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Holiday rentals with a kayak in McHenry County

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in McHenry County

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

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An open living area showcases large windows that provide views of the surrounding landscape. A dining table with four chairs is positioned near the kitchen, while a cozy seating arrangement features a sofa and flat-screen television. Natural wood accents create a warm environment.
Home in Richmond
4.89 out of 5 average rating, 170 reviews

"About Time" You will love it! -12 beds

We are SUPERHOSTS !!!- Look for all inclusive boat and wave runner packages through Twin Lakes Boat Rental. Swimming at the Sand Bar in the middle of the lake or at Lake Mary’s beach in Twin Lakes is best for kids. About Time has a spacious yard for corn hole/wiffleball, basketball, Kayaks & SUP's. There’s a large playfield is just 200 yards East too. Visit the Sand Bar Restaurant also, a must! The spring fed clear water is great for fishing & skiing. We love this place and know you will too.

Guest favourite
A spacious outdoor patio features a wooden dining table surrounded by six matching chairs. Two colorful kayaks are mounted on the wall, while a private dock extends into the water, providing access for boating and fishing.
Home in McHenry
4.85 out of 5 average rating, 33 reviews

Waterfront House, 2 kayaks, Game room, Fire pit, B

Escape to this stunning waterfront house in McHenry, Illinois, offering a perfect blend of relaxation and adventure. Enjoy kayaking on the waterway leading to Pistakee Lake, fishing from the private dock, or simply unwind in the hammock. This home features a sunroom with water views, a game room for entertainment, and a cozy fireplace. With a fully equipped kitchen, outdoor seating, and a BBQ grill, it's ideal for families and groups seeking both outdoor activities and comfortable and relaxing e

Guest favourite
The exterior of a mid-century A-frame house showcases its striking triangular shape and steep slanted roof. Large glass doors provide a view of the interior, framed by an inviting deck area. Lush greenery surrounds the home, enhancing its connection with nature.
Cabin in Crystal Lake
4.89 out of 5 average rating, 18 reviews

The Fox Den / Midcentury A-frame

Our A-Frame is a mid-century gem with everything you envision in a cabin, plus all the comforts of home. It features a private dock with access to the Fox River and the Chain of Lakes, as well as direct entry to the Silver Creek Conservation Area. Located between the Fox River and the northern end of the Silver Creek Conservation Area, it’s only 1:15 from Chicago and 1:30 from Milwaukee. The ideal spot for a couple’s retreat, a small family adventure, or a solo escape to reconnect with nature.

Top Guest favourite
An aerial view of the River House showcases a spacious lawn leading to the water's edge. A stone patio with outdoor furniture offers a relaxing space, while the dock extends into the river, providing access for kayaks and other water activities.
Home in Fox River Grove
5 out of 5 average rating, 24 reviews

Riverfront, Walk to the Norge Ski Jump & Metra!

The River House is a cozy place to relax, & revive yourself while taking in a spectacular view! It is a mini-retreat best enjoyed with friends & family, or to connect & have FUN with your loving partner. The river offers year-round entertainment! Depending on the season, get ready for the speedboats, water skiers, pontoons, & jet skis. You'll see migrating birds, canoes, and kayakers, & if it's a cold winter, snowmobiles! The energy is exhilarating, get ready for some top-notch people-watching!

Guest favourite
A spacious back deck is highlighted, featuring an outdoor table with an umbrella and comfortable seating. A charcoal grill is positioned nearby, and vibrant flowers add a splash of color. The neighboring structures and lush greenery create a welcoming outdoor space.
Cottage in Fox River Grove
4.87 out of 5 average rating, 39 reviews

Waterfront Cottage/sauna/kayaks/firepit/dock

Enjoy some time away at this peaceful cottage on the Fox River. There is a dock with jet ski lift and kayaks available to guests. Large deck with ample seating. There is a sand beach with volleyball court and playground within walking distance of home. Many places to dine and shop nearby. Some nice resteraunts on the water. Local attractions nearby including Norge Ski Club, Bettendorf Castle, Three Oaks Rec, ect. Fire pit next to river with wood included. Amazing sunset view and steam sauna.

