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, 137 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, 116 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 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, 131 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, 317 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
A charming tugboat with a red exterior is anchored near a calm lake, surrounded by vibrant autumn foliage. Reflections of the boat and trees can be seen in the water. Two kayaks rest on the grassy bank beside a wooded trail.
Houseboat in Louisa
4.99 out of 5 average rating, 314 reviews

Tugboat/Private Lake - Farm Animals - Fish, Swim,

Get swept away to a Magical Tug/Houseboat! Newly renovated with all modern conveniences, incl. fully stocked kitchen, full bathroom, AC, heat, & WiFi. Tug floats on an 8 acre private Lake w/ Island on 142 Wooded Acres, with 5+miles of hiking/biking trails. Enjoy Swimming, Kayaking, SUP, Fishing, Hiking, Biking, Exploring, or just relax on your own beach by the fire pit. Visit farm animals just a short walk around the lake...Theo the Cow, Sheep, goats, turkey, ducks, chickens, and rabbits.

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, 307 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
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, 126 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
Cabin in Luray
4.94 out of 5 average rating, 364 reviews

Riverfront Cabin! Fireplaces, 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
An open living space features a cozy sectional sofa adorned with colorful cushions, paired with a rustic coffee table. Nearby, a queen bed with a bold headboard and patterned bedding is complemented by cheerful wall decor and vibrant rugs, creating an inviting atmosphere.
Cottage in New Market
4.97 out of 5 average rating, 164 reviews

Peak season! Coffee bar, fish, fire-pit, stargaze!

PET FRIENDLY Come experience Reel and Relax!! Hike, explore the trails, fish, float, go rafting, read, enjoy a fire, grill, shop/eat in super cute country towns... Whether its the river, the rolling mountains, the whispering breeze or the cozy cottage, this property offers all of the feels you are searching for without ever leaving! Every season is magical and offers its own reason to visit!!! "This place is amazing; you have literally thought of EVERYTHING! -past guest.

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, 175 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, 211 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.

Superhost
Cabin in Luray
4.81 out of 5 average rating, 330 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.)

Popular amenities for kayak rentals in Shenandoah Valley

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