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Holiday rentals with a kayak in McHenry County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in McHenry County

Guests agree: these rentals with 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, 166 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
The A-Frame retreat is surrounded by lush trees, showcasing its distinct architectural design. Large windows allow natural light to fill the interior, while the extensive deck wraps around the home, providing ample outdoor space to enjoy the serene woodland setting.
Home in McHenry
4.92 out of 5 average rating, 51 reviews

Private A-Frame - 5 Acres-Fishing Pond-Rock Wall

Indulge in tranquility at this unique & peaceful A-Frame hideaway. Tucked away on 5+ acres of lush woodland, this retreat offers a secluded oasis bordering a private nature reserve. Discover serenity as you wander winding trails, cross foot bridges & babbling creeks, & find solitude by the tranquil fishing pond. Spanning 4,000 sqft across 4 levels, this home boasts ample space to comfortably accommodate up to 27 guests in plush beds. Experience a getaway unlike any other amidst nature's embrace.

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, 23 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!

Top guest favourite
The guesthouse is presented at twilight, showcasing expansive floor-to-ceiling windows that illuminate the interior with warm light. Surrounding foliage adds a natural touch to the structure, which appears nestled against the hillside, offering a sense of tranquility.
Home in Hebron
5 out of 5 average rating, 22 reviews

Lake Geneva area: Pet Friendly Sanctuary, Sleeps 8

Peaceful & Serene hilltop home, 3 bdrms, 3 baths, well appointed kitchen, floor to ceiling windows to enjoy the many gardens. Game room; pool table, foosball, games, fireplace, comfortable home. Playset, 2 golf carts to enjoy the many trails. Part of a 250 acre private estate, w/ abundant wildlife. Miles of groomed trails suitable for: walking, jogging or golf carts. Nature lovers, gardeners, photographers, World class golfing, Lake Geneva, WI, Wilmot Mountain Skiing , 1.5hr Chicago O’Hare.

Top guest favourite
The exterior of a two-story home is displayed, featuring a spacious deck above the entrance. A well-maintained lawn surrounds the property, accented by trees and shrubbery. The driveway leads to a two-car garage, and a pathway leads towards the entrance of the house.
Home in Algonquin
4.9 out of 5 average rating, 73 reviews

On the Fox River Front/Sauna/Hot Tub/Kayaks/Grills

On Fox River in Algonquin Kick back and relax in this calm, tastefully finished space. Nestled amidst a picturesque waterfront and greenery, this stylish property exudes an elegance, harmoniously blending into the serene natural surroundings. It is a perfect combination of comfort and convenience. Located within a short range to fantastic "Old Town District" of Algonquin/superb restaurants, pubs, entertainment as well as parks and trails, simply just mere moments away from array of amenities.

Superhost
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
4.87 out of 5 average rating, 30 reviews

2 kayaks Game room Firepit BBQ grill Netflix WiFi

Escape to our peaceful lakeside retreat, perfect for both relaxation and adventure. With direct lake access, enjoy kayaking, fishing, or simply taking in the views. Inside, an open-concept living area, beautiful kitchen, sunroom, and game room offer cozy spaces for relaxation and fun for the whole family. Outside, unwind on the patio or explore the lake from the private dock. Ideal for reconnecting with nature and loved ones, this retreat offers a serene escape from the hustle of city life.

Top guest favourite
Place to stay in Crystal Lake
5 out of 5 average rating, 124 reviews

Couples Getaway! Hot Tub, Lake, Fire Pit, Trails

Private entrance to a stunning master suite.A VERY unique property.Sliding suite door opens to screened in pool room. Hot tub all year overlooking my private lake. Pool closed Oct. 1st. Seating area & TV to watch while lounging & swimming. (2) Kayaks 4 you. Walking & bike trails. I am minutes from everything U want. Grill, have a fire in the fireplace&fire pit.Bring your fishing poles! Time 2 RELAX in privacy. When not traveling, I live in main part of home. You won’t see me. No extra guests.

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
4.86 out of 5 average rating, 36 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.

Superhost
A vibrant sunset is captured over the lake, with shades of orange and pink blending into a tranquil horizon. Silhouetted trees frame the scene, while a small island is visible in the open water, creating a serene atmosphere.
Home in Wonder Lake
4.78 out of 5 average rating, 69 reviews

Lake Life does NOT get better than THIS!

Wonder lake, a name fitting for this cozy lakefront home that you will relax in, enjoy, and appreciate. Look out on the water and enjoy the beautiful sunsets, sit with family around a cozy fire, take a nap after a fun day of swimming in the lake. 3000 square foot house for you to share with your entire family. You will see why this is truly Wonder Lake. This home has a lot of privacy. A world separates you from the street and a lot of privacy welcomes you on the lake. Welcome to heaven!

Top guest favourite
Home in Wonder Lake
4.95 out of 5 average rating, 20 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, 209 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!

Popular amenities for kayak rentals in McHenry County