Vacation rentals with a kayak in Kenosha County

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Top-rated kayak rentals in Kenosha County

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Guest favorite

A multi-level deck surrounds the house, featuring a private hot tub and outdoor seating areas. The structure showcases large windows that provide ample natural light. A mix of greenery and stone pathways adds to the tranquil setting among the trees.

Home in Twin Lakes

Peaceful Lake House on Twin Lakes

Welcome to our charming & cozy Lake-house w/ a beautiful lake view from 3 fully renovated decks. Perched on the shores of Lake Mary, our unique home boasts panoramic views that change with the seasons. The property features a private pier with seating, a private boathouse, fire-pit, grill, a hot-tub and water activities: fishing, canoeing, paddle boarding, and assistance with a private boat rental. This 5-bdr, 3.5-bth, 1 boathouse, home sleeps up to 12 people. There are 9 beds, and 3 pull outs.

4.87 out of 5 average rating, 71 reviews

Top guest favorite

An aerial view captures a serene neighborhood surrounding Cross Lake, with lush trees interspersed among residential homes. The glimmering lake reflects sunlight, bordered by green spaces and walkways, creating a peaceful setting for outdoor activities.

Home in Salem Lakes

Twin Pines at Cross Lake

Relax at this cozy, peaceful space and renew yourself at Cross Lake! The waterfront is just a block walk, where one can enjoy fishing, kayaking, or simply take in a stroll. Skiing at Wilmot Mountain in the winter, just a 10 minute drive. This cozy cottage sleeps 6 if using the pull-out couch, features a fully equipped kitchen, a open living area, dedicated work station, a full deck to sip your morning brew on, and a backyard firepit for evening marshmallow roasting! Book your stay today!

4.93 out of 5 average rating, 46 reviews

Guest favorite

A lakefront house is depicted, featuring a spacious deck that extends over the water. Large windows allow ample natural light and views of the surroundings. The structure is nestled among trees, with a private pier visible at the water’s edge.

Home in Burlington

Lake Home - Private Beach, Near Lake Geneva

Lakefront! Gorgeous views! Freshly renovated and charming, this Lily Lake three bedroom, two full bath beach house practically hangs over water, so you can enjoy the beautiful views of the lake from the living room and upper deck. Relax in the sun outside while sitting lakeside on the private sandy beach, kayaking, fishing from the pier, and at night enjoy evening conversations around the wood fire pit. The public beach is just steps away, allowing access to the another sandy beach area.

4.91 out of 5 average rating, 106 reviews

Top guest favorite

A wooden dock extends over a calm body of water, reflecting colorful clouds and rays of sunlight from a vibrant sunset. Lush greenery lines the shore, creating a peaceful and serene natural landscape.

Home in Twin Lakes

Summer fun at Sunset Cottage!

Sunset Cottage is nestled on the Southern shore of Elizabeth lake amongst beautiful cattails and wildlife. Enjoy spectacular sunsets from the deck, unwind under the stars in the hot tub or go kayaking around the lake. This newly renovated 2 bd 1 bath home is ideal for couples or small families looking to getaway from the hustle and bustle to make memories and connect with each other. Plenty of year round activities are nearby making it the perfect, stress free getaway. **NO PARTIES!**

5.0 out of 5 average rating, 61 reviews

Guest favorite

Aerial view of a charming lakeside community, showcasing several homes along the shoreline of Cross Lake. The clear water reflects the lush greenery, while boats are visible near the dock. The tranquil scene highlights the proximity of homes to the lake, enhancing its serene atmosphere.

Home in Trevor

Relaxing Lakefront Stay w/ Deck and great views

There is no better feeling than hearing, smelling and seeing the lake while relaxing in the comfort of your own private deck...knowing that any moment you can step out of your soft-cushion seat and take a 30-second stroll to the lake. It's the beautiful views that give this lake-front home its name (Cross Lake Haven) but it's the freedom of being in constant serenity that gives it its spirit. The Cross Lake Haven is perfect for a couple or small family. Brought to you by NCL Properties

Hospitality

4.95 out of 5 average rating, 44 reviews

Guest favorite

A spacious home is framed by mature trees, with a well-maintained lawn. Large windows illuminate a sunroom, while a deck with seating is visible. A grilling area and nearby lake views contribute to the inviting exterior of this relaxing retreat.

