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
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.

Guest favourite
A wooden deck offers a serene view of the surrounding mountains and the river below. Two striped chairs are positioned alongside a circular table, inviting relaxation while enjoying the natural scenery. Bare trees enhance the tranquil atmosphere of this outdoor space.
Cabin in Maurertown
4.94 out of 5 average rating, 102 reviews

MountainWaters-Mtn, River, Relax

MountainWaters is a quiet mountain & river front retreat. Wake up & enjoy a coffee while gazing at the stunning mountain, admire the sun glistening on top the Shenandoah River, listen to birds singing. Take a 3-5min. stroll to your private acre of riverfront. Enjoy use of fire pit, kayaks, fishing poles & Adirondack chairs. Grill up dinner & end the night with a dip in the hot tub watching nature's fireworks (fireflies). Hike and explore cool towns Woodstock and Strasburg. Adventure Awaits!

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, 128 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
An aerial view captures the cottage nestled among vibrant autumn foliage, surrounded by colorful trees. The serene pond reflects the rich hues of fall, while solar panels are visible on the cottage roof. A winding dirt road leads to the property, enhancing the secluded atmosphere.
Home in Clearville
4.92 out of 5 average rating, 315 reviews

Grouseland's Pondside Vacation Cottage

Set about a quarter mile of the road, our pet friendly solar powered vacation cottage is a perfect getaway for anyone trying to spend some alone time with nature! Guests have complete privacy inside the cottage with a full kitchen, two TV's, Wi-Fi, and a mini split system for heating and cooling. As well as exclusive access to the hot tub, fire pit and pond outside! We also have various shared hiking trails through the woods surrounding the cottage for campers and cottage guests to enjoy!

Top Guest favourite
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, 376 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.

Superhost
Cabin in Woodstock
4.9 out of 5 average rating, 116 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. ⭐ “Beautiful, peaceful, and relaxing—the perfect getaway!” – Miriam 🌄 HIGHLIGHTS âś“ Riverfront views, hot tub & seasonal indoor pool (cold plunge in the Winter!) âś“ Family-friendly w/ toys, games âś“ Near wineries, Shenandoah hikes & small towns

Guest favourite
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 favourite
The exterior of the cabin is showcased, featuring a dark wood facade and a spacious deck. In the foreground, four black Adirondack chairs surround a stone fire pit, with logs and rocks arranged artistically. Trees and a gentle slope add to the rustic backdrop.
Cabin in Shenandoah
4.95 out of 5 average rating, 118 reviews

Modern Riverfront Cabin w/ HotTub, FirePit, Kayaks

Welcome to Skyview River Retreat! Tucked along the tranquil South Fork of the Shenandoah River, this cozy cabin invites you to slow down and soak in the beauty of nature. Spend your days paddling in one of the kayaks or canoe, then unwind in the hot tub in the evenings, gather around the fire pit to roast s’mores, or head inside to enjoy the full arcade room. With a fully stocked kitchen and high-speed internet, you'll enjoy the perfect mix of rustic charm and everyday conveniences.

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, 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.

Guest favourite
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, 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!

Top Guest favourite
A garden area is showcased with a variety of colorful flowers and lush greenery, bordered by mulch. A small tree is visible, and the soft illumination from garden lights creates a welcoming ambiance. The well-maintained lawn offers a serene backdrop to this inviting outdoor space.
Guest suite in Roanoke
4.98 out of 5 average rating, 327 reviews

Horse-pitality in the Hills of Roanoke

Come relax on our happy farm in the magical mists of the Roanoke Valley! Our private guest suite with its own entrance & patio is serenely located amidst lovely views of our landscaped gardens, playful horses, & magnificent mountains. If you want a place to kick back, unwind, & rejuvenate, our comfy guest suite is for you! We welcome singles, couples, small families, long-term guests and the family dog for an addition charge. Please see our requests in our house rules.

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, 207 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.

Popular amenities for Shenandoah Valley kayak rentals

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