Holiday rentals in Kenosha

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Top-rated holiday rentals in Kenosha

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Top guest favourite
The image depicts a vibrant storefront building surrounded by trees and brightly colored flowers. The entrance features large windows and a doorway with a sign that indicates 15 years of celebration. A cobblestone path leads to the entrance, with a glimpse of a neighboring building in the background.
Flat in Kenosha
4.92 out of 5 average rating, 260 reviews

Cheerful Apartment in Downtown Arts District

Cheerful apartment in newly renovated building above Professional Acting Studio at edge of Kenosha's Downtown Arts District. Near Harbor, beach, 4 museums, art galleries, live entertainment, eclectic restaurants, diners, coffee shops, Trolly, bike paths, parks, lakeshore, antique stores and specialty shops, Prime Outlets, Bristol Renaissance Faire, Great America. Metra Line to Chicago, close to Milwaukee. My place is good for couples, solo adventurers, business travelers, friends and families.

Top guest favourite
Guest suite in Zion
4.91 out of 5 average rating, 240 reviews

Nonsmoke, No Cleaning Fees, No Long Chore Lists.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 8PM.

Top guest favourite
An outdoor deck is furnished with a dining table surrounded by four cushioned chairs. A vase filled with fresh flowers is centered on the table. Soft lighting from hanging bulbs adds a cozy ambiance, with views of the neighborhood skyline in the background.
Flat in Kenosha
4.99 out of 5 average rating, 207 reviews

Downtown-Treetop Deck-2Bd/2Bth

Discover this one-of-a-kind, shabby-chic second-floor apartment in the heart of Downtown Kenosha — just steps from coffee shops, restaurants, museums, and the shores of Lake Michigan. Ideal for travelers who want everything within walking distance. Relax and unwind on the spacious, completely private back deck — your own hidden oasis tucked among treetops and historic neighborhood buildings. Perfect for stays up to four guests. Please note: This property is not suitable for young children.

Top guest favourite
Flat in Kenosha
4.98 out of 5 average rating, 52 reviews

Blue Sky Landing

Enjoy a comfortable stay at this centrally-located studio.Walking distance to popular restaurants/ taverns, Downtown and Lake Michigan.Separate private entrance for all units. Kitchenette with microwave, airfryer and toaster plus fully stocked cabinets for everything you need to stay in and enjoy meals.Water cooler with hot/cold water and Keurig coffee maker with a selection of premium coffees and teas.Nice size bathroom with shower and jacuzzi bath. Salon quality Shampoo/Conditioner provided

Guest favourite
An open concept living area features a large wooden island with seating, complemented by exposed brick walls. A comfortable couch and armchair are arranged around a glass coffee table, with a television mounted on the wall and natural light streaming through the windows.
Apartment in Racine
4.96 out of 5 average rating, 250 reviews

Belle City Lofts Unit 2

Gorgeous, open concept Main Street apartment on 3rd level, with views of downtown and partial views of the lake and harbor. New mini kitchen with 2 induction stove top burners, a microwave, toaster, and all the cookware and utensils needed for a getaway. Supersize custom island, comfy furnishings, and convenient to everything downtown. Unique building is connected to parking garage. Drive up to the 3rd floor - walk just 10 steps to your door - enjoy the views from above, without the climb.

Superhost
A screened-in gazebo rests on a wooden deck, surrounded by lush greenery. The structure features large panels that enhance visibility of the forest, with ambient lighting creating a soft glow. A large tree emerges through the gazebo, offering a unique design element.
Place to stay in Racine
4.85 out of 5 average rating, 783 reviews

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. And if we're home, a complimentary Chai for you! Come, make lifelong memories at Racine's Best Kept Secret!

Superhost
The kitchen area features beige cabinetry with a welcoming sign above the countertop, complemented by a granite surface. A refrigerator, stove, and microwave are included, along with a coffee maker. Two small round tables and plush leather recliners are positioned in the foreground.
Flat in Kenosha
4.97 out of 5 average rating, 244 reviews

Kenosha! Enjoy your stay as you work or play!

Soft towels, fluffy pillows, complimentary breakfast, soft drinks, and more in a safe and secure environment. Only children over 13 allowed and must be accompanied by an adult. This n-smoking, pet-free 1-bedroom w/king bed, twin mattress daybed and cot, furnished kitchen and bath apartment is on the 2nd floor of an office building. Free HI-SPD Wi-Fi and big screen Smart TV. Access to museums, universities, shopping, Chicago’s METRO train and only 37 miles from downtown Milwaukee!

Guest favourite
Flat in Kenosha
4.81 out of 5 average rating, 59 reviews

Designer luxury loft in perfect downtown location

Escape to our spacious and luxurious designer open-space loft with panoramic downtown views through our giant windows. Whip up your favorite meals in our modern kitchen with modern stainless-steel appliances and plenty of storage space. A cozy and comfortable bed, smokeless fireplace, and ample walk-in closet ensure a clutter-free and restful environment. Treat yourself to a rain shower in any of the two bathrooms, complete with luxurious features like towel and mirror warmers.

Top guest favourite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 187 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Guest favourite
Home in Bay View
4.94 out of 5 average rating, 134 reviews

Bright 1.5BR in the Heart of Bay View - w/ Parking

Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Superhost
A cozy, well-lit living area is visible, featuring a sectional couch and a decorative rug. A small dining table with wooden chairs is positioned near the kitchen, which is subtly accented with shelves displaying glassware. Windows allow natural light to brighten the space.
Home in Kenosha
4.94 out of 5 average rating, 267 reviews

Lovely home near the beach in a safe neighborhood

Our simple, yet welcoming property is minutes away from beaches, downtown, minor league baseball, the farmers market, and many delicious restaurants, as well as having close proximity to Carthage College, 6 Flags, and a quiet 30 min drive to Great Lakes Naval Base. We are located in the Allendale neighborhood boasting a family-friendly atmosphere on a quiet street. Whether you are here to relax, have fun, or attend special events, our house can provide.

