Vacation rentals with a kayak in Jefferson County

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Top-rated kayak rentals in Jefferson County

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

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Top guest favorite
Cabin in Charles Town
4.98 out of 5 average rating, 242 reviews

Vintage Riverfront Log Cabin “Emma” w/hot tub

“Emma” is a Shenandoah Riverfront Log Cabin hand built in 1900’ , she was just newly renovated. Come, Relax, you are on “River Time”. From the front porch, stroll the yard, and across the road, to access the Shenandoah riverfront dock. Here, the river is wide, and the view is amazing, launch a kayak or tube, fish from the dock. Enjoy your evenings around the campfire. From the cabin, you are just a few minutes away from Historic Harpers Ferry, wineries, breweries, hiking trails Enjoy!

Guest favorite
An aerial view showcases the expansive Potomac River surrounded by lush greenery and rolling hills. The property features a large grassy area leading to the river's edge, set against a backdrop of dense trees and distant mountains.
Home in Harpers Ferry
4.93 out of 5 average rating, 152 reviews

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

Just 12 min from Harpers Ferry National Historical Park, this recently renovated & refurnished home is located ON THE POTOMAC RIVER! Stairs just off the huge backyard lead you into the river, or take a short car ride to our private riverfront gazebo & fire pit. Hot tub, kayaks, SUP, river tubes & more! Located 1.5 hours from DC and Baltimore, dozens of wineries/breweries within 15 miles, 10 min from River Riders, & 18 min from Charlestown Races & Slots! Golf cart no longer included with rental.

Top guest favorite
A vibrant sunset casts a colorful glow above a calm river, framed by silhouettes of trees. The warm hues of orange, red, and yellow contrast with the cool tones of the snow-covered ground, providing a serene view of nature in the evening light.
Cabin in Harpers Ferry
4.9 out of 5 average rating, 52 reviews

Riverside Retreat on Shenandoah River

Quaint 3 bedroom cabin located on 1.5 acres with direct river access to the Shenandoah River. Great get away from the city! Fishing, tubing, kayaking, swimming, mountain biking, Appalachian/Rolling Ridge Foundation trail hiking, and campfires are within walking distance. Virginia wineries, breweries, white water rafting, casino/horse racing, car racing, Harpers Ferry and Charles Town historic sites are less than 30 mins. from the cabin. Or just listen to nature! Only 90 mins. from DC area.

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, 294 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.

Superhost
A Cape Cod style home is shown, featuring a brick and siding exterior. Green grass surrounds the property, and flowering shrubbery blooms near the entrance. Steps lead up to the front door, framed by large windows that enhance the light-filled atmosphere.
Home in Harpers Ferry
4.82 out of 5 average rating, 237 reviews

Large Home, Hot Tub, Large Wooded Rear Yard/Annex

Country Roads Inn- Huge Cape Cod style home in a partially wooded setting adjacent to River Riders Adventure Resort with evening sunset views, a hot tub, huge yard and lots of space for your group. Twin kitchens, cookware, dining space for 20 and a full finished basement mean plenty of place for your group to gather. Starting 4/13/25 Additionally when PAYING FOR EXTRA GUESTS, we have an annex with 3 extra bedrooms, a kitchenette, and 2 full baths. Must pay for 16 guests to access to all rooms.

Top guest favorite
A serene lagoon is depicted, with two individuals quietly floating in the calm water, surrounded by lush greenery and rocky cliffs. The surface mirrors the tranquil sky, while the soft colors of the setting sun enhance the peaceful atmosphere.
Villa in Harpers Ferry
4.99 out of 5 average rating, 83 reviews

Amazing Lagoon, Beach, Cross Fit Gym, Fishing

This the definition of "Wild and Wonderful West Virginia! magical place, a former rock quarry now lagoon. There is no public access to this property. The only access to the Lagoon, Beach and other amenities is via booking or owners explicit permission. This is a complete unit that is on its own level, own access, own parking, own amenities, Owners live on upper level with fully separate entrance, parking, access, etc. No shared internal spaces. Double sound insulation, no noise worries.

