Holiday rentals with a kayak in Loudoun County

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Top-rated Accommodation with a Kayak in Loudoun County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Charles Town

5 out of 5 average rating, 23 reviews

Shenandoah River House Retreat

New April 2024! We are excited to offer a peaceful wooded retreat for our guests! 4-bedroom (sleeps 8 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.

Top Guest favourite

Cabin in Charles Town

4.97 out of 5 average rating, 223 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 favourite

Farm stay in Purcellville

4.98 out of 5 average rating, 131 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.

Superhost

Cabin in Harpers Ferry

4.84 out of 5 average rating, 32 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.

Superhost

Home in Harpers Ferry

4.83 out of 5 average rating, 220 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

Chalet in Harpers Ferry

4.92 out of 5 average rating, 38 reviews

Hot Tub, Game Room, River Access, Fire Pit & Grill

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 and explore nearby hiking and outdoor adventure. The highlights: - Relax in the Hot Tub - Roast marshmallows in the Fire Pit - Enjoy a fun game night - poker table and ping pong - Community River Access and kayaks

Guest favourite

Guesthouse in Purcellville

4.87 out of 5 average rating, 52 reviews

Garden Cottage

Enjoy this quaint Garden Cottage in the backyard of the 1793 Stone House & experience the tiny town of Hillsboro. Perfect for a couple’s getaway to enjoy Virginia wine country or if you’re coming for a wedding or other event. It’s 5 miles from the Appalachian Trail that’s great for any day-hikers or a nice break for thru-hikers. Like a hotel room, but much better with your own private space & lovely back porch to relax & enjoy the many flowers in the backyard. You won’t want to leave!

Guest favourite

Farm stay in Round Hill Village

4.93 out of 5 average rating, 406 reviews

The Goat Loft - A Private, Peaceful Getaway!

Private Blue Ridge Retreat – Nature, Hiking, and Relaxation Escape to 13 acres of peaceful woodlands and pasture at the base of the Blue Ridge Mountains. Enjoy the goats from the private deck, perfect for stargazing at night! Nearby, hiking on the Appalachian Trail, cycle scenic routes, or explore historic towns, wineries, and breweries. The Potomac and Shenandoah Rivers offer even more outdoor adventures. A perfect mix of tranquility and adventure, but just minutes from everything!

Guest favourite

Cottage in Marshall

4.92 out of 5 average rating, 95 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. This property stands out for its limitless outside fun!

Top Guest favourite

Guesthouse in Lovettsville

4.95 out of 5 average rating, 221 reviews

Cottage Escape in Virginia Wine Country

Welcome to LoeLynn Farms! ✔ Peaceful two-story cottage on 25 private acres ✔ Located in Virginia’s Wine Country, 75 minutes from D.C. ✔ Enjoy a private lake, outdoor living spaces, and a fully equipped kitchen ✔ Close to wineries, breweries, restaurants, and historic neighborhoods ✔ Ideal for a romantic getaway or a serene retreat • Note: The main home is roughly 60 meters from the Guest House, so you may hear our kiddos from time to time playing! We can't wait to host you!

Tiny home in Point of Rocks

5 out of 5 average rating, 3 reviews

Cozy Custom-built Cottage with WiFi

Refresh your mind, body and spirit from the world or during your C&O hiking/biking adventure when you stay in this rustic gem! Custom-built cottage near C&O Canal towpath and MARC Train with easy access to DC museums and monuments, Harper’s Ferry, Leesburg, downtown Frederick, Brunswick, Appalachian Trail and more! Situated in a quiet neighborhood just minutes away from the scenic Potomac River as well as endless historic and recreational activities!

Guest favourite

Home in Charles Town

4.89 out of 5 average rating, 44 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!