Guest favourite
The image captures the serene evening atmosphere by the Fox River, featuring a wooden dock extending over calm waters. A gathering area is illuminated by soft lights, surrounded by trees, with seating available nearby. The tranquil setting invites relaxation close to nature.
Home in McHenry
5 out of 5 average rating, 6 reviews

Welcome to the Fox River

Welcome to Parrothead Paradise! This unique getaway on the Fox River offers a cozy retreat but also the beauty of nature at its doorstep. Whether you’re relaxing by the river or exploring Live Music close by or some Favorite Restaurants on the Fox River or the town of Mchenry something for everyone Our west-facing windows, allow for breathtaking sunsets and abundant sunlight, perfect for a cozy city escape. A welcoming atmosphere, this is an ideal spot to unwind any season of the year.

Outdoor seating is positioned on a patio, offering a view of the river and surrounding greenery. The setup includes a coffee table and multiple chairs, perfect for relaxation and enjoying the tranquil waterside setting.
Home in McHenry
4.8 out of 5 average rating, 5 reviews

Riverfront Retreat w/ Dock & Kayaks in McHenry

Day Trip to Dtwn Chicago | Bring Your Boat | Outdoor Entertainment Areas Life flows a little slower on the river, and this 3-bedroom, 1.5-bath McHenry vacation rental is the perfect place to soak it all in. Nestled on the serene shores of Fox River, this peaceful home offers easy access to fun for the whole crew. Spend your days paddling the waterway, playing yard games, or shopping the afternoon away in Chicago. Ready to relax? Wind down with s’mores and stories under the stars. Book now!

Guest favourite
A spacious outdoor deck is covered with a bright shade sail, providing relief from the sun. Comfortable wicker chairs with soft cushions create a cozy seating area, overlooking the peaceful river and surrounding greenery.
Home in Algonquin
4.88 out of 5 average rating, 113 reviews

The River House Sauna/Kayaks/Hot Tub/Fire Pit

The newly remodeled water front 4 bd 2 bath home is within walking distance of Algonquin’s fabulous "Old Town District", restaurants, pubs and entertainment. Likewise, the gorgeously landscaped River Park is a short stroll away, giving one much to see and do. The residence feature a beautiful kitchen; large dining area adjoins the kitchen as does a brightly sun shined living room complete with big glass doors overlooking the water. A picturesque living for both work and play awaits!

Top Guest favourite
Home in Wonder Lake
4.95 out of 5 average rating, 21 reviews

Comfort, just off the lake

Take it easy at this delightful and tranquil freshly rehabbed 2 bed 1 bath getaway. Need a long weekend, visit family, extended stay for work, or travel nursing commitment? Excellent hospitals nearby, a beach at the end of the block, seasonal boat, canoe, and paddle boards available to rent & local activities await you. Our home is very clean & quiet. Large (50% fenced) yard. Streets are lit with no sidewalks. Pre-approved pets are welcome. Additional shedding pet cleaning fee $50.

Top Guest favourite
A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.
Home in Richmond
4.95 out of 5 average rating, 219 reviews

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Guest favourite
A spacious deck features a seating area with a glass-top table surrounded by chairs, offering views of the lush green yard and waterfront. Nearby, mature trees provide shade, while the calm river creates a serene backdrop.
Home in McHenry
4.92 out of 5 average rating, 61 reviews

Riverfront Charmer with Character & Entertainment

Unwind and escape! Enjoy scenic waterfront views on the Fox River, watch boating action, or rent your own and tie up to the free private boat slips. Boaters' paradise! This centrally located home is blocks from McHenry's downtown district bars, shops, ice cream, restaurants, coffee, antique shops, and live theater entertainment. Whether you want to relax indoors, lounge on the huge decks, take our kayaks out, soak in the private hot tub, or golf down the block--you're covered!

Top Guest favourite
Cottage in Wonder Lake
4.93 out of 5 average rating, 168 reviews

The Cozy Lake House, Dm me ?s Lake Front Property!

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Popular amenities for McHenry County kayak rentals