Home in Burlington

Lilly Lake Life-Golden Getaway

Come unwind at this roomy, cozy home on the shores of Lilly Lake. With updated kitchen and baths, this 4 bedroom, 2 full bath home is situated on flat frontage mere steps to the wide, private beach. Close to Chicago and Milwaukee makes it easy to plan an escape any time of year. In Summer, enjoy morning coffee on the deck with lake views and evenings stargazing by the fire pit. In Winter, nearby Wilmot and Lake Geneva offer skiing, shopping and the renowned Lake Geneva Winterfest.

HospitalityCleanlinessBackyard

4.92 out of 5 average rating, 78 reviews

Superhost

A modern living area features a sleek fireplace and large glass doors opening to a deck with lounge chairs overlooking the water. Sunlight shines through, creating a bright and airy feel, while the serene lake and surrounding greenery are visible outside.

Home in Twin Lakes

Cove at 420: Modern Lake Front Home near Chicago

Welcome to the Cove at 420. A modern vacation paradise where indoor and outdoor lines blur. Every space is designed for enjoyment. A short 75 minute drive from Chicago, this is a true retreat. Wake up to beautiful sunrise views or enjoy them from a kayak on the water. We offer kayaks, paddle boards, hot tub & sauna, Sonos sound system, a fire pit and plenty of yard games for our guests. Hidden on a cul-de-sac between Lake Mary and Lake Elizabeth, enjoy the best of lake life!

4.87 out of 5 average rating, 186 reviews

Guest favorite

A wooden deck steps lead to the entrance of a recently renovated home, framed by flower pots and outdoor seating. Decorative string lights are visible above, and an American flag is displayed on the left, adding to the welcoming atmosphere.

Home in Salem

Lago Amore - Channel house, pier, kayaks

A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family or ice fish and snowmobile during the winter. Bring your boat with public launch access. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.

4.95 out of 5 average rating, 104 reviews

Top guest favorite

A waterfront deck is visible, featuring a round table surrounded by four chairs, with a serene lake view at sunset. A dock with boat slips extends into the water, revealing boats anchored nearby. Trees offer shade, enhancing the tranquil atmosphere.

Home in Salem

Beautiful Lakehouse w/Sunset Views, Kayaks, Pier

Conveniently located one hour north of Chicago on Paddock Lake, our lake cottage offers a peaceful, four season waterfront retreat. This split level home comes with a large waterfront deck with views of the entire lake and gorgeous sunsets(west facing!) Enjoy swimming, kayaking, paddle boarding, and roasting marshmallows over the fire pit in the summer. Plan the perfect winter vacation filled with skiing (10 mi to Wilmot Ski Resort) ice fishing, snowmobiling and more!

4.95 out of 5 average rating, 94 reviews

Top guest favorite

The exterior of the house is highlighted by a striking facade, featuring large glass windows that provide views of the sunset. A spacious deck and seating area are framed by landscaped stone steps and lawn leading to the firepit, enhancing the outdoor gathering space.

Home in Bristol

Blue Moon Lake House

Our Blue Moon Lake House on Lake Shangri-la is too special not to share with others! Located in Bristol, Wisconsin with beautiful lake front views and equipped with all the creature comforts of home, "Blue Moon" is an idyllic getaway close to many attractions. Explore the lake with available kayaks and paddle board. Swim and lounge on the giant lily pad. Grill out on the deck. Lounge lake side and read a book. Take in the views by the firepit or in the hot tub!

5.0 out of 5 average rating, 34 reviews

Guest favorite

Home in Salem Lakes

Waterfront Cape Cod Retreat w/ Dock & Nature Views

Welcome to your serene Center Lake waterfront sanctuary in beautiful Salem, Wisconsin! This elegant 4-bedroom 2-Bathroom Cape Cod home is perfectly positioned along a peaceful channel that leads directly to a glistening Center Lake 150’ down —offering the ideal blend of comfort, nature, and relaxation. Whether you’re seeking a quiet escape, a family getaway, or a waterfront adventure, this stunning home delivers an unforgettable Salem WI vacation rental experience.

4.91 out of 5 average rating, 11 reviews

Guest favorite

A patio area is shown, featuring a hot tub and a Blackstone grill, surrounded by four cushioned chairs. A dining table with four chairs is also present. Lush green trees provide shade, with a clear view of Lake Shangrila in the background.

Home in Bristol

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski

Discover the perfect lakeside getaway just an hour from both Chicago and Milwaukee. Nestled on scenic Lake Shangrila, our fully equipped home sleeps up to 12 guests and combines comfort, convenience, and fun. Enjoy direct lake access with a private pier, hot tub, firepit, and plenty of space indoors and out to relax or entertain. With year-round attractions nearby, it’s the ideal retreat for families, friends, and remote workers alike.

4.87 out of 5 average rating, 128 reviews