Guest favourite
Flat in Winthrop Harbor
4.93 out of 5 average rating, 325 reviews

Your best choice* Cozy, spacious, comfortable, lg

Large, Cozy, suite w sweet kitchenette for “portable” meals; full-size refrigerator/ freezer; a writing desk for work. Many little ( in case you forgot) items to keep you comfy. This is a quiet town on the gorgeous Lake Michigan. Near: 6 Flags, Great Lakes Navy Base; Cancer Treatment Centers of America & the city Chicago via the Metra in town. Convenient & Quiet. I have 3 dogs. They are kind, outgoing and will want to meet you.

Popular amenities for Kenosha holiday rentals

When is the best time to visit Kenosha?

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Avg. price£76£78£80£82£92£103£116£107£95£96£87£91
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Frequently Asked Questions

  • What are the best places to stay in Kenosha?

    Kenosha has inviting residential neighborhoods near the lakefront, the downtown area with easy access to shops and galleries, and serene settings near public parks. Many travelers appreciate accommodations with proximity to museums and the harbor.

  • What are the best things to do in Kenosha with kids?

    Families often explore the Kenosha Public Museum, enjoy locomotive rides at the Kenosha Electric Streetcar, and play by the shores of Simmons Island Beach. The Dinosaur Discovery Museum is another favorite with interactive exhibits.

  • What are some of the best things to do in Kenosha?

    Explore Kenosha’s lakefront parks, visit the Civil War Museum, and discover regional art at the Kenosha Public Museum. Ride the historic Kenosha Electric Streetcar or stroll through the downtown area for local shops and cafés.

  • How is the weather in Kenosha?

    Winters in Kenosha are cold, between 17–36°F (-8–2°C), while summers tend to be warm and comfortable, ranging from 65–82°F (18–28°C). Expect rain throughout the year, with increased precipitation in spring and early summer.

  • When is the best time to visit Kenosha?

    Late spring through early fall is often recommended for lakefront activities, open-air markets, and cultural festivals. The mild weather and community events create an inviting atmosphere during these months.

  • What are the best places to visit in Kenosha?

    The Kenosha Public Museum, Civil War Museum, and Simmons Island Beach are frequently suggested for their exhibits and lakefront views. The Southport Light Station Museum draws those interested in maritime history.

  • What are some hiking trails in Kenosha?

    Explore the woodchip and natural-surface trails at Pringle Nature Center in Bristol Woods Park, wander the paths at Petrifying Springs Park, or take in lake views on the walking trails at Simmons Island Park. Many of these local parks have routes that welcome walkers, runners, and those interested in nature.

  • What are some family activities we can do in Kenosha?

    Families can tour the Dinosaur Discovery Museum, catch the Kenosha Electric Streetcar, or visit local playgrounds at Kennedy Park. Checking out hands-on exhibits at the Kenosha Public Museum is also frequently suggested.

  • What are some of the best day trip ideas from Kenosha?

    Explore state parks and nature preserves around the area, discover small Wisconsin lake towns with local boutiques, or visit regional art spaces and historic villages. Agricultural markets and outdoor recreation sites make for engaging outings.

  • Are there any pet friendly accommodations available in Kenosha?

    Many Kenosha stays welcome pets, particularly near outdoor parks and residential neighborhoods. Consider properties around Petrifying Springs Park for easy access to walking paths and open green spaces.

  • What are some local tips for visiting Kenosha?

    Try local seafood on the lakefront, use the Kenosha Electric Streetcar to get around downtown, and check for rotating exhibits at city museums. Arriving early at popular parks helps secure a scenic picnic spot.

  • What is Kenosha known for?

    Kenosha is known for its historic streetcar, vibrant arts scene, and lakefront parks. Many visitors explore the area’s museums and enjoy maritime heritage events along the harbor.

  • What are the best hidden gems to explore in Kenosha?

    Seek out the Southport Light Station Museum for lighthouse history, browse local stalls at Kenosha HarborMarket, or discover sculpture installations at small galleries downtown. Nature trails in Bristol Woods Park offer a peaceful escape.

  • What are the best foods to try in Kenosha?

    Lake perch sandwiches are frequently suggested for local flavor, along with cheese curds and custard desserts. Italian bakeries and corner delis highlight the city’s immigrant heritage.

  • What should I bring for a trip to Kenosha?

    Pack layers for changing weather, a jacket or raincoat for unexpected showers, and comfortable shoes for exploring parks and museums. A reusable water bottle and sunscreen are useful year-round.

  • What is the nightlife in Kenosha like?

    Downtown Kenosha has casual bars, local breweries, and music venues, with many spots featuring lakeside patios. Seasonal events sometimes include outdoor concerts and community gatherings in the evening.

  • What are the most popular events or festivals in Kenosha?

    Kenosha frequently hosts summer festivals celebrating arts, music, and local food, with events often centered around the harbor and lakefront. Annual traditions like the HarborMarket and outdoor concerts during warm months draw both residents and visitors.

  • Are there family friendly vacation rentals in Kenosha?

    Kenosha has a variety of family friendly vacation rentals across residential areas, near parks, and close to museums. Many options include kitchens and shared spaces that make group travel more comfortable.

Quick stats about holiday rentals in Kenosha

  • Total holiday rentals

    Explore 90 holiday rentals in Kenosha

  • Nightly prices starting at

    Kenosha holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 6,840 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    90 of Kenosha holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Kenosha rentals

  • 4.9 Average rating

    Kenosha stays are highly rated by guests – averaging 4.9 out of 5!

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