Vacation rentals with a kayak in McHenry

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Top-rated kayak rentals in McHenry

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Guest favorite

An open-concept living area features a cozy seating arrangement with a dark leather couch and a light-colored sectional. A beautiful wooden canoe hangs from the ceiling, adding a unique touch. Natural light floods in from large windows, highlighting the stone fireplace and modern kitchen.

Cabin in McHenry

4.98 out of 5 average rating, 132 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 Terra Alta

4.91 out of 5 average rating, 132 reviews

COZY CABIN in Alpine Lake Resort; 4 Season Getaway

Charming chalet-style cabin in a 4-season community for outdoor enthusiasts. Nestled in a quiet wooded area in the mountains of Alpine Lake Resort, WV. WiFi great for virtual work! Family/friends have plenty of room;4+ BRs, family rm, comfy loft, cathedral ceiling, game room, fire pit, spacious yard for group games. Walk 6 blocks to the Lake's beach, paddling, fishing, tennis, basketball & 1.5 mile to workout gym, indoor heat pool, golf, mini golf, XC ski. 19mi to DeepCreek Lake, WISP Ski & more

Top guest favorite

The backyard features a paved area with a large circular fire pit surrounded by several adirondack chairs. A pergola is present over a spacious deck, leading to the home’s entrance. Lush greenery and trees enhance the serene setting under a bright blue sky.

Home in Oakland

5 out of 5 average rating, 37 reviews

Dog friendly w. hot tub, fire pit, lakefront

Gathering Place is a 4-bedroom, lakefront retreat that's perfect for your next Deep Creek Lake vacation! Amazing outdoor living space with deck seating, a hot tub, a patio with a pergola, and a built-in fire pit. Community dock and boat slip within a short walk and deep-water is great for swimming or fishing. The roomy interior is beautifully decorated in a high-end lake house style. Minutes to state parks, dining, skiing, golf, shops, and more. Experience lake life at its best – reserve today!

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

4.98 out of 5 average rating, 95 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.

Guest favorite

A wooden dock extends into the lake, featuring a blue pedal boat and a red kayak secured along its side. Lush trees frame the scene, while the calm water reflects the serene surroundings.

Home in McHenry

4.96 out of 5 average rating, 23 reviews

Lakefront Oasis:Hot Tub~Game RM~Firepit~Lake toys!

For lakefront fun and relaxation, this is the perfect oasis. You'll love unwinding in the huge HOT TUB, grilling, admiring the views from multiple decks, gathering around the firepit, and friendly competitions in the game room. Best of all is the huge, oversized dock and boat house, which you can swim, fish, dock a boat or use the FREE paddle boards, kayaks & pedal boat (May to Oct.) You will enjoy a well-equipped stay with a five star, fully stocked & CLEAN house perfect for everyone!

Guest favorite

Chalet in Deep Creek

4.88 out of 5 average rating, 73 reviews

A "Sweet Escape" at Deep Creek and Wisp Ski Resort

Sweet Escape is a wonderful country home nestled in close proximity to Deep Creek Lake and Wisp Resort. Activities and attractions are minutes away. Booker must be 25+ years of age and a residing guest during the entire reservation period. A government ID is required. The roomy main level features an open floor plan, awesome outdoor patio, covered hot tub, community fishing pond, bonus room for the kids, and more. A truly majestic escape into the scenic countryside. Get it QUICK.

Top guest favorite

A serene lake scene features a small sailboat docked beside a wooden pier. The water reflects the blue sky and fluffy clouds, while a distant boat can be seen gliding across the lake. Lush green hills surround the area, creating a peaceful backdrop.

Condo in McHenry

4.96 out of 5 average rating, 129 reviews

Lake Access/2BR/2Bath/kitchen/pool/5m to Wisp

Hosting the Airbnb community has been more rewarding than I could ever imagined! I've had the chance to meet guests from VA, PA, MD, DC, and WV. Everyone has been so kind! This rental opportunity has helped me afford many repairs and updates that needed done and is helping me support my teens through college. Come enjoy your home away from home and let me kif you would like to have a lake tour in our Yamaha AR190(2018). ***The cost of the tour is not included in the rental.

