Holiday rentals with a kayak in Loudoun County

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!

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.

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.

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.

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!

Cozy Home on the Potomac River in Wine Country

This private, two bedroom house sits on 10 nature filled acres and is located directly on the Potomac River with water access from the estate. We are surrounded by wineries, breweries, parks, historic towns, art and culture. It's great for couples, solo adventurers, business travelers, families (with kids) and anyone looking to escape to peace and quiet. Cozy up to the warm gas fireplace with a book, explore Loudoun and Frederick County or have fun with the many yard games we offer on site!

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!

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!

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.

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.

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

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.