Vacation rentals with a kayak in Shenandoah Valley

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Top-rated kayak rentals in Shenandoah Valley

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Top guest favorite
The cabin is nestled among tall trees, supported by stilts. Its architecture features a combination of dark siding and wooden beams, with a spacious deck visible, furnished with outdoor seating. Natural greenery surrounds the structure, creating a peaceful atmosphere.
Cabin in Woodstock
5 out of 5 average rating, 114 reviews

The Bird's Nest - Cabin by the River

Located on one of the Seven Bends of the Shenandoah River, the Bird’s Nest is a brand new, custom built 800 square foot cabin featuring an open loft with king bed and skylights, steam shower, heated bathroom floor, and gas fireplace. Exterior amenities include a hot tub, gas grill, gas fire pit table, fire pit by the river, and private river access in a peaceful, wooded setting. Kayaks/tubes are available to use to float down the river with the unique ability to park/exit on the hosts’ property.

Top guest favorite
The rustic log cabin is framed by a lush green landscape. A covered front porch extends across the front, featuring a stack of firewood neatly arranged beside it. Large windows allow natural light to illuminate the interior, while a charming arched window adds character to the upper level.
Cabin in Schuyler
4.99 out of 5 average rating, 129 reviews

Very Private Cabin - H'Owl at the Moon Farm

"Into the forest I go... to lose my mind and find my soul." -John Muir Incredible cabin nestled in the center of 70 very private acres. Relax and unwind to the sights and sounds of frogs, crickets, & owls. Ideal for families and couples. The Cabin offers close proximity to the James River & tubing, UVA, and many wineries. You will see millions of stars and gain the serenity that can only come from nature. The Cabin is also only 20 minutes away from all that Charlottesville has to offer!

Guest favorite
The exterior of the cabin is showcased, featuring a wraparound deck with ample space and an umbrella for shade. The wooden structure is surrounded by lush greenery, with a gravel driveway leading up to the entrance. A soft sunset casts warm colors across the sky.
Cabin in Luray
4.93 out of 5 average rating, 131 reviews

Pets? YES! Hot Tub | Pool Table | Fire Pit | Wi-Fi

Deer Forest Lodge is your home for fun. Steps from Shenandoah Outfitters, it is a great base for all of your river adventures. It is also close to some of the area's best hikes in Shenandoah National Park and GWNF. Soak in the views of Skyline Drive and revel at the majesty of Luray Caverns. Tour wineries, breweries, and distilleries, then return to the easy comfort of the lodge to relax in the hot tub, enjoy a game of pool, and swap stories of the day's adventures around a roaring campfire.

Top guest favorite
A charming cottage is nestled among mature trees and vibrant landscaping, featuring a welcoming entrance. The rustic structure is complemented by lush greenery and seasonal foliage, emphasizing a serene, natural setting.
Guesthouse in Earlysville
4.98 out of 5 average rating, 377 reviews

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

Guest favorite
The cabin is viewed from above, showcasing a charming exterior with hand-hewn logs and a stone chimney. A spacious front porch invites relaxation, surrounded by lush greenery. The landscape features a well-maintained lawn, adding to the cabin's natural appeal.
Cabin in Luray
4.94 out of 5 average rating, 364 reviews

Riverfront Cabin! Fireplaces, Farm, Trail & Kayaks

Authentic log cabin nestled by the Shenandoah River in Luray, Virginia. Over 800 5-star reviews! Remote workers paradise! Acres of private riverfront. Use our water equipment and walk the trail. Cozy up next to the wood-burning fireplace in the winter. Easy drive to the Luray Caverns, Shenandoah National Park, George Washington National Forest, Massanutten or Bryce Resorts for skiing, and much more. Fresh farm eggs and firewood sold on site. This year-round cabin is your next vacation!

Guest favorite
Cabin in Woodstock
4.9 out of 5 average rating, 118 reviews

Shenandoah Riverfront w/ Hot Tub & Cold Plunge!

