Holiday houses in Kenosha

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Top-rated holiday rentals in Kenosha

Guests agree: these stays are highly rated for location, cleanliness and more.

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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.
Apartment 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, 238 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
Apartment in Kenosha
4.99 out of 5 average rating, 201 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.

Guest favourite
A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.
Apartment in Bay View
4.95 out of 5 average rating, 846 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Guest favourite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 439 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Top Guest favourite
A wooden deck features a partially covered jacuzzi, emitting steam amid a rainy backdrop. A stone fire pit, with a glowing flame, stands nearby, providing warmth. A patio set, including a chair, complements the serene outdoor setting surrounded by greenery and trees.
Guest suite in Racine
4.91 out of 5 average rating, 282 reviews

Racine theme Airbnb at the Red Birch on Erie

Home is set in a quiet neighborhood with a working vegetable farm for a backyard where deer, squirrels, geese and birds entertain. You will enjoy unobstructed, amazing sunsets along with Racine themed artwork and memorabilia, all retro and eclectic in design. It's a short drive to the Lake Michigan shoreline and just minutes away from downtown and the finest beaches! You're host has props from his Old Times photo studio that are available for photography on the grounds in special settings.

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, 172 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
A rustic cabin with dark wooden logs is situated among tall green trees. The spacious porch features a railing and several chairs, inviting relaxation. Sunlight casts warm tones across the facade, while the surrounding grass and woods enhance the cabin's natural setting.
Guesthouse in Racine
4.9 out of 5 average rating, 246 reviews

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Guest favourite
Apartment in Waukegan
4.95 out of 5 average rating, 121 reviews

Amiable 1-Bedroom 2-beds - 1 Bath - Apartment

Step into comfort in this thoughtfully furnished 1-bedroom apartment in Waukegan, Illinois. Perfect for business travelers, visitors, or those in between moves — this unit hits the sweet spot of style, function, and value. The Space One bedroom with a full/queen bed plus an air mattress (for extra comfort or guest flexibility) Bright living area with seating, smart TV, and workspace Fully equipped kitchen (stove, refrigerator, microwave, basic cookware & utensils)

Top Guest favourite
A spacious and comfortable living area is showcased, featuring a large sectional sofa with decorative pillows and a cozy throw. A coffee table, holding magazines and a candle, complements the soft brown carpet. The kitchenette area, equipped with a full-sized refrigerator, is visible in the background.
Apartment in Winthrop Harbor
4.94 out of 5 average rating, 319 reviews

Calm here! Cozy, spacious, comfortable, lg space

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.

Top Guest favourite
A rustic cabin with a wooden exterior is situated near Lake Michigan. A wooden deck leads down to the water, providing easy access for outdoor activities. Lush green grass surrounds the cabin, and trees offer natural shade, creating a serene lakeside atmosphere.
Cabin in Kenosha
4.84 out of 5 average rating, 699 reviews

Lake Michigan Writer’s Cabin

Beautiful Lake Michigan retreat perfect for relaxing, boating, fishing, swimming and more! A true cabin experience. Perfect for ice fishing in the winter. A Sportsman’s paradise. Ideal for the adventurous. Relax, do some writing or work overlooking the breathtaking scenery. A stone's throw to the beach. Two decks overlooking the tranquil landscape. A short walk to downtown shops, cafes and restaurants.

Top Guest favourite
A serene view of a sandy beach under a clear blue sky, dotted with fluffy white clouds. A flowering tree is visible on the left, framing the tranquil water that reflects the sunlight, while distant trees line the shoreline.
Condo in Racine
4.97 out of 5 average rating, 256 reviews

Belle City Lofts Unit 1

Beautiful completely renovated and modernized 1,200 sq. ft 1 bedroom apartment on the upper floor of an old Main Street commercial building from the late 1800s in Racine. In addition to all the modern amenities inside the apartment, you'll enjoy using the "attached" public parking garage ($3.50), which allows you to enter a few short steps from where you park - without climbing any stairs at all.

Popular amenities for Kenosha holiday rentals

When is the best time to visit Kenosha?

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Avg. price$153 AUD$156 AUD$161 AUD$165 AUD$185 AUD$207 AUD$233 AUD$216 AUD$192 AUD$201 AUD$179 AUD$168 AUD
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Frequently Asked Questions

  • Where should I stay in Kenosha?

    Make yourself at home in Kenosha by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Simmons Island, over 10 vacation rentals in Alford Park, and over 60 vacation rentals in Lincoln Blvd..

  • Are there vacation rentals with a dedicated workspace in Kenosha?

    Yes! Work meets play with ease at over 60 vacation rentals in Kenosha featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Kenosha?

    Four-legged friends are welcome in Kenosha. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Kenosha?

    Experience the best of Kenosha with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Kenosha?

    Kenosha has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Kenosha have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Kenosha. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kenosha have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Kenosha. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kenosha have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Kenosha. Enjoy a tailored experience with all the comforts you desire.

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 $75 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Kenosha holiday rentals include Wi-Fi 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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