Holiday rentals with a kayak in Shenandoah Valley

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Top-rated rentals with kayak in Shenandoah Valley

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

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Guest favourite
Guest house in Shenandoah
4.93 out of 5 average rating, 136 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, 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.

Superhost
A wooden deck extends over the river, featuring a dining table surrounded by black chairs. Lush green trees frame the view of the water, creating a serene outdoor space perfect for relaxation.
Cabin in Lewisburg
4.95 out of 5 average rating, 137 reviews

Wild & Wonderful Camp Chestnut (River Cabin)

Waterfront cabin nestled between the Greenbrier River & Greenbrier River Trail! INCREDIBLE VIEWS, quiet wooded setting, rustic boho vibe, modern amenities. Excellent location for kayaking, fishing, biking, hiking, relaxing and checking out everything the quaint town of Lewisburg (15-min drive) has to offer including local shops, galleries, restaurants, distillery & Lost World Cavern. Daytrip to Snowshoe, The Greenbrier or New River Gorge! Leave the rat race behind and immerse yourself in nature.

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, 130 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, 316 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!

Guest favourite
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 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, 125 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! Fireplace, Farm, Kayaks & Trail

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
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, 279 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!

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, 329 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.

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, 174 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.
Guest house in Boston
4.99 out of 5 average rating, 209 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 kayak rentals in Shenandoah Valley

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