Vacation rentals with a kayak in Western Maryland

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Top-rated kayak rentals in Western Maryland

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Guest favorite

Cabin in McHenry

4.98 out of 5 average rating, 113 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.

Guest favorite

Cabin in Charles Town

4.97 out of 5 average rating, 209 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!

Guest favorite

Cabin in Hedgesville

4.96 out of 5 average rating, 121 reviews

Waterfront Cabin on the Potomac River w/ Hot tub

Our Cabin is located right on the Potomac River. It has 2 balconies facing the water & brings such peace and serenity. Read a book? Take a nap? Have some wine? 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. Our cabin has 6 Seasonal RV lots camping & enjoying the outdoors, so you may hear music but won't bother you unless you choose to hang out.

Guest favorite

Farm stay in Round Hill

4.93 out of 5 average rating, 379 reviews

Come and get your goat on!

Nestled at the base of the Blue Ridge and tucked away in the woods, we offer a quiet and peaceful get away while being convenient to tons. Enjoy the peace of 13-acres of woodlands and pasture. A large private deck provides a plenty sun with pasture and woodlands views with some great star watching at night. Miles of walking, the Appalachian trail, fantastic cycling; historic towns and places; wineries, breweries, and distilleries; Potomac and Shenandoah rivers. All just minutes away.

Superhost

Cabin in Hedgesville

4.79 out of 5 average rating, 108 reviews

Cozy Cabin with HotTub, Fireplace, Reservoir

This cabin is surrounded by trees, borders a reservoir and a creek and is in the perfect location for rest, relaxation, exploring the area, working remotely, or writing the next great novel! Right in line with our modern eclectic aesthetic you'll find the cabin is furnished sustainably with beautiful things. We have speedy wifi, a wood burning fireplace and the hot tub sits just outside the master suite under the deck. The kitchen includes modern appliances. This is a memory making spot.

Superhost

Cabin in Great Cacapon

4.87 out of 5 average rating, 112 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!

Guest favorite

Guesthouse in Boston

4.98 out of 5 average rating, 174 reviews

The Bunkhouse- 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 bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Superhost

Cabin in Wardensville

4.8 out of 5 average rating, 287 reviews

Cozy Log Cabin on Lake w/ Mountain Views

Escape to tranquility at our cozy log cabin nestled between the Mountains. Immerse yourself in breathtaking views of Warden Lake, just a short two-hour drive from Washington D.C. and less than an hour from Winchester. Perfect for couples, families, and furry friends, our cabin offers the ideal blend of nature and comfort. Explore the lake by canoe or kayak, or simply relax and soak in the serene surroundings. Ready to recharge? Book your escape today!

Superhost

Cabin in Great Cacapon

4.9 out of 5 average rating, 165 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

Guest favorite

Cottage in Capon Bridge

4.97 out of 5 average rating, 164 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.

Guest favorite

Cottage in Morgantown

5 out of 5 average rating, 297 reviews

Copper House

Copper House is a light, airy, tree-shaded lakefront home. Situated in a private community on a 20 acre lake, this home is a short 15 minute drive to downtown Morgantown and 10 minutes to the I-79 / US-68 interchange. A large 12'x35' deck overlooks the lake in the rear. Ideal area for relaxing or grilling. Please note: we do not allow large parties.

Guest favorite

Chalet in Great Cacapon

4.99 out of 5 average rating, 139 reviews

Chalet in West Virginia on the Cacapon River.

Fun on the river!!!! Welcome to our West Virginia vacation rental we affectionately call "The Nest". Situated on the Cacapon River 25 minutes west of Berkeley Springs, our 5 acre home site is situated in a private 20 acre meadow. Truly a nature lover's retreat.