Cottage holiday rentals in Jefferson County

Mountain Top View Spacious Family Cottage

Enjoy beautiful views of the entire Shenandoah valley while relaxing at the Mountain Top Family Cottage. Enjoy great fall colors. Only a 10 min 1/2 mile walk to the Appalachian Trail, where you can hike to historic Harpers Ferry. The cottage features a large living, dining and kitchen area. The master bedroom and the mountain view study provide beautiful Shenandoah valley views. Enjoy the outdoor fire pit and fire circle. Drive to the many historic and recreation areas near Harpers Ferry WV

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.

Guest Cottage on Historic Estate & Cattle Farm

Fully restored c.1900 farm house on 190 acre estate, ~1 hr from D.C. Cottage is situated at end of a farm road (past the main house and barns), very private w/ creek and cows right outside. Enjoy walks on the farm, local hikes, breweries & wineries, pick-your-own fruit farms, tubing on the Shenandoah, restaurants, antique shops, and more. 1 queen bdrm and bath on 1st flr, 2nd queen bdrm & loft with twin beds on 2nd flr. wifi, fire pit, small grill. Over 25 only, Max 4 adults. 1 SMALL DOG ONLY.

Mountain Lake Retreat-FirePit-Hot Tub-Beach-Winery

Soak in the hot tub under the stars, gather around the fire pit while pups enjoy the fenced yard, or stroll a few minutes to the sandy lake beach to swim, kayak, fish, or simply relax. Sleeping 7 in 3 bedrooms (including 2 kings), this retreat is designed to unplug. Explore Harpers Ferry, hike the Appalachian Trail, float the river, or visit nearby wineries. Stroll to the Lakeside Grill for sunset drinks, then wander back to your private deck to fire up the grill. Escape, unwind, reconnect.

Modern, private cottage at Fairview Organic Farm

Traveling Nurses welcome. Discounts for stays of 5 nights or more. Sitting atop a hill on 23 acres at historic Fairview Organic Farm, Circa 1737, the newish cottage is surrounded by pasture, organic flower gardens, history & overlooks the Harpers Ferry Gap. We are just a few miles from Charles Town, Harpers Ferry, Shepherdstown, the Hollywood Casino, the Appalachia trail, the Shenandoah & Potomac Rivers, and many historical sites. Enjoy sun rise from the deck and sunsets from the porch.

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

MOUNTAIN MAMA VACATION HOMES & CABINS Built as a private retreat for busy artists, "Art Docko" does not disappoint! All three levels of this spacious home are surrounded by windows that fill the house with dappled sunlight. The many quiet corners and meditative views make this a serene place to curl up with a book or write your own. Unwind around the fire pit with a glass of wine and panoramic views of the lake, or enjoy a swim from your private dock. Wifi is fast, if you need it.

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.

Harper's Ferry Tree House/ hot tub / nature/ trees

Cozy cabin in a private community minutes away from downtown Harper's Ferry. This cottage in the trees is situated on a wooded road and has parking for 3vehicles. You'll enjoy a large deck, inflatable hot tub, outdoor fire pit, and gated access to a beautiful picnic area with canoe/kayak/swim spot on east side of Shenandoah River. If you are interested in fishing/boating/tubing/swimming this spot cannot be beat . Ride the commuter train to DC to take in the sites. Enjoy!

4BR Mountain Retreat | Family&Remote Work Friendly

Escape to our family-friendly mountain retreat nestled between the Shenandoah River and Appalachian Trail. This 4-bedroom cottage features 2 living areas, a game room, wet bar, fire pit, grill, and 6 Smart TVs. Relax in the peaceful mountain setting while staying less than 20 minutes from Historic Harper's Ferry, local wineries, outdoor adventures, and Hollywood Casino. Perfect for families, friends, remote workers, weekend getaways and extended stays.