Cottage vacation rentals in Jefferson County

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Top-rated cottage rentals in Jefferson County

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favourite
Cottage in Harpers Ferry
4.97 out of 5 average rating, 114 reviews

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.

Top guest favourite
The exterior of the antique schoolhouse displays rustic stonework complemented by a modern metal roof. A small covered porch is visible, with an inviting entrance framed by neatly trimmed bushes. Lush greenery surrounds the building under a clear blue sky.
Cottage in Purcellville
4.94 out of 5 average rating, 79 reviews

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.

Top guest favourite
A cascading waterfall is visible, with sunlight glimmering off the rushing water. The scene is framed by large rocks on the shoreline, while a backdrop of trees is softly illuminated in the distance. Mist rises from the water's surface, creating a serene atmosphere.
Cottage in Sharpsburg
4.96 out of 5 average rating, 203 reviews

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.

Guest favourite
The basement area features a rustic, wood countertop with high-backed chairs, creating an inviting bar setting. A spacious dining table can accommodate several guests, and the light blue walls enhance the cozy atmosphere. Soft lighting and decor add warmth to the functional space.
Cottage in Harpers Ferry
4.99 out of 5 average rating, 79 reviews

Cozy Mountain Cottage Perfect for Friends & Family

Escape into the comfort of this cozy mountain cottage. Nestled between the Shenandoah River & Appalachian Trail on the western slope of the Blue Ridge Mountain. Enjoy a fun-filled day less than 20 mins to Historic Harper's Ferry, & Hollywood Casino at Charles town Races. This cottage makes the perfect retreat with easy access to local Wineries, the Shenandoah River & Appalachian Trails. ✔4 Comfy Beds ✔Fully Equipped Kitchen ✔6 Smart TV's ✔High Speed Wi-Fi ✔Onsite Parking ✔Central A/C and Heat

Guest favourite
A scenic view from the deck reveals a calm river surrounded by trees. The space includes a railing, with a glimpse of the private dock and kayak storage below. The tranquil landscape is complemented by the clear blue sky.
Cottage in Shepherdstown
4.91 out of 5 average rating, 301 reviews

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.

Top guest favourite
Cottage in Berryville
4.99 out of 5 average rating, 156 reviews

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.

Top guest favourite
Cottage in Bolivar
4.96 out of 5 average rating, 85 reviews

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.

Guest favourite
A spacious outdoor area is showcased, featuring a brick patio with a BBQ grill and a table with chairs. Lush green grass surrounds the space, complemented by trees providing shade. The cottage is visible in the background, blending into the natural setting.
Cottage in Bolivar
4.86 out of 5 average rating, 51 reviews

"The Lovely Cottage" - Your Home Away from Home

"Perfect for Extended Stays!" Worry-free with fully stocked kitchen, fresh linens, towels, provided. Walkable location to restaurants, bars, shops, and downtown Harpers Ferry. 1 mile to the Appalachian Trail and the C&O Canal path 1.2 miles to Harpers Ferry Train Station 2.4 miles to Snow Riders 2.9 miles to Harpers Ferry Brewing Traveling with a group? We have additional listings on the same lot for additional accommodations: airbnb.com/h/cheerful-duplex-in-hf airbnb.com/h/cozy-place-in-hf

Top guest favourite
The cottage exterior features a combination of beige siding and stone facade, highlighting a spacious screened-in porch. A wooden deck extends from the front, offering access to the inviting outdoor space surrounded by grassy areas and shrubs.
Cottage in Shenandoah Junction
4.96 out of 5 average rating, 219 reviews

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.

Guest favourite
Cottage in Harpers Ferry
4.98 out of 5 average rating, 102 reviews

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.

Top guest favourite
The exterior showcases a modern cottage with a stone facade and dark siding, framed by wood pillars. Two inviting entry doors provide access, with large windows above. Flanking the doors, two comfortable chairs are positioned, each accompanied by planters, adding a welcoming charm to the entrance.
Cottage in Shepherdstown
4.97 out of 5 average rating, 207 reviews

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.

Top guest favourite
An inflatable hot tub is situated on a spacious wooden deck, surrounded by trees in a tranquil setting. The tub is covered with a protective lid, while a plastic shovel leans against the railing, highlighting the peaceful outdoor environment.
Cottage in Harpers Ferry
4.95 out of 5 average rating, 228 reviews

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!

Popular amenities for Jefferson County cottage rentals