Escape to Agua Serena, a peaceful Shenandoah Riverfront retreat where families, couples & small groups unwind w/ mountain views & cozy nights by the fire. Enjoy the hot tub, seasonal indoor pool, nearby hikes, wineries & stargazing. ⭐ ā€œBeautiful, peaceful, and relaxing—the perfect getaway!ā€ – Miriam 🌄 HIGHLIGHTS āœ“ Riverfront views, hot tub & seasonal indoor pool (cold plunge in the Winter!) āœ“ Family-friendly w/ toys, games āœ“ Near wineries, Shenandoah hikes & small towns

Guest favorite
A screen-enclosed porch offers views of the surrounding trees and lake. Comfortable seating includes wooden chairs and a sofa, complemented by a patterned area rug. Soft lighting is provided by string lights overhead, enhancing the peaceful atmosphere of the space.
Cabin in Stanardsville
4.92 out of 5 average rating, 306 reviews

Waterfront 20 Mins to National Park & Massanutten!

Experience true lakefront living in this adorable home. Charlottesville & Massanutten Ski Resort are 25 mins. away & Harrisonburg is 30 mins away; golf course is 9 mins. away. This beautifully decorated 2 bed, 1 bath home is perfect to spend a quality vacay all year round. We have everything you need to enjoy the lake including hot tub, canoes, stand up paddle boards, 4 person paddle boat, kayak,, fishing & beach gear. The community has a nice beach w/ pavilion. Your dogs are welcome!

Guest favorite
A charming cabin is set among tall pine trees, featuring a welcoming front porch adorned with vibrant flowers. Lush greenery surrounds the entrance, complemented by carefully placed outdoor lighting that enhances the natural beauty of the setting.
Cabin in Accident
4.95 out of 5 average rating, 124 reviews

Private Pond Access! Covered Hot Tub with TV!

POND ACCESS! Relax with the whole family at this peaceful cabin nestled in the pines! Enjoy soaking in the hot tub overlooking the pond, going fishing, swimming, canoeing, taking advantage of the large lawn, or just relax while taking in the view. Spacious outdoor area with string lights, gazebo, and fire pit. FIREWOOD PROVIDED! Our goal for Whispering Pines Cabin is to help you escape from the busyness of life and unwind in a quiet, peaceful setting with your family and friends.

Top guest favorite
A modern studio space features large windows that allow natural light to fill the room. A cozy yellow chair sits beside a small coffee table, with a guitar resting on a stand nearby. The bed area is visible in the background, framed by a stylish shelf.
Guesthouse in Boston
4.99 out of 5 average rating, 208 reviews

The Skyhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the skyhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Top guest favorite
A spacious mountain house is set against a backdrop of rolling hills and clear blue skies. The building features a large deck, and an expansive driveway leads up to the entrance. Lush greenery surrounds the property, emphasizing its serene natural setting.
Home in Blue Ridge
4.98 out of 5 average rating, 103 reviews

Otterview Mountain House

Otterview has one of the most incredible views in the state, huge deck, and pond. The house is open format with 3 bedrooms, a top of the line kitchen, cozy living room, and extraordinary great room. Look out at the Peaks of Otter, enjoy incredible sunrises and sunsets. You are welcome to grill out on the Blackstone, enjoy the firepit, and relax on the dock. There is two miles of trails on the 37 acre property with their own trail signs and map.

Superhost
An inviting hot tub is featured within a screened-in area, surrounded by large windows that offer views of the riverfront outside. Soft lighting creates a calming ambiance, while the bubbling water invites relaxation in a tranquil setting.
Home in Rileyville
4.95 out of 5 average rating, 214 reviews

River & Mtns | Hot Tub, Kayaks & Fire Pit

Relax and explore at Peaceful River Retreat, a private 2-acre Shenandoah River retreat with 200+ ft of shoreline. Enjoy direct river access, a riverside hot tub, 4 kayaks & a canoe, 2 king beds, 2 double beds, sectional couch, a screened-in porch with water views, and plenty of games/activities provided. Perfect for relaxing, adventure, wildlife, and making unforgettable memories! 🌿✨

Top guest favorite
A serene outdoor space features a stone pathway leading to a dock by Lake Anna. Stylish wooden chairs are arranged around a central fire pit, surrounded by lush greenery and trees, allowing for a peaceful view of the lake and calm waters.
Home in Mineral
4.99 out of 5 average rating, 151 reviews

Not Your Average Lake House - 4 BR 15 guests

The fall colors are arriving late this year! There’s still availability to catch the turning seasons! Get away to a stunning, unique, modern waterfront retreat on Lake Anna’s public side! This private, wooded vacation home has towering ceilings as high as 3 stories and no less than 10 ft, true floor-to-ceiling windows, and cozy furnishings—perfect for families & friends!

Popular amenities for Shenandoah Valley kayak rentals

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