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

Home in Trevor

4.93 out of 5 average rating, 41 reviews

Light-Filled Lake Retreat - 5th night free!

Light and airy house right on the water -- clean and ready for you and your guests. Enjoy the swings and flowers in the front yard, the fully furnished deck in back, and the lake just beyond that. Wilmot is 10 min away for skiing. In the warm months, a canoe is easy to launch. This is the perfect place to get away -- peaceful and fun, but just an hour from downtown Chicago. 7 min drive from the sandy beach and hiking trails at Silver Lake, 20 min to Lake Geneva, and 10 min to skiing at Wilmot.

Superhost

Home in Bristol

4.73 out of 5 average rating, 11 reviews

Steps to the Lake- Cozy 2 Bedroom Retreat

Welcome to your home away from home! Experience the best of Wisconsin in our serene 2-bedroom home located just steps from the lake. This inviting space features a fully equipped kitchen, spacious living room, comfortable bedrooms, & backyard firepit for evening gatherings. Enjoy outdoor adventures during the day & cozy nights around the fire. Perfect for families/friends looking to unwind & enjoy nature. Create lasting memories in this charming retreat. Book your perfect lakeside escape today!

Guest favorite

Home in Richmond

4.93 out of 5 average rating, 151 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 favorite

Home in Genoa City

5 out of 5 average rating, 24 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 favorite

Home in Burlington

4.88 out of 5 average rating, 69 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.

Guest favorite

Home in Twin Lakes

5 out of 5 average rating, 33 reviews

Summer Fun in Wilmot Lake Geneva Twin Lakes

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!**

Guest favorite

Vacation home in Burlington

4.96 out of 5 average rating, 26 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.

Guest favorite

Cottage in Twin Lakes

5 out of 5 average rating, 21 reviews

Twin Lakes Bungalow

Cute 1930’s bungalow with a cabin feel and many modern updates, just blocks away from Lake Mary in the adorable Twin Lakes Manor neighborhood of Twin Lakes, WI! Relax in this 2 bedroom, one bath cabin with a full tub and shower, fully-stocked kitchen, and a HUGE fully fenced-in backyard you can bring your dogs to! Patio with table and a fire pit surrounded by Adirondack chairs to relax in! 2 kayaks and 2 sets of golf clubs included! You don’t want to miss this adorable and cozy place!

Guest favorite

Home in Salem

4.93 out of 5 average rating, 56 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!

Superhost

Home in Twin Lakes

4.9 out of 5 average rating, 154 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!

Guest favorite

Villa in Twin Lakes

4.96 out of 5 average rating, 23 reviews

Newly Remodeled Historic Waterfront Retreat

Our lakefront house is a large historic farmhouse that has been lovingly renovated and restored to have an open floor plan on the main floor, modern kitchen, 5 bedrooms and four modern full bathrooms. The location is ideal if you like the water because we are immediately between Lake Elizabeth (700+ acres) and Mary (400+). Our large front lawn is perfect for yard games and grilling and goes directly to Lake Elizabeth and our private pier. Our frontage is sandy - no weeds.

Guest favorite

Camper/RV in Salem

4.86 out of 5 average rating, 14 reviews

Paddock Lake RV Carriage House

Enjoy the Paddock Lake RV carriage house, an 8-person RV comfortably situated in our carriage house garage. We are within walking distance to many beaches and parks around Paddock Lake, and provide easy access to Kenosha, Lake Geneva, Wilmot Mtn, Milwaukee, and Chicago. You will have your own separate living area, but are welcome to enjoy our cozy fire pit, kayaks and waterfront access. It is perfect for a year round glamping experience with all the extra conveniences.