Vacation rentals with a kayak in Shenandoah River

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Top-rated kayak rentals in Shenandoah River

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Top guest favorite
Cabin in Charles Town
4.98 out of 5 average rating, 252 reviews

Vintage Riverfront Log Cabin “Emma” w/hot tub

“Emma” is a Shenandoah Riverfront Log Cabin hand built in 1900’ , she was just newly renovated. Come, Relax, you are on “River Time”. 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!

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, 136 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
Cabin in Luray
5 out of 5 average rating, 115 reviews

Pio- New cabin! Riverfront!

*Built in 2024 * No pets *On the Shenandoah River *River frontage *Stairs into water *Beautifully crafted cabin *4 beds *Electric fireplace *42” smart tv lvgrm, 32”smart tv Br1 *Starlink wifi *Use your streaming service *Cozy and inviting *Deck area with stools and other seating *Fire pit, surrounded by Adirondack chairs *Gas grill *35 min Shen. N. P/ Skyline Dr. *26 minutes to Kennedy Peak Trailhead *5 min to boat launch *29 minutes to groceries *Shop first *26 min to Luray Caverns

Top guest favorite
A modern cottage is nestled among vibrant autumn foliage, featuring a gravel pathway leading to the entrance. Large windows illuminate the building, while a covered porch invites relaxation. The surrounding landscape offers a serene green lawn, complemented by trees displaying fall colors.
Cottage in Elkton
4.99 out of 5 average rating, 106 reviews

Hot Tub*Near National Park & Massanutten*42 Acres

Seven Springs is a private, tranquil retreat on 42+ acres bordering Shenandoah National Park. Newly remodeled with modern comforts including a private hot tub, fireplace, Wi-Fi, and TVs in each bedroom and living room. Enjoy direct access to hiking, abundant wildlife, a screened porch, 12’ deep pond for fishing, and Elk Creek frontage. Just 15 minutes to Massanutten Resort for skiing and the indoor waterpark, 5 minutes to Shenandoah River access, and 15 minutes to the Swift Run Gap park entrance

Guest favorite
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
4.95 out of 5 average rating, 111 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!

Guest favorite
Home in Rileyville
4.95 out of 5 average rating, 222 reviews

Riverfront Escape | Hot Tub, Fire Pit, Kayaks

Wake up steps from the river, paddle complimentary kayaks in the morning, fish, relax on the lawn in the afternoon, and unwind in the hot tub under the stars at night. Peaceful River Retreat is a quiet waterfront escape perfect for couples, families & friends looking to recharge in nature while still enjoying cozy comforts and memorable outdoor experiences. A short drive to Luray Caverns, Shenandoah National Park, beautiful Skyline Drive, Luray Caverns, hiking + biking trials, wineries + more!

Top guest favorite
Tiny home in Stephens City
5 out of 5 average rating, 101 reviews

Farm Stay in a luxury tiny home with hot tub

Welcome to “Horsefeathers” a tiny home on an historic property where you will be immersed in a farm experience! Although tiny, this house is equipped with all top of the line luxuries to include a personal hot tub, an automatic cappuccino maker, a king nectar mattress-just to name a few. Only minutes to Winchester the location is convenient to restaurants and shopping yet you’ll feel like you have been transported back in time to a working homestead where you can interact with all the animals.

Guest favorite
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
4.93 out of 5 average rating, 334 reviews

Grouseland's Pondside Vacation Cottage

Set about a quarter mile off 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!

Superhost
The exterior of the house showcases a modern design with a red facade and multiple levels. Spacious decks are present, providing areas to relax and enjoy nature. Large windows reflect the surrounding greenery, while trees create a tranquil environment.
Cottage in Front Royal
4.94 out of 5 average rating, 111 reviews

Country Elegance overlooking the Shenandoah River

This beautiful home, which we have named The Snug, is a guest favorite in our Rolling River Holidays rental portfolio! The house was designed and built by the owner of the property, Frank O'Reilly, and not a detail was left out. The house is located on a stunning ten acre river site on the 108 acre Rolling River Farm, and is nestled in the trees. Walk out of the back of the house, onto any of the three levels of decks and patios and be met by lovely views of the Shenandoah River.

Guest favorite
Cabin in Luray
4.82 out of 5 average rating, 348 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.)

Top guest favorite
A serene view of the Shenandoah River during dawn, featuring still waters reflecting the soft hues of sunrise. The surrounding trees frame the scene, creating a peaceful atmosphere as the early light begins to illuminate the landscape.
Home in Luray
4.99 out of 5 average rating, 178 reviews

Scenic riverfront escape | Cozy family space

Imagine waking up to sunlit mountain views and ending the day riverside with loved ones. Our property offers this serene escape, ensuring relaxation in a scenic setting. One level home with walk out basement. Spacious yet cozy, it comfortably hosts groups up to 10, welcoming pets with open arms. Whether lounging on the deck or exploring the river, find your perfect getaway here. Ready to make memories? Secure your stay today!

Guest favorite
Home in Berkeley Springs
4.97 out of 5 average rating, 102 reviews

Sqyrls Nest - hot tub, pets, fire pit, game room

Tucked away in the peaceful woods just outside of historic Berkeley Springs, Sqyrls Nest is the perfect mountain hideaway for those craving a little adventure, relaxation, and everything in between. Whether you're soaking in the hot tub under the stars, sipping coffee on the screened-in porch, or gathering around the campfire with friends, this private vacation home is designed for making memories.

Popular amenities for Shenandoah River kayak rentals