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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Superhost

Home in Richmond

4.93 out of 5 average rating, 156 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.

Superhost

Home in Fox River Grove

5 out of 5 average rating, 15 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!

Superhost

Home in McHenry

4.92 out of 5 average rating, 12 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.

Superhost

Cottage in Fox River Grove

4.84 out of 5 average rating, 19 reviews

Riverfront 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

Home in Algonquin

4.86 out of 5 average rating, 64 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!

Home in Richmond

4.95 out of 5 average rating, 170 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 !

Superhost

Home in Wonder Lake

4.9 out of 5 average rating, 10 reviews

Just Off The Lake Comfort

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.

Superhost

Home in McHenry

4.96 out of 5 average rating, 50 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!

Superhost

Cottage in Wonder Lake

4.93 out of 5 average rating, 137 reviews

The Cozy Lake House/ Perfect Winter Getaway!DM ?s

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!

Superhost

Home in Wonder Lake

4.88 out of 5 average rating, 48 reviews

Luxury Lakefront Escape - 25 mins from Lake Geneva

Welcome to your dream vacation rental on Wonder Lake, IL and only 25 minutes from Lake Geneva! This stunning retreat is nestled right on the water, providing breathtaking views and a serene atmosphere. The rental boasts a beautifully designed interior, with spacious and comfortable rooms, modern amenities, and tasteful decor. With its prime location, you'll have direct access to the lake, where you can swim, fish, or simply relax on the private dock. BOAT RENTAL OPTION**

Superhost

Home in McHenry

4.92 out of 5 average rating, 25 reviews

Private 1 Bed w/Loft on 5 Wooded Acres + Rock Wall

Relax & unwind in this distinctive & serene retreat. Nestled on more than 5 acres of wooded land that extends to a secluded nature preserve, this accommodation promises a peaceful & private escape. Recently renovated, the space offers a memorable experience with extensive trails, foot bridges over creeks, and a secluded pond. For a unique sleeping experience, ascend the rock wall to reach the lofted queen bed, or opt for the ladder if you prefer an easier ascent.

Superhost

Farm stay in Harvard

4.96 out of 5 average rating, 114 reviews

Executives, Weddings, Families: Elite Farm Retreat

Unwind and find your inspiration just 1.5 hours from Chicago at our Elite Farm Retreat. Designed for executives, weddings, and families. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. Our 5000 sq ft estate is a blend of comfort and rustic charm, set on 10 acres near Lake Geneva. Luxurious bedrooms, Jacuzzi, and premium entertainment await. Ideal for top-level meetings or intimate family events. Elevate your retreat experience with us. Book now.