Holiday rentals with a kayak in Kenosha County

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Top-rated Accommodation with a Kayak in Kenosha County

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

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Top Guest favourite
A charming cottage is set on a spacious lawn, surrounded by trees. The large deck extends along the front, featuring an American flag. A small shed is visible to the side, contributing to a peaceful outdoor environment.
Home in Salem
5 out of 5 average rating, 10 reviews

Cozy Cottage by the Lake! Kayaks! Paddleboard! Wow

Adorable two bedroom one bath renovated cottage with an amazing lake view! Huge deck! Enjoying the fire pit while roasting marshmallows or grilling out with friends and family. Public beach a block away. Kayaks and paddle board included with your rental. Public boat dock and launch 100 feet across the street. Enjoy fishing, kayaking, skiing or just relaxing on the water. Minutes from gorgeous Lake Geneva. 20 minutes from Great America and Premium Outlets for a day of fun or shopping.

Guest favourite
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
4.95 out of 5 average rating, 87 reviews

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 launch access and a private pier. 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.

Guest favourite
The exterior view of a spacious lake house is captured from the waterfront. Lush trees surround the property, which features steps leading to a private beach area. Kayaks are visible on the shore, and a pier extends into the clear water.
Home in Genoa City
4.95 out of 5 average rating, 58 reviews

Serene 7bed/4ba on Private Lake

Discover the perfect vacation retreat at 'The Rookery Hill,' a spacious, newly renovated 7-bedroom, 4-bath lake house located just moments away from the enchanting shores of Lake Geneva and the exhilarating slopes of Wilmot Ski Resort. This expansive vacation rental, has over 100 feet of shoreline on the private Lake Benedict, nestled on a scenic 1-acre property with a private beach volleyball court, promises an idyllic escape for families and friends seeking both relaxation and adventure.

Guest favourite
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
4.9 out of 5 average rating, 88 reviews

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.

Top Guest favourite
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
5 out of 5 average rating, 27 reviews

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

Superhost
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
4.9 out of 5 average rating, 58 reviews

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.

Top Guest favourite
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
4.94 out of 5 average rating, 79 reviews

Beautiful Lakehouse w/Sunset Views, Kayaks, Pier

Conveniently located one hour north of Chicago on Paddock Lake, our newly renovated 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!

Guest favourite
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
4.9 out of 5 average rating, 20 reviews

Twin Pines at Cross Lake

Relax at this cozy, peaceful space and renew yourself at Cross Lake! Enjoy walks along waterfront, fishing in a kayak or ice fishing, or on neighborhood lakes whatever the season, and skiing at Wilmot Mountain in the winter. This cozy cottage sleeps 6 if using the pull-out couch, features a fully equipped kitchen, a spacious 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!

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
4.88 out of 5 average rating, 179 reviews

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!

Top Guest favourite
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
5 out of 5 average rating, 56 reviews

Cozy Cottage Close to Skiing & Tubing!

Wintertime at Sunset Cottage is the perfect time to cozy up by the fire and catch up on a good book, watch a movie, or if you are feeling adventurous, hit the slopes at nearby Wilmot Mountain for skiing or tubing. Lake Geneva is a short drive, and has many fun winter activities including Ice Castles and an ice sculpture festival. Return back to the cottage to unwind under the stars in the hot tub. This 2bd 1 bath home is ideal for couples or small families. **NO PARTIES**

Top Guest favourite
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
5 out of 5 average rating, 22 reviews

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!

Top Guest favourite
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
4.87 out of 5 average rating, 60 reviews

Peaceful Lake House on Twin Lakes

Welcome to our NEW 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 w the seasons. The property features a new private pier with seating, a private boathouse, fire-pit, grill, a hot-tub and water activities: fishing, canoeing, paddle boarding, and assistance w/ a private boat rental. This 6-bdr, 3.5-bth home sleeps up to 14. 10 beds, and 2 pull outs.

Popular amenities for Kenosha County kayak rentals