Vacation rentals with a kayak in Western Maryland

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Top-rated kayak rentals in Western Maryland

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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, 142 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, 123 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
Tiny home in Stephens City
5 out of 5 average rating, 119 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
The living area features a warm wooden interior with high ceilings and ample natural light from large windows. A comfortable couch and coffee table are positioned centrally, with a stone fireplace providing a rustic focal point. A flat-screen TV is mounted on the wall, enhancing entertainment options.
Cabin in Great Cacapon
4.88 out of 5 average rating, 146 reviews

Quiet Log Cabin w/ private river access & hot tub

Relax and unwind in this adorable log cabin in a peaceful wooded setting on the Cacapon River. Features wood burning stove, large flat screen TV (with Roku), Blu-ray DVD player, WiFi, and central AC/heat. Open concept floor plan with breakfast bar and kitchen. Screened porch, oversized deck, and propane grill. Private riverfront access with a bench swing, fire pit, and a hammock. Play in the river with access to a canoe, kayaks, river tubes, and life jackets all provided. 6 person hot tub!

Top guest favorite
The cottage is nestled among vibrant autumn foliage along the riverfront. A rock cliff rises behind it, while a winding path leads to the house, which is surrounded by a mix of colorful trees. The serene river can be seen nearby.
Cottage in Green Spring
4.98 out of 5 average rating, 118 reviews

The River House

A cozy, spacious and private get away with access to entire finished house. Located river front of the South Branch of the Potomac River, giving it the best view in the area. This cottage is also within 3 miles of C&O Canal, 17 miles from Historical Romney, 15 miles to Cumberland, MD and 10 miles to the Paw Paw, WV tunnel. 2 kayaks and 1 canoe available for river excursions. Come enjoy hiking, biking, kayaking, fishing or simply soak in all nature has to offer in the backyard.

Top guest favorite
An outdoor seating area is furnished with multiple tables and chairs, shaded by a large umbrella. Surrounding the space are vibrant flower pots and a covered deck that extends from the home. The exterior features a blue facade and a modern metal roof.
Cabin in Farmington
4.99 out of 5 average rating, 222 reviews

Mountain Clay Hideaway Couple’s Retreat w/ Hot Tub

Take it easy at this unique and tranquil getaway. Adventure all day or simply relax, rejuvenate and reconnect with your special someone. Enjoy the hot tub under the mountain stars. Customize your stay with a variety of additions. Conveniently located near all of the best the area has to offer! 700 ft to Timber Rock, 6 mi to Ohiopyle, 8.8 mi Fallingwater, .2 mi Braddock’s, .3 mi Stone House Restaurant. Adults only and no animals please. This is a hypoallergenic home.

Top guest favorite
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
4.97 out of 5 average rating, 233 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.

Guest favorite
Cabin in Great Cacapon
4.9 out of 5 average rating, 185 reviews

Beautiful Log Cabin in Private WV Mountains

We love our private log cabin set far back from the gravel road, deep in the West Virginia mountains. 20 min from Berkley Springs, 3 min drive to the river w/ private access & 2 hours from DC / Baltimore. - The log cabin style is spectacular - Gigabit Fiber Wifi & ethernet - Sit/Stand desk w/ 27" 4k monitor - 42" TV w/ roku ultra & blu-ray - Game table w/ board games - Infant & Toddler friendly - Super dog friendly - Fire pit, grill & fireplace

Top guest favorite
A fire pit is illuminated in warm tones, with 'Lakefront Libations' cut into its metal design. Surrounding stones create a rustic border, while the serene lake glimmers softly in the background under a twilight sky. Gentle waves can be seen lapping at the shore.
Chalet in Central City
4.96 out of 5 average rating, 116 reviews

Romantic Lake Front Chalet w/Private Hot tub

A unique and secluded lakefront chalet tucked away in a canopy of beautiful oak trees. Lakefront Libations is located on Indian Lake and boasts modern amenities in the heart of nature. You can relax in the hot tub, kayak on the pristine lake or enjoy your favorite drink by the firepit. This chalet is close to ski resorts, marina, ATV parks, golf courses and the Flight 93 Memorial. Your intimate escape to the Laural Highlands awaits you!

Top guest favorite
Cabin in Hedgesville
4.95 out of 5 average rating, 147 reviews

Waterfront Cabin on the Potomac River w/ Hot tub

Our Cabin is located right on the Potomac River. Walk right down and sit right in it. Sleeps 5 people. It has2 bedrooms & 2 balconies facing the water & brings such peace and serenity. Read a book? Take a nap? Go Fishing? At this location, it's the perfect depth to swim, float, kayak, wade fish & more. Also facing the River is a private Hot tub Outdoor Pavillion w/ Gas Grill, Fridge, Sink, Seating, Fire pit, & more.

Top guest favorite
A hot tub is positioned under a covered porch, featuring bubbling water and a soothing green light. In the background, the tranquil Cacapon River is visible, surrounded by autumn foliage. A fire pit can be seen nearby, contributing to the relaxing outdoor ambiance.
Cottage in Capon Bridge
4.97 out of 5 average rating, 221 reviews

The 3R's River, Relaxation, Retreat + hot tub

Rustic river cabin on Cacapon River on stilts only 4 steps away from the river .Fishing ,kayaking, swimming, camp fires ,grilling and relaxing from riverside deck over looking the Cacapon River. Capon Bridge W.V is a little over a mile away with restaurants , shopping, artesian market and fresh market with local wines. Plus see the occasional American bald Eagle.

Top guest favorite
Home in Berkeley Springs
4.96 out of 5 average rating, 146 reviews

Sleepy Creek -hot tub, pets, grill, fire pit, wifi

Tucked away in the scenic beauty of Berkeley Springs, Sleepy Creek Cabin is your perfect escape to nature—without sacrificing comfort. Whether you're looking for a peaceful weekend by the fire or a fun-filled getaway with loved ones, this charming log cabin delivers just the right mix of adventure and relaxation.

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