Holiday rentals with a kayak in Shenandoah Valley

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Top-rated Accommodation with a Kayak in Shenandoah Valley

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

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Top Guest favourite
Cabin in Charles Town
4.98 out of 5 average rating, 243 reviews

Vintage Riverfront Log Cabin ā€œEmmaā€ w/hot tub

ā€œEmmaā€ is a Shenandoah Riverfront Log Cabin hand built in 1900’ , she was just newly renovated. Come, Relax, you are on ā€œRiver Timeā€. 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!

Guest favourite
Guesthouse in Shenandoah
4.91 out of 5 average rating, 148 reviews

Guesthouse with Massage Chair & GAME ROOM

Come and enjoy this newly remodeled, quiet and centrally-located guest house in the heart of beautiful Shenandoah. About 15 minutes from Massanutten resort, and Shenandoah National Park. Walking distance to multiple restaurants including Italian and Mexican, Big Gem park, and Dollar General, and Fuel stations nearby. Outside you have access to common amenities including the game room building, hot tub and sauna building, two fire pit areas, a spaceball gyro ride, tennis rackets, and corn hole.

Top Guest favourite
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, 119 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 favourite
The contemporary house is illuminated against a deep blue sky, showcasing its modern design with large, expansive windows. The wraparound outdoor deck provides access to different areas, including a covered porch. The surrounding landscape features gentle hills, enhancing the secluded atmosphere.
Home in Mathias
5 out of 5 average rating, 130 reviews

Lost River Solar - Modern 4BR+lofts. Spa w/Views!

Lost River Solar is a stunning contemporary house on 36 acres near Lost River State Park. Architect designed for passive solar heat w/radiant concrete floors. Four sets of wrap around glass doors provide panoramic views! Great Room open to kitchen & dining. Upstairs has 2 Bedroom Suites, 2 Bedrooms, 1 Bedroom Loft w/ladder, & hall bath. Enjoy mountain views, hot tub, campfire, & stars. Property has pond w/floats & kayaks plus optional treehouse! High speed Wifi & 72" TV. May approve 1 dog w/fee.

Top Guest favourite
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, 132 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 favourite
Cabin in Luray
4.94 out of 5 average rating, 367 reviews

Riverfront Cabin! Fireplaces, Farm, Trail & Kayaks

Authentic log cabin nestled by the Shenandoah River in Luray, VA. 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 favourite
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, 130 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 favourite
The cabin exterior features a wooden porch with a welcoming sign and comfortable seating. A sloped roof with a metal finish complements the vibrant siding. Flower beds with colorful blooms and neatly arranged stones add charm, while lush greenery surrounds the property.
Cabin in Bedford
4.98 out of 5 average rating, 281 reviews

Rocreek Cabin at Little Stoney Creek

Located in Bedford ,VA three miles from the Blueridge Pkwy and Peaks of Otter; Rocreek is a ā€œcabin in the woodsā€, adjacent to a peaceful pond and Little Stony Creek. If you’re looking for the peaceful sounds of a creek and waterfall outside your bedroom window and porch, quiet woods, great green space for your dog, and really fun hosts, this is your next vacation destination! Fishing, hiking, and outdoor fire pit are just a few things you’ll enjoy during your stay with us!

Guest favourite
An airy living room showcases high ceilings with exposed beams and full-length windows. A stylish sofa faces a coffee table on a patterned area rug. The space features a stone fireplace and a dining area in the background, complemented by modern kitchen amenities.
Chalet in Basye
4.93 out of 5 average rating, 177 reviews

Hot Tub Luxe Retreat • Game Room • Lake • Bryce

Escape to Bluejay Bay—a luxury mountain chalet at Bryce Resort. Enjoy a private HOT TUB, spa-inspired bathrooms, plush bedrooms, Roku TVs, a fully equipped kitchen, cozy coffee corner, fire pit, and double decks near Lake Laura. The game room offers ping pong, foosball, Playstation, and an extensive board game library. Unwind & relax in this stylish & peaceful 2BR + loft retreat. A perfect all-season escape for couples, families, friends groups, and remote work!

Top Guest favourite
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, 214 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 favourite
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, 107 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.

Guest favourite
Cabin in Luray
4.81 out of 5 average rating, 334 reviews

Riverfront cabin with new hot tub

Welcome to our waterfront cabin on the Shenandoah River with all the comforts of home right at the water's edge. * 2 Queen BR's, 1 bath. * Fully equipped kitchen * Gas fireplace * Screened-in porch w/riverfront views, gas grill + private hot tub * Outdoor fire pit + picnic area w/private river access * Kayaks, canoe & tubes to use during your stay. * Dogs are allowed for an additional fee (See details of price breakdown in our listing.)

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