ferry & the AT. Let this renovated 1900's home begin your journey to discovering the rich history of our area. Historical touches of are sprinkled throughout the house: from vintage postcards to Civil War newspapers. There are two security cameras mounted to the top the side & back doors, pointing out to the main & side entrances, driveway & backyard. They will be recording 24/7 for safety purposes.

NEW * The Getaway Cottage at Rocky Marsh Farm

Welcome to The Getaway Cottage, a charming two-bedroom, two-bath home nestled in a peaceful country setting, located just 3.5 miles from Shepherdstown. Our location offers easy access to all the exciting activities and attractions the eastern panhandle has to offer, enjoy a short country side drive to dining, shopping, hiking trails, white water rafting and kayaking adventures. The historic town of Harpers Ferry is a short 25-minute drive away, and 15 minutes to Antietam Battlefield.

Peaceful Lakefront Cottage with Mountain Views!

MOUNTAIN MAMA VACATION HOMES Your next lakeside retreat! Sit next to a roaring fire or soak in the hot tub and enjoy the long views up the lake, framed by luscious trees and with the Blue Ridge looming just beyond. In the summertime launch your kayaks right from the private dock and make a day of it on the lake. WiFi is fast at 300 Mbps, so you should have no trouble streaming or video conferencing, in case you need to work remotely.

Wild & Cozy | Harpers Ferry Mountain Escape

Enjoy a charming, rustic getaway in our mountain cottage by Lake Shannondale! This 4bd/2ba pet-friendly home with a 6-person jacuzzi, king-sized beds, pool table, is perfect for families and large groups! ★ "the Airbnb was better than the pictures." ★ "wish we could have stayed longer!" You are only: ☞ 5 minutes from The Appalachian Trail ☞ 20 minutes from Harpers Ferry ☞ <20 minutes from 20+ wineries & breweries

The Creekside Cottage: Downtown | Pet-Friendly

Welcome to the Creekside Cottage, a 2 bedroom/1.5 bathroom spacious home, offering a secluded escape by the creek yet just a short stroll through the gardens of Shepherdstown to shopping and dining. Perfect for getaways, family visits, or university stays, this Creekside Cottage offers a roomy interior, cozy living room, modern kitchen, fire pit, and a private patio & porch to be enjoyed along the Town Run.