Guest favorite

A peaceful lakeside scene showcases a wooden dock extending into calm waters, where several boats are moored, some covered with colorful canopies. Lush greenery surrounds the shoreline, framed by tall trees, under a clear blue sky with a few scattered clouds.

Cabin in Swanton

4.93 out of 5 average rating, 44 reviews

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

**Lake access **Fire pit **Fishing pond **Boat ramp **Basketball courts **Private community beach and picnic area **Pet Friendly (please note in booking) **Free parking ** Keurig **Charcoal grill This A-frame cabin in the woods comfortably accommodates 6 people. It features a spacious open living area, rustic charm, large windows, cozy bedrooms, and a well-equipped kitchen for a serene and enjoyable retreat. Not to mention, lake access through the Sky Valley community!!

Guest favorite

A custom-built home is set amidst lush greenery, featuring a welcoming front porch with American flag. The property has a metal roof and a mix of exterior materials. A tree-lined driveway leads to the garage area, enhancing the serene and private atmosphere.

Home in Oakland

4.95 out of 5 average rating, 21 reviews

Elegant Home Away: Hot Tub/Game Room/Kid-Friendly

The perfect location for your deep creek escape! Enjoy a quiet retreat in this custom-built oasis near the golf course. Amenities galore: ping pong, foosball, arcade HeadsUp poker, disc golf, basketball, golf driving net, kids’ tree fort and play room! Relax by the gas fireplace or in the hot tub after a day of hiking/skiing. Easy access to the fun of Deep Creek (<10 min to Herrington/Broadford, 2 min to historic downtown, easy drive to DCL/Swallow Falls/WISP ski resort)!

Top guest favorite

Home in Terra Alta

4.99 out of 5 average rating, 115 reviews

Lake View Home w/Fire Pit, Indoor Pool, Dogs OK!

Woodhaven at Alpine Lake Resort is situated on a quiet, dead end street and offers beautiful views of the lake and surrounding woods. The house sleeps 10+ - perfect for two families or a group of friends. Reclaimed barn wood floors, 2 fireplaces, lots of games and puzzles, down comforters on all beds, high-speed wifi, DirecTV, Sonos music system, use of kayaks, canoe, 2 SUPs, fishing poles - everything you need to enjoy a peaceful and fun getaway in the mountains!

Guest favorite

The exterior of the cottage is shown, featuring a wooden deck with steps leading to a grassy area. Surrounding foliage includes fallen leaves, while large windows provide natural light to the interior. A tree stands nearby, contributing to the serene setting.

Cottage in McHenry

4.97 out of 5 average rating, 61 reviews

Making Memories at the Lake

This cozy cottage is lake-front, within walking distance to ski slopes!! Just a short drive from numerous restaurants and cafes, nightlife spots, adventure filled activities, shopping, movies, and golf. Guests will have access to a kayak, canoe, charcoal grill, picnic table (in storage area) and fire pit. Inside, the home is comfortable, board games and puzzles are available. Family room has a new 42” TV, master bedroom also has a TV, WiFi is provided.

Guest favorite

Cabin in Oakland

4.96 out of 5 average rating, 50 reviews

Lakefront cabin*Dock*Hot Tub*Fenced yard*3 Bdrm

Welcome to Lakeside Family Retreat—a year-round family getaway on Deep Creek Lake. This 3-bedroom haven, 10-min to Wisp and close to shops, offers 3 private dock slips, a private swim platform, a master bedroom with a balcony, and a fenced pet area. We have an original stone gas-converted fireplace and modern kitchen. Relax in the hot tub with stunning lake views. Enjoy the fire pit and cherish family moments in this perfect lakeside retreat.