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
Cabin in Charles Town
4.98 out of 5 average rating, 244 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, 153 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.

Home in Berryville
5 out of 5 average rating, 4 reviews

Shenandoah River Retreat-1st floor apartment

The perfect retreat on the Shenandoah River for hikers, artists, writers. Private entrance to your exclusive 1st floor suite w/ living room, kitchenette, yoga space, art studio/dining space, bedroom, full bath. Bring your kayak, hiking shoes, paints, journal, yoga mat & enjoy nature. Short walk to boat landing. 3 or 7 mile river walk right from the door. 15 min drive grocery, cafes, shops, vineyards. Conveniently located an hour west of DC. SOLO travelers welcome. Family lives on separate floor.

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
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, 124 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.

Guest favorite
A bay window with diamond-shaped panes allows natural light to fill the space. Soft, checked curtains frame the window, providing a view of the surrounding greenery and seasonal colors outside. A tiled floor complements the neutral tones of the walls and cabinetry.
Farm stay in Catharpin
4.93 out of 5 average rating, 60 reviews

English Tudor Cottage

Take it easy at this unique and tranquil getaway. The guest cottage at Heritage Springs is on a working micro-farm with lovely views of gardens, a pond, and spacious woods. The cottage is situated far enough out of the way that you would never know you were on a micro-farm unless you decide to walk over to the barn. The cottage is 45 min. from Washington DC, but is surrounded by nature. Explore the woods, stroll the path around the pond, or take a walk to visit the animals- relax & enjoy!

Guest favorite
Home in Harpers Ferry
5 out of 5 average rating, 20 reviews

Private Mtn Retreat - Hot tub-Fire pit-SnowTubing

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
4.98 out of 5 average rating, 41 reviews

Shenandoah River House Retreat

Sitting right on Shenandoah River, 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. Harpers Ferry is 15 mins 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
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

Guest favorite
Home in Round Hill Village
5 out of 5 average rating, 7 reviews

New! Blue Ridge Oasis

CHARMING MODERNIZED FARMHOUSE ~ Nestled at the foot of the Blue Ridge Mountains just minutes from 80 different local wineries & breweries, the Shenandoah River & Appalachian Trail. Escape to an oasis privately situated on 11.5 acres in Western Loudoun County Virginia. This spacious home comfortably sleeps 10-12 guests, making it the ideal getaway for families, friends, pet lovers or nature enthusiasts! We are new to the market and working through updates and decor as we go.

Guest favorite
A spacious bedroom features exposed wooden beams and rustic log walls. A plush white bed is centered in the room, flanked by two bedside tables with lamps. A wooden wardrobe and an armchair are positioned by the window, enhancing the cozy atmosphere.
Guesthouse in Waterford
4.92 out of 5 average rating, 125 reviews

Cabin On The Creekside

Cabin on the Creekside is a log cabin located on beautiful wooded property just outside of Waterford, VA. The cabin is a perfect spot to unwind, relax, and come explore Loudoun County which is filled with wineries, breweries, farm to table restaurants, hiking trails and more! Beautifully decorated space, king size bed, large comfy couch, 75 inch TV, and kitchenette are a few highlights of the space. Looking forward to your stay!

Top guest favorite
The exterior of the cottage features a classic white facade with black shutters and a large star ornament above the entrance. Well-maintained landscaping includes small shrubs and a stone walkway leading to the door, set against a backdrop of open green fields and trees.
Guesthouse in Lovettsville
4.96 out of 5 average rating, 240 reviews

Cottage Escape in Virginia Wine Country

Tucked among rolling hills, this cozy cottage rests on 25 acres with a private lake just beyond your door. Sip wine beneath the stars, paddle at sunrise, or wander where the wildflowers grow. Just minutes from vineyards, brews, and historic charm, it's a perfect escape to slow down and reconnect. You may hear the laughter of our little ones nearby—just part of the magic here at the farm. We can't wait to welcome you.

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