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Vacation rentals with a kayak in McHenry County

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Top-rated kayak rentals in McHenry County

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Vaulted ceilings enhance the openness of the living area, featuring large windows that provide views of the serene pond. A cozy seating arrangement is framed by rustic decor, with a stone fireplace and wooden accents adding warmth to the inviting space.

Villa in McHenry

4.95 out of 5 average rating, 21 reviews

Fabulous Cabin

WELCOME TO WATERFRONT LOG-SIDED HOME! ARTISAN CRAFTMANSHIP HOME OFFERS A BACKYARD OASIS SITUATED , NESTLED ON A PRIVATE POND, Heated POOL(closed till April 1st), Hot tub open from Oct 15th to Apr 15thGAZEBO, FIRE PIT, FISHING! 4 BEDROOMS AND 4.5 BATHS The homes sits on the highest point in the neighborhood and has stunning views in the front & backyard! Enjoy the mornings sitting on your front porch. The main floor is completed by an office, finished walkout basement in with a custom built bar

Two wicker chairs are positioned around a small glass-topped table on a private patio, overlooking a lush green landscape and the river. The surrounding trees provide shade, enhancing the tranquil outdoor setting.

Home in Algonquin

4.95 out of 5 average rating, 59 reviews

Riverfront Home Oasis with Sauna

Rest and work in this spacious, family-friendly oasis on the Fox River. Spread out across 5 bedrooms, 3 bathrooms, rooftop deck, sunroom, huge backyard, designated workspace, and a gourmet kitchen. Rental includes access to outdoor sauna, kayak, WiFi, and river dock for boating and fishing. Connect with family/friends and forget your worries in this warm and serene space. Large bay windows provide incredible year-round wildlife viewing. Walk to parks, bike path and Algonquin's historic downtown!

An outdoor deck is showcased with a round table and chairs, offering a view of a serene lake surrounded by lush trees. The sky features fluffy white clouds, enhancing the natural beauty of the surroundings.

Home in Richmond

4.93 out of 5 average rating, 155 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.

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!

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

4.91 out of 5 average rating, 11 reviews

Hilltop Waterfront Cottage

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.

A scenic view of the riverfront features a spacious dock with a yellow boat moored nearby. Two lounge chairs are positioned beside a fire pit, offering a relaxing spot to enjoy the waterfront ambiance. Lush greenery and clear blue skies create a serene setting.

Cottage in Fox River Grove

4.81 out of 5 average rating, 16 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.

Home in Algonquin

4.84 out of 5 average rating, 58 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

4.96 out of 5 average rating, 156 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 !

A charming cottage exterior is presented, featuring gray siding and a neatly maintained yard. The building shows multiple large windows that enhance natural light. A stone pathway leads to the entrance, while a detached garage is visible alongside the grassy area.

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.

A wooden dock extends into the river, leading to a grassed area with several trees. A two-story house with a large deck can be seen in the background, framed by the lush greenery of the yard.

Home in McHenry

4.96 out of 5 average rating, 48 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!

The exterior of a charming lakeside house features a light grey facade with white shutters. A blue door serves as the focal point, framed by two symmetrical windows. The landscaped entrance is bordered by a stone pathway and small shrubs, highlighting a welcoming atmosphere.

Cottage in Wonder Lake

4.92 out of 5 average rating, 130 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!

An outdoor deck overlooks the lake, featuring several white seating chairs arranged around a glass table. A large area rug lays underfoot, and a quiet waterway is visible in the background, framed by trees and a soft sunset glow.

Home in Wonder Lake

4.87 out of 5 average rating, 45 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**

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Popular amenities for McHenry County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

An indoor heated pool is illuminated by colorful lights reflecting off the water's surface. Large windows provide natural light, framed by vibrant greenery in pots. Comfortable seating is arranged nearby, creating a relaxing environment. The ceiling features glowing hues of blue and pink enhancing the serene atmosphere.

Home in Spring Grove

5 out of 5 average rating, 10 reviews

A get away with an indoor pool.

Colorful kayaks are securely stored in a garage. A yellow kayak is positioned at the top, while green, blue, and another yellow kayak are organized below. A plastic white chair is visible in the corner, alongside a refrigerator and shelving units.

Home in Wonder Lake

4.84 out of 5 average rating, 45 reviews

Great girlfriend getaway with jacuzzi tub

An outdoor deck is featured overlooking the channel, furnished with a black table and four red chairs. A grill is available for cooking. Lush greenery surrounds the area, and the water is visible, creating a serene environment.

