Vacation rentals with a kayak in Western Maryland

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Top-rated accommodations with a kayak in Western Maryland

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

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Guest favourite
Cabin in McHenry
4.97 out of 5 average rating, 143 reviews

Mad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTDOOR MOVIE EXPERIENCE*HOT TUB*1.8mi to WISP*WORK SPACES*wood CRIB!

NEW BUILD HOME! Wow! Deep Creek has never seen anything like this before! It's a one-of-a-kind experience that gives you all the amenities you need for your BEST vacation/getaway/staycation ever! With it's unique combination of rustic look and modern features, it will surely delight every guest! After a fun-packed day on the lake, fishing or boating, unwind on our upper deck as you watch and hear the water lap up on the shore with a refreshing drink in hand. Or are you just getting back from an invigorating day on the slopes? Relax those muscles in our lower-deck hot tub, gazing at the stars in the winter sky above! You get the best of the lake and the mountain in this dog-friendly hidden gem! Imagine evenings enjoying the mountain breeze as you roast marshmallows in our fire pit! Or cozy up in front of the gas fireplace in our open-concept great room that allows everyone to be together. Fish and swim from our private dock or use it to moor your own boat or jet-skis. Witness spectacular sunrises as you take an early morning paddle with our kayaks and 2-person canoe. Enjoy a well-lit, private work space with high-speed internet to facilitate your virtual work needs. A real wood CRIB and 2 pack and plays are provided too! Plus, we offer an OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best vacay EVER! NOTE: All Wheel Drive cars/suvs are necessary in winter months due to steep driveway.

Top guest favourite
The log cabin features a welcoming front porch with seating and vibrant hanging plants. A gravel pathway leads to the cabin, surrounded by green grass and trees, while a fenced area is visible beside the porch, enhancing the private outdoor space.
Cabin in Charles Town
4.98 out of 5 average rating, 241 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!

Superhost
The cabin is nestled among tall trees, showcasing a wooden exterior with a blue metal roof. Surrounding greenery adds a natural touch, while a gravel path leads to the entrance, enhancing the cabin's secluded appearance in a tranquil wooded setting.
Cabin in Green Spring
4.75 out of 5 average rating, 168 reviews

Potomac Cabin - Riverfront, 7 acres, sleeps 14

The Potomac Cabin is located directly on the South Branch of the Potomac River boasting full water access for fishing, rafting, swimming and more! Situated on 7 acres of prime WV mountain land, this 5-BR, 2.5-BA cabin can comfortably sleep 14 people and is perfect for hosting your weekend or more getaway. Includes game room, Starlink High-Speed Internet, water filtration system & hot tub. Come explore the beautiful eastern panhandle of WV with this one of a kind, yet affordable mountain retreat!

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!

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
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.

Top guest favourite
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, 111 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.

Superhost
Cabin in Great Cacapon
4.9 out of 5 average rating, 181 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

Superhost
Cabin in Luray
4.8 out of 5 average rating, 328 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.)

Guest favourite
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, 114 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!

Guest favourite
A spacious bedroom features exposed wooden beams and rustic log walls. A plush white bed is centered in the room, flanked by two bedside tables with lamps. A wooden wardrobe and an armchair are positioned by the window, enhancing the cozy atmosphere.
Guesthouse in Waterford
4.92 out of 5 average rating, 125 reviews

Cabin On The Creekside

Cabin on the Creekside is a log cabin located on beautiful wooded property just outside of Waterford, VA. The cabin is a perfect spot to unwind, relax, and come explore Loudoun County which is filled with wineries, breweries, farm to table restaurants, hiking trails and more! Beautifully decorated space, king size bed, large comfy couch, 75 inch TV, and kitchenette are a few highlights of the space. Looking forward to your stay!

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