
Vacation rentals with a kayak in Kenosha County
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Top-rated accommodations with a kayak in Kenosha County
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

Breathtaking view @lakefront
Breathtaking sunrise water views from every room! The house is only 40ft from the private sandy beach. Watch waves hit the rocks from the upper bedrooms. Moonlight reflecting off the water is priceless! Enjoy evenings by the wood fire pit or 10ft outdoor gas fireplace, four fireplaces inside including two in bedrooms. Take advantage of kayaks, basketball hoop, game room, nearby sand dunes, small beaches, cycling trails, nearby harbors for watercraft launches, hiking trail, steam sauna in shower

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.

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!

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.

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

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.

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!

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.

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!

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!

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.

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.
Popular amenities for Kenosha County kayak rentals
House rentals with a kayak

Charming lake front home w/paddle boards & kayaks!

Adventure BnB

Lakefront Oasis w/ Boat Dock, Fire Pit, Grill

Lakefront Retreat with Hot Tub

Lake House ON the Water, Hot tub, Boat Rental! WOW

Steps to Lake |2BR Cozy Retreat | Outdoor Fire Pit

Silver Lake Four Seasons Cottage/House

Lake Geneva Area Cottage • Walk to Lake Mary
Other vacation rentals with a kayak

Lakefront Retreat with Dock, BBQ and Lake Access

Camp Lake Home, Beach, Kayaks, Fire Pit, Deck

Great getaway in Lily Lake Near Country Thunder

Cozy Lake Coach House near Lake Geneva, Wilmot

Cozy Cottage by the Lake! Views! Kayaks! Golf Cart

Twin Lakes Bungalow

Meet Minnie

Paddock Lake RV Carriage House
Destinations to explore
- Wrigley Field
- Soldier Field
- United Center
- Lincoln Park
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- Chicago River Walk
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Lincoln Park Zoo
- Alpine Valley Resort
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- American Family Field
- Byline Bank Aragon Ballroom