Home in McHenry

4.74 out of 5 average rating, 23 reviews

CHAIN O’LAKES WATERFRONT REMODELED HOUSE

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, 19 reviews

Lake Geneva area: Pet Friendly Sanctuary, Sleeps 8

Home in McHenry

4.93 out of 5 average rating, 30 reviews

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

The exterior of the building is shown, surrounded by snow-covered ground and tall trees. A large deck with a railing is visible, offering access to the main entrance. Large windows allow views into the interior space, reflecting the serene outdoor environment.

Home in McHenry

4.94 out of 5 average rating, 18 reviews

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

A pedal boat is positioned on sandy shorelines, gently resting near calm waters. Surrounding trees reflect in the shimmering surface, offering a serene and natural setting. The clear blue sky and distant greenery enhance the tranquil atmosphere.

Home in McHenry

5 out of 5 average rating, 24 reviews

The Acorn @ The Oaks on The Fox

Cottage rentals with a kayak

The exterior of the cottage is shown, featuring light brown siding and large windows. A covered entrance is visible, and four outdoor chairs with patterned cushions are arranged on the concrete pathway, inviting relaxation. Lush greenery surrounds the property.

Cottage in Delavan

4.71 out of 5 average rating, 42 reviews

Cozy Cottage-blocks from lake-garage arcade room

Cottage in Twin Lakes

4.96 out of 5 average rating, 27 reviews

Twin Lakes Bungalow

A wooden deck is visible, featuring a glass-top dining table surrounded by metal chairs. The tranquil lake stretches out beyond, with clear blue skies and calm waters. A tree's branches provide shade, enhancing the outdoor seating area by the water.

Cottage in McHenry

4.94 out of 5 average rating, 49 reviews

Lakefront Views, Free Water Sports!!

A spacious deck overlooks the lake, featuring a eucalyptus wood sofa set adorned with potted plants. Sunlight filters through the leaves of a large tree, creating a serene ambiance. Glass sliding doors provide a seamless connection to the interior, inviting in natural light.

Cottage in Elkhorn

5 out of 5 average rating, 12 reviews

The Lily Pad at Lake Wandawega

A spacious patio features colorful Adirondack chairs arranged around a fire pit, overlooking the tranquil lake. Two kayaks are secured nearby, with lush greenery framing the waterfront. A charcoal grill is tucked under a protective cover, providing outdoor cooking options.

Cottage in Elkhorn

4.76 out of 5 average rating, 146 reviews

Connie's Cottage on the Lake.

A calm lake scene is captured at sunset, featuring smooth water reflecting orange and pink hues. A boat is positioned at a private dock, with gently swaying trees framed in the background. The shoreline is visible with additional docks enhancing the serene atmosphere.

Cottage in Delavan

4.95 out of 5 average rating, 81 reviews

Cozy 2 bedroom cottage on lake Delavan with kayaks

A charming lakeside bungalow is nestled along the water's edge, showcasing a blue metal roof and ample outdoor seating. A wooden pier leads to the entrance, flanked by lush greenery and vibrant landscaping, creating a serene environment for relaxation.

Cottage in Twin Lakes

4.91 out of 5 average rating, 11 reviews

Lakefront Cottage w/Boat Rentals

Cabin rentals with a kayak

Cabin in Lake Geneva

5 out of 5 average rating, 54 reviews

Go Camp Como! Walk to Lake Geneva's Como Lake!

A cozy living area is highlighted by a mix of seating options, including a wooden sofa and a plush couch. Natural light filters through the multiple windows, illuminating the wooden features and a decorative area rug. A rustic coffee table and kitchen area are also visible.

Cabin in Antioch

5 out of 5 average rating, 3 reviews

Hunter Cabin on Petite Lake, Ol Pine Lodge Cabins

A bright bedroom features a spacious bed with a light blue quilt and accented by a colorful wooden headboard. A desk with a chair is positioned next to a small seating area. Natural light enters through a window draped with a light gray curtain.

Cabin in Spring Grove

4.84 out of 5 average rating, 43 reviews

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

A serene lakefront view shows a neatly maintained yard featuring green grass and lounge chairs. The blue cabin is set against a backdrop of trees, with a large gazebo providing shaded seating. A wooden dock extends into the water, bordered by natural stones and plants.

Cabin in Spring Grove

4.93 out of 5 average rating, 14 reviews

Spacious 2BR Cabin@The Lake-Heim

Cabin in Trevor

4.92 out of 5 average rating, 335 reviews

Living the Lakehouse Dream

A cozy sleeping area is presented with a spacious bed covered in a patterned blanket featuring earthy tones. The wall is adorned with wood paneling, complemented by a decorative antler piece. A bedside table and a small folding chair add functionality to the room.

Cabin in Antioch

5 out of 5 average rating, 10 reviews

ELK Cabin on Petite Lake, Ol Pine Lodge Cabins

Cabin in Burlington

4.95 out of 5 average rating, 20 reviews

Near Wilmot Ski - Lake Access, EV Chrg, Peloton

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