Cottage vacation rentals in Jefferson County

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Top-rated cottage rentals in Jefferson County

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Guest favorite
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
4.94 out of 5 average rating, 34 reviews

"The Lovely Cottage"." Your Home, Our Hospitality"

"Worry-Free Stay: Fully Stocked Kitchen, Linens, Towels & Essentials". Charming Cottage!!! This fully remodeled house is ready, and the workmanship is absolutely amazing! Central and walkable distance to restaurants, bars, and shops of downtown Harpers Ferry. 1 mile to the Appalachian Trail and the C&O canal path. Explore the beautiful views and the history of the town, then return to this unique and comfortable Cottage to make for an enjoyable getaway. Sleeping for 4 people. Bed & sofa queen

Superhost
A blue cottage sits on a hillside, featuring a spacious porch with white railings. A grassy yard extends downward, revealing expansive views of the Shenandoah Valley. The sky is partly cloudy, contributing to the serene outdoor setting.
Cottage in Harpers Ferry
4.81 out of 5 average rating, 162 reviews

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

Top guest favorite
A quaint cottage with a yellow exterior and a blue-trimmed roof is featured, surrounded by lush green grass. The entrance is accessed by a set of stairs, flanked by two adirondack chairs. A small shed with a yellow door is positioned nearby, adding to the charm of the property.
Cottage in Harpers Ferry
4.99 out of 5 average rating, 70 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 favorite
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
4.92 out of 5 average rating, 66 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 favorite
Aerial view shows the house nestled among vibrant greenery, with the winding Potomac River visible nearby. The surrounding trees create a secluded atmosphere, enhancing the natural beauty of the landscape under a clear blue sky.
Cottage in Sharpsburg
4.96 out of 5 average rating, 192 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 favorite
A welcoming bedroom features a spacious bed with a textured white coverlet and accent pillows. The room is complemented by a wooden headboard and side tables. A doorway leads to an ensuite bathroom with a modern vanity, offering convenience and accessibility.
Cottage in Harpers Ferry
4.99 out of 5 average rating, 72 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 favorite
A welcoming living area features a comfortable gray sofa with colorful cushions, accompanied by a plush armchair. Natural light filters through large windows, offering views of the river. A decorative rug adds warmth, while a coffee table and a cozy chair complete the space.
Cottage in Shepherdstown
4.9 out of 5 average rating, 290 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 favorite
A well-appointed kitchen features a central island with a marble countertop, surrounded by wooden cabinets and modern appliances. Natural light floods in through large windows, illuminating the dining area with a small table and four chairs. A patterned rug adds warmth to the wooden flooring.
Cottage in Berryville
4.99 out of 5 average rating, 144 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 favorite
The exterior of a two-story cottage is presented, featuring a blend of dark green siding and stone accents. Large windows are illuminated, highlighting a welcoming entrance. Surrounding trees are bare, indicating the season, while a spacious yard of grass and earth is visible in the foreground.
Cottage in Shepherdstown
4.97 out of 5 average rating, 174 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 favorite
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, 209 reviews

Modern, private cottage at Fairview Organic Farm

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 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.

Superhost
Cottage in Harpers Ferry
4.83 out of 5 average rating, 206 reviews

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

Welcome to your cozy mountain basecamp near Harpers Ferry! Whether you're here to hike, unwind, or make memories, this cabin’s got you covered: 🔥 Relax by the firepit under the stars 💦 Soak in the private hot tub after a day of exploring 🥾 Minutes from hiking trails, rivers, and history 🐾 Dog-friendly so your furry friends can join the fun 🌲Perfect for couples, families, or small groups 🌲 Surrounded by peaceful woods and mountain air

Superhost
A hot tub is situated outside on a covered deck, with bubbles visible in the water. Soft outdoor lighting hangs overhead, casting a warm glow. The view of the serene lake and surrounding trees is framed by the structure, enhancing the peaceful retreat atmosphere.
Cottage in Harpers Ferry
4.96 out of 5 average rating, 116 reviews

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.

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