Vacation rentals with a kayak in Loudoun County

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Top-rated kayak rentals in Loudoun County

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Top guest favorite

The log cabin features a welcoming front porch with seating and vibrant hanging plants. A gravel pathway leads to the cabin, surrounded by green grass and trees, while a fenced area is visible beside the porch, enhancing the private outdoor space.

Cabin in Charles Town

4.97 out of 5 average rating, 239 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!

Top guest favorite

A bright living area is presented with large windows allowing natural light to fill the space. Comfortable furnishings include a sectional sofa and a circular coffee table, while a patterned area rug adds warmth. A television is mounted on a dark cabinet, enhancing the room's functionality.

Farm stay in Purcellville

4.98 out of 5 average rating, 146 reviews

50-Acre Farmhouse Getaway Oasis in VA Wine Country

Just 1 hour from Washington DC, the spacious and tranquil Farmhouse at Dogwood Pond resides on 50 acres of land, and includes a large pond equipped for fishing. Our guests enjoy the nearby Purcellville Historic District for quality restaurants and cafes, vintage shopping, and the W&OD trail entrance at the old Purcellville train station. The property is also a swift 20 minute drive to historic downtown Leesburg, Waterford, Harper's Ferry, and endless wineries, breweries, hiking and bike trails.

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, 48 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

The exterior of the historic stone home features a vibrant red front door framed by lush greenery. Flower pots with red blooms are positioned on either side, adding a touch of color. Stone steps lead up to the entrance, surrounded by well-maintained landscaping.

Home in Purcellville

4.97 out of 5 average rating, 35 reviews

Historic 1793 Stone House

Feel at home in this unique property in western Loudoun County, where it’s easy to visit numerous wineries, breweries & distilleries. Located in the historic town of Hillsboro is this stone home built in 1793 & restored in 2014 w/ exposed interior stone walls & original log beam ceilings w/ a fireplace in each room; a cozy country kitchen & bathroom downstairs, plus a modern bathroom & laundry/dressing room upstairs. The backyard always has something interesting to enjoy no matter the season.

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, 233 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.

Superhost

A covered outdoor patio is visible, featuring two wicker chairs with cushions and surrounded by planter boxes filled with flowers. A view of well-maintained greenery and a gravel area highlights the peaceful outdoor setting.

Cottage in Marshall

4.89 out of 5 average rating, 111 reviews

Garden Oasis outdoor entertainment at FrogPointe.

Nestled in between The Plains and Middleburg, this charming cottage is ready to help you relax. Perfect for family and friends during horse events nearby, like Gold Cup, Middleburg Film Festival, Christmas in Middleburg, Twighlight Polo, and much more. Fully functional kitchen with all you could need to cook a meal, fully furnished, indoor and outdoor dining, two large modern bathrooms, and internet / movies for a calm night in. Please be mindful this property is near a train track, charming!

Guest favorite

An aerial view captures the expansive 10-acre property alongside the Potomac River, surrounded by lush greenery and rolling hills. The home is positioned centrally within the landscape, with the river glistening in the distance and wooded areas enhancing the natural setting.

Home in Leesburg

4.97 out of 5 average rating, 122 reviews

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

Welcome to Potomac Overlook Farms, where comfort meets nature on 10 acres along the Potomac River. Surrounded by wineries, breweries, and historic towns, this 5,000 square foot estate offers access to adventure and relaxation. The spacious home comfortably sleeps 16, with an optional guest house for 5. Please inquire about the guest house at booking. Our property, unfortunately, does not offer wheelchair accessibility. The pool is available for your enjoyment from April 1 to September 1.

Top guest favorite

Farm stay in Lovettsville

5 out of 5 average rating, 14 reviews

Cottage Nook - The Blue Hydrangea Retreat Center

This rustically elegant, one-bedroom cottage is nestled on a peaceful 28-acre horse farm, surrounded by forest and a nearby brook. Perfect for nature and equine enthusiasts, this light-filled space features picture windows throughout, a private patio, full kitchen, and W/D. See the guidebook on this listing for info on farm-fresh meals; and wellness services, like yoga, meditation, sound baths, reiki, and horse experiences. We also list another room in a shared space on the property.

Guest favorite

A charming house is nestled among lush greenery, featuring a warm brick exterior with white trim. The front porch welcomes visitors, framed by well-maintained landscaping and trees, providing a serene outdoor environment.

Home in Harpers Ferry

5 out of 5 average rating, 16 reviews

Wineries-Hot tub-Fire pit-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

The expansive back view of the house features a combination of stone and siding with multiple balconies. A gravel area is set with several red Adirondack chairs, arranged around a fire pit, offering a perfect outdoor gathering space.

Home in Charles Town

5 out of 5 average rating, 21 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 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

4.89 out of 5 average rating, 45 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!