Vacation rentals with a kayak in Western Maryland

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Top-rated kayak rentals in Western Maryland

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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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

5.0 out of 5 average rating, 151 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.

ValueOutdoor spacesNearby

Guest favorite

A bright living area is presented with large windows allowing natural light to fill the space. Comfortable furnishings include a sectional sofa and a circular coffee table, while a patterned area rug adds warmth. A television is mounted on a dark cabinet, enhancing the room's functionality.

Farm stay in Purcellville

4.98 out of 5 average rating, 165 reviews

50-Acre Farmhouse Getaway Oasis in VA Wine Country

Just 1 hour from Washington DC, the spacious and tranquil Farmhouse at Dogwood Pond resides on 50 acres of land, and includes a large pond equipped for fishing. Our guests enjoy the nearby Purcellville Historic District for quality restaurants and cafes, vintage shopping, and the W&OD trail entrance at the old Purcellville train station. The property is also a swift 20 minute drive to historic downtown Leesburg, Waterford, Harper's Ferry, and endless wineries, breweries, hiking and bike trails.

Outdoor spacesLocationAccess

Top guest favorite

The exterior of a white farmhouse is visible, set against a clear blue sky. A large tree provides shade in the foreground, while a porch with white railings surrounds the entrance. The home is surrounded by greenery, enhancing its serene setting.

Home in Hancock

4.98 out of 5 average rating, 109 reviews

Blue Hill

Bring the whole family to this great place with lots of room for fun. Located in the town of Hancock known for its Rails and Trails and proximity to the C and O canal. Blue Hill is a renovated farmhouse in the quiet town of Hancock. It offers three spacious bedrooms and and two full baths. There is a daybed located in the "changing room" between the main bedroom and main bath as well as an air mattress. Enjoy time hiking, kayaking, and boating in this quaint town located right off route 70.

LocationValueQuiet

Top guest favorite

Tiny home in Stephens City

5.0 out of 5 average rating, 168 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.

LocationOutdoor spacesBreakfast

Top guest favorite

The exterior of a wooden cabin is framed by tall trees, with warm light glowing from the large front windows. A spacious deck is visible at the entrance, surrounded by lush greenery and natural stone pathways leading through the forest.

Vacation home in Oakland

4.97 out of 5 average rating, 145 reviews

Lakefront Cabin in Stunning Storybook Setting

Reconnect with nature, relax, recharge, & rejuvenate. Our newly updated cabin & incredible setting is just what you need. Lakefront views with boat slip, kayak, hot tub & more. Come enjoy this one of a kind home for fishing (a trout brook runs through our property), bird watching, meteor showers, boating, foliage, horseback riding or skiing (10 mins from Wisp). Within mins you’ll find: hiking, ATV riding, white water raffling, countless farms & restaurants & more. IG page at CampLittleBearMD.

LocationValueIndoor spaces

Top guest favorite

The contemporary house is illuminated against a deep blue sky, showcasing its modern design with large, expansive windows. The wraparound outdoor deck provides access to different areas, including a covered porch. The surrounding landscape features gentle hills, enhancing the secluded atmosphere.

Home in Mathias

5.0 out of 5 average rating, 144 reviews

Lost River Solar - Modern 4BR+lofts. Spa w/Views!

Lost River Solar is a stunning contemporary house on 36 acres near Lost River State Park. Architect designed for passive solar heat w/radiant concrete floors. Four sets of wrap around glass doors provide panoramic views! Great Room open to kitchen & dining. Upstairs has 2 Bedroom Suites, 2 Bedrooms, 1 Bedroom Loft w/ladder, & hall bath. Enjoy mountain views, hot tub, campfire, & stars. Property has pond w/floats & kayaks. Treehouse under renovation. High speed Wifi. May approve 1 dog w/fee.

Outdoor spacesLocationGetting around

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, 154 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!

ValueOutdoor spacesCheckout

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, 129 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.

Outdoor spacesLocationWifi

Superhost

Cabin in Great Cacapon

4.89 out of 5 average rating, 191 reviews

Private Log Cabin, Fiber WiFi, Lots of Wildlife!

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

Outdoor spacesValueBreakfast

Top guest favorite

Cottage in Capon Bridge

5.0 out of 5 average rating, 111 reviews

River Front Retreat *HotTub-FirePit-Kayaks*

Unplug and unwind. *River Front *Steps away from Cacapon River with easy access *Hot tub facing river *Kayaks with Life vests on property *Decks with BBQ and dining Alfresco *Two Fire pits: River Front Wood Fire pit and Propane on the Deck *Yard games/board games *Wi-Fi and Smart TV. *Comfy beds/black out curtains *Pet-Friendly ($25/day for 2 dogs) ***pet policy below Come step into nature and nurture your spirit at our riverfront haven.

LocationValueHiking

Guest favorite

Cabin in Hedgesville

4.96 out of 5 average rating, 157 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.

ValueOutdoor spacesGrill

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, 233 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.

ValueOutdoor spacesRiver