Guest favorite
A view from a covered porch includes two white Adirondack chairs positioned on a wooden deck. The railing offers an unobstructed sightline to the river, framed by trees with early spring foliage along the shore, creating a peaceful atmosphere.
Home in Shepherdstown
4.79 out of 5 average rating, 189 reviews

Plum Lazy on the Potomac

With stunning views and prime river access, Plum Lazy is nestled on three partially-wooded acres sloping gently to the water's edge. Enjoy 150 feet of shoreline with a large landscaped expanse of grass perfect for play, picnics, or just shady naps. This riverfront area is exclusively for you and guests at our cabin on Knott Road. A rocky peninsula extends your riverfront another 100 feet into the Potomac. The large deck and stone patio features a variety of seating options and gas grill.

Guest favorite
Home in Harpers Ferry
5 out of 5 average rating, 19 reviews

Hot tub-Fire pit-Wineries-Game Rm-Private-Lg deck

Discover the beauty of Harpers Ferry and the Shenandoah River with this fully equipped house. This spacious retreat offers a hot tub, game room, community river access with two kayaks available for use, and more. Relax in the private hot tub, or enjoy a poker night in the game room, explore nearby hiking and outdoor adventure, visit one of the nearby wineries, explore Harper’s Ferry, or try your luck at Charles Town casino. Relax with the whole family at this peaceful place to stay.

Top guest favorite
Home in Charles Town
5 out of 5 average rating, 23 reviews

Stunning View, Riverfront Privacy, 18-Acre Estate!

Escape to our spacious 18-acre estate perfect for large groups to reconnect & unwind. Enjoy privacy, beautiful nature & a range of activities - from relaxing riverside to gathering around the fire pit under the stars. Explore local trails, wineries & breweries. ⭐ “The only downside - that we didn't stay longer!” 🌄 HIGHLIGHTS ✓ Spacious & built for convenience ✓ Beautiful views, riverfront access & proximity to trails ✓ Easy access to wineries, breweries & other local attractions

Top guest favorite
A view of the charming two-story home set among tall trees on a well-maintained lawn, showcasing a natural and peaceful setting. The property features a fenced yard and a distant shed, blending well with the surrounding woodland landscape.
Home in Charles Town
4.98 out of 5 average rating, 41 reviews

Shenandoah River House Retreat

We are excited to offer a peaceful wooded retreat for our guests! 4-bedroom (sleeps 9 comfortably) 1.5-bathroom home located on 2.5 acres with the Shenandoah River & Blue Ridge Mountains right outside the front door. Swim, fish, kayak, tube the river, hike the Appalachian Trail, and other trails in the area. Harpers Ferry is 15 minutes away. Unplug, relax, have a bonfire, or watch a movie in front of the cozy warm wood stove. Pets are welcome with a fenced front yard if needed.

Guest favorite
A spacious living area features a comfortable seating arrangement and a coffee table on a decorative rug. Large glass doors offer views of the outdoor deck and rolling hills beyond, enhancing the connection to nature. A ceiling fan and wood beams add to the inviting atmosphere.
Home in Charles Town
4.84 out of 5 average rating, 58 reviews

Modern Country House on the Shenandoah River

Come and immerse yourself in year-round nature and the beauty of the Shenandoah River and Blue Ridge Mountains, 70 mins from DC! There are 3 bedrooms and 3 full baths, and plenty of indoor and outdoor space to relax in. Swim, float or kayak on the Shenandoah river, hike the Appalachian trail and visit many award winning wineries & breweries, farms, charming historical towns. Adventure, history, nature, winery and breweries, relaxation, there’s something for everyone!

Guest favorite
A vibrant sunset paints the sky in shades of pink and purple, casting a warm glow over the rolling hills. A grassy foreground leads to trees in the distance, creating a serene natural landscape.
Guest suite in Charles Town
4.87 out of 5 average rating, 47 reviews

Hoping to see a Sasquatch?

Whether you're looking for hiking, river adventures, ziplining, a day at the beach (Mountain Lake Club) or just want to get away for a little R&R our place has it all within 15 to 30 minutes driving. Walking distance to the beautiful Shenandoah river, plenty of space to park if you want to bring a small boat. Spend the day out in nature, then come home to hotel style living. After a nice shower, get the fire pit going and cook out! We love pets!

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