Vacation rentals with a kayak in Walworth County

4.89 out of 5 average rating, 135 reviews

Fall in love with our Sweet Retreat

Sweet Retreat is ready to celebrate the holidays!!Come spend the weekend with friends and family or have a much needed vacation. Lake Geneva has something for everyone. Our Sweet Retreat is a perfect location for winter activities and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . Three ski resorts, tons holiday festivities, Santa cruise and much more located around the area. Our home is fully decorated and ready for your friends and family.

4.8 out of 5 average rating, 15 reviews

A serene view of a well-maintained lawn leads to a sparkling body of water, surrounded by trees. A patio table and chairs sit on the stone surface, with a subtle path of stepping stones leading towards the greenery. Bright natural light casts gentle shadows across the scene.

Home in Whitewater

Tranquil Wellness Retreat with Lake Views and Gym

Enjoy the best of both worlds, as you relax and be as active as you wish in this quiet country setting. Grab a beverage and enjoy watching the wildlife from the patio or sunroom. Or get active in the fully equipped gym. Hike the Ice Age trail across the street, swim/canoe/kayak in the lake or take a bike ride on the quiet country roads. Return home for a cold plunge and sauna experience or finish your day with a bonfire. **we no longer have renters in the lower unit as stated in past reviews**

A charming exterior view of the house showcases vibrant orange flowers lining the pathway. The structure features a sloped roof and large windows, with a scenic view of the lake visible in the background. A bright orange mailbox stands at the forefront, adding a pop of color.

4.92 out of 5 average rating, 106 reviews

Como Lake house with boat and motor included

Because this property is located at the end of Lake Como and at the end of a private road it offers seclusion and intimacy while being only 3 miles from downtown Lake Geneva. The lake is great fishing for largemouth bass as well as northern pike, a 16' 3" foot aluminum fishing boat with a 10 hp motor is available at no extra charge as well as a canoe and 2 kayaks . The pier goes in May 1st and comes out sometime after October 15 otherwise the boats without a motor can be launched from shore.

4.87 out of 5 average rating, 95 reviews

A charming outdoor space features a fire pit surrounded by stone, with red Adirondack chairs positioned for seating. A picnic table is visible to one side, and a friendly dog sits nearby. Lush greenery and trees provide a natural backdrop.

Home in Elkhorn

Lakefront Cabin in the Woods (fully fenced yard)

Unwind in this peaceful hilltop getaway overlooking Lake Wandawega. Sip your morning coffee on the enclosed porch surrounded by fresh air and birdsong, a perfect anticdote to city hustle. Bring your furry friend along, the securely fenced yard make this spot dog-friendly and stress-free. Adventure awaits: explore the rolling Kettle Moraine landscape or discover nearby towns like East Troy, Burlington, Whitewater, and Lake Geneva. Whether you’re here to relax or roam, this is your ideal escape.

4.98 out of 5 average rating, 237 reviews

A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.

Condo in Lake Geneva

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Ridge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

4.95 out of 5 average rating, 129 reviews

An open-concept living area features a cozy sectional sofa, wooden coffee table, and three barstools positioned at a breakfast bar. A modern kitchen with stainless steel appliances and stylish cabinetry is visible in the background, complemented by warm wood flooring and soft overhead lighting.

Apartment in Whitewater

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

This newly renovated two bedroom unit is conveniently located near UWW, Starin Park, and the Kettle Moraine! We are pet friendly! We are within walking distance to sports fields and UWW. Explore all that Whitewater has to offer with our personalized guidebook! Hike the Kettle Moraine, enjoy many local dining options and events, or shop your heart out. We are local hosts and strive to provide a five star experience! If your group is larger than 4, we have two other units in the same building.

4.99 out of 5 average rating, 84 reviews

A light-filled living area features a comfortable gray sofa and a round coffee table. Exposed wooden beams run across the ceiling, while large sliding glass doors lead to an outdoor space. A wall-mounted TV and decorative elements enhance the inviting ambiance.

Bungalow in Lake Geneva

Cozy Lakeside Retreat. Dog Friendly!

Ready to relax and enjoy lake life? Make magical memories and be our guest at the Lil' Blue Bungalow! Enjoy easy access to all the delicious restaurants and fun amenities Lake Geneva has to offer. Winter at the bungalow is a beautiful and tranquil time to come unwind after a day at the slopes, lakes, or visiting the local shops. Our charming vacation home is peaceful and quiet year-round. Cozy up near the backyard fire pit, take in all the nature or look for stars and oftentimes wildlife!

A cozy living area is highlighted by a large flat-screen TV mounted on a green-accented wall. A brown leather sofa is positioned in front of a low wooden coffee table, with a patterned area rug beneath. Natural light enters through multiple windows adorned with blinds.

5 out of 5 average rating, 29 reviews

Casa Del Como - Where Fun and Nature Collide

Casa Del Como : Where Fun & Nature Collide! Fully renovated cozy cottage only blocks away from Lake Como, where there are many activities & restaurants nearby. Great for couples retreat or a family to escape from the city. Come enjoy time inside playing board games and/or the outdoor activities we have to offer. The cozy cottage is within minutes of downtown Lake Geneva. Local actives near by include fishing, paddle boarding, kayaking, ziplining, snow skiing, boating & much more.

4.94 out of 5 average rating, 93 reviews

A charming lakefront cottage is positioned amidst green lawns and vibrant foliage. A porch with seating is visible, while adirondack chairs in red and white add a pop of color. A flagpole with the American flag stands amongst the serene surroundings, enhancing the outdoor appeal.

Cottage in Delavan

Summer 2026 - Lakefront Cottage on Delavan Lake

Escape to this lakefront cottage for your next “lake-cation”. The newly renovated Cottage on Willow Point would be the perfect destination. 3 bedroom, 1.5 bath and sleeps up to 9 comfortably. Beautiful outdoor deck and dining space. 15 steps from the lake and includes a private 120 foot pier, sun deck and ladder! We are a fully furnished rental. We also rent another cottage that can accommodate bigger groups. Please email for more info! Thecottageondelavanlake@gmail.com

Superhost

A log home is displayed with a prominent stone chimney, featuring a spacious deck that wraps around the structure. Tall trees and lush greenery surround the property, contributing to a serene outdoor environment. A glimpse of additional buildings can be seen in the background.

4.92 out of 5 average rating, 330 reviews

Willow Creek Lodge

Our log home is located just 3.5 miles west of Downtown Lake Geneva with all the shopping, entertainment, theaters and restaurants it has to offer. You'll also be just steps away from Lake Como, one of Wisconsin's prettiest lakes offering excellent swimming, fishing & water sports. Expansive outdoor living space, large well appointed rooms and new modern amenities guarantee a comfortable stay. This is an amazing home with a great location.

4.97 out of 5 average rating, 119 reviews

A cozy bedroom features a plush king-sized bed with a light-colored duvet and decorative cushions. Natural light enters through large windows adorned with soft curtains. A comfortable bench sits at the foot of the bed, alongside a dark wood dresser and a small television.

Condo in Lake Geneva

The Landis, elegant with fireplace!

Kick back and relax in this calm, elegant One bedroom Villa with a KING size bed. This vacation rental is in a quiet area of Lake Geneva, but just minutes from all the vibrancy of downtown Lake Geneva or Williams Bay. It is within walking distance to Mars Resort, The Getaway or The Ridge. This is a perfect spot for couples looking for a relaxing getaway. Local laws require all guests names and address be provided prior to check in.

A circular arrangement of dark wooden Adirondack chairs is positioned around a fire pit on a paved area. The lake is visible in the background, with a white pier extending into the water, surrounded by lush green grass.