Holiday rentals 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 living room is designed with a cozy arrangement of seating, including a sectional sofa and a comfortable chair. A mounted television is positioned above a stone fireplace, with decorative art displayed on the wall and a standing lamp providing soft light.
Home in Kenosha
4.98 out of 5 average rating, 125 reviews

Bright, Airy SuperHost’s Kenosha Backyard Home

Newer, modern 4BR/2.5BA home in peaceful residential neighborhood. 10min from beautiful Kenosha beaches, Microsoft, UWP, Carthage, harbor market, museums, restaurants, & more! The house features 2 dining areas, dedicated office space, and a large unfenced backyard with relaxing patio seating. Very family friendly! Perfect for your family vacation, friends getaway or business trip -we are experienced hosts. Book with confidence! 30min to Milwaukee airport, 50min to O’Hare, 25min to Six Flags

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
A stylish living room features two spacious black sofas facing a central coffee table. The room is adorned with a zebra-print rug, and a prominent television is mounted above a textured white fireplace. Natural light filters through large windows, complemented by elegant drapery.
Home in Racine
4.98 out of 5 average rating, 112 reviews

Stunning Home Across The Street From North Beach

Newly remodeled home on Michigan Blvd. We went the extra mile in creating this beautifully curated, lush, and stylish home! Kick back and relax in one of the many thoughtfully designed rooms and the huge front outdoor deck with amazing views of Lake Michigan! Anywhere you gaze, you will find a visually stimulating experience in this home! Across the street from Lake Michigan, North Beach, and Kids Cove Playground. Short walk to Racine Zoo, the Marina, downtown Racine shops and restaurants.

Top guest favourite
A cozy sunroom is featured with large windows, allowing natural light to fill the space. A comfortable gray sectional sofa provides seating, accompanied by a decorative pillow. Soft lighting fixtures and a unique chandelier add a welcoming touch to the inviting atmosphere.
Home in Kenosha
4.99 out of 5 average rating, 99 reviews

6th Ave Harborside

Enjoy everything downtown Kenosha has to offer from this conveniently located, cozy, and comfortable guest home. Take the bikes to the farmers market, or enjoy a short walk to the beach. It’s the perfect spot if you’re in town for a wedding, bachelorette, or bachelor party. With the marina and harbor nearby, it’s also ideal for fishing trips. The spacious dining room provides plenty of room for everyone to share a meal together. Enjoy all the comforts of home - reach out for seasonal discounts!

Top guest favourite
Guest suite in Zion
4.91 out of 5 average rating, 239 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
Flat in Kenosha
4.99 out of 5 average rating, 202 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
Flat in Kenosha
4.98 out of 5 average rating, 47 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

Top guest favourite
A cozy living area features a soft sofa adorned with colorful cushions, complemented by an accent chair. A stylish glass coffee table sits atop a geometric-patterned rug. Natural light filters through two windows, enhancing the warm ambiance of the space.
Townhouse in Bay View
4.95 out of 5 average rating, 451 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Guest favourite
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!

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, 177 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!

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.
Flat in Winthrop Harbor
4.94 out of 5 average rating, 320 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.

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, 703 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.

Popular amenities for Kenosha holiday rentals

When is the best time to visit Kenosha?

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Avg. price$131 SGD$134 SGD$138 SGD$141 SGD$158 SGD$177 SGD$199 SGD$185 SGD$165 SGD$172 SGD$153 SGD$144 SGD
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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 10 vacation rentals in Alford Park, over 60 vacation rentals in Lincoln Blvd., and over 60 vacation rentals in Simmons Island.

  • 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.

  • 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 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 apartment rentals in Kenosha have wifi?

    Absolutely! We offer over 20 apartment 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.

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

    Experience the best of Kenosha with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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 $64 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 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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