Vacation rentals in Kenosha

4.98 out of 5 average rating, 103 reviews

Bright, Airy Keno-Microsoft, Carthage, UW-P 10 min

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

4.91 out of 5 average rating, 253 reviews

A charming garden scene displays a stone sculpture depicting a child interacting with a whimsical creature, surrounded by tall, vibrant yellow flowers. Lush greenery complements the artwork, while a gentle blue wall provides a serene backdrop.

Home in Racine

“Rustic Farmhouse Retreat” at a working farm

A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

A decorative piece is showcased on a light-colored wall, framed in a black shadow box. The focus is on a sculptural representation, adding a unique artistic touch to the space. A smooth, white tabletop is visible below the artwork, complementing the overall aesthetic.

4.93 out of 5 average rating, 247 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.

4.89 out of 5 average rating, 200 reviews

The sleeping area features a white iron bed frame with layered bedding, including decorative pillows. A wall-mounted TV is visible above a wooden dresser, and natural light enters through multiple windows with wooden blinds. A cozy seating area is provided by a basket and chair beside the door.

Guest suite in Zion

Non-smoking, attached mother-in-law suite.

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 7PM.

4.95 out of 5 average rating, 327 reviews

Apartment in Bay View

Bay View MKE Hideaway - with Parking!

Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

A wooden door marked with the number '201' is displayed. A welcome sign reads 'Welcome to Kenosha' and identifies the accommodation as an Airbnb guest rental. The door features a golden doorknob and a secure lock.

4.98 out of 5 average rating, 234 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!

4.99 out of 5 average rating, 150 reviews

A cozy seating area features a gray sofa and a small table with decorative items. Natural wood walls add warmth, while large sliding glass doors frame the serene lake view, leading to an outdoor deck overlooking the water.

Home in Round Lake Beach

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!

4.89 out of 5 average rating, 199 reviews

The storefront features a prominent sign with the text 'ONLY REAL ESTATE GROUP' displayed against a dark blue background. The facade includes large glass windows showcasing interior space, while three hanging lights provide illumination above the entrance.

Apartment in Racine

The Graduate Apt Downtown

Experience downtown charm at our fully renovated Graduate Apt, a stone's throw from the lake. Enjoy serene views from Main St facing windows. Our apartment features a quiet bedroom with a queen bed and smart TV, and a cozy living room that includes a convertible queen sofa with premium linens. Indulge in a fully equipped kitchen, in-unit laundry, and complimentary Hulu access. Ideal for both business and leisure. Ask about our adjacent Greyhound Suite for larger groups!

4.9 out of 5 average rating, 226 reviews

A serene pond is surrounded by lush greenery and tall reeds, reflecting the soft pastel colors of a sunset sky. Trees frame the natural scene, creating a tranquil atmosphere that highlights the peacefulness of the outdoors.

Guesthouse in Racine

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.

An outdoor deck area features a glass-top table surrounded by seating with neutral-toned cushions. Sheer curtains drape elegantly, adding privacy. The space is framed by a wooden structure with a tree providing shade, creating a comfortable setting for dining or relaxation.

4.99 out of 5 average rating, 172 reviews

Downtown-Treetop Deck-2Bd/2Bth

This one-of-a-kind, shabby-chic second floor apartment is in the heart of Downtown Kenosha, walking distance to coffee shops, restaurants, museums, and Lake Michigan beaches. Enjoy the large, completely secluded back deck equipped to grill, dine, and relax tucked amongst neighborhood buildings with a tree top view. The apartment is great for a romantic rendezvous, a girlfriend getaway, or for an extended stay.

4.83 out of 5 average rating, 660 reviews

A serene beach landscape is depicted, featuring soft sandy shores leading to calm blue waters. Lush green vegetation is seen at the forefront, with gentle waves lapping against the coast. A clear sky, dotted with clouds, complements the tranquil atmosphere of the setting.

Cabin in Kenosha

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.

4.97 out of 5 average rating, 243 reviews

A modern kitchen with dark cabinetry and a white countertop leads into a living area. Natural light enters through large windows, illuminating the space. Kitchen utensils and appliances are neatly arranged, while a cozy seating area is visible in the background.

Condo in Racine

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.

Vacation rentals for every style

Get the amount of space that is right for you

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Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Kenosha vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Kenosha

A spacious pontoon boat is docked at a marina, featuring comfortable beige seating and a red canopy for shade. The boat is secured with mooring lines, alongside several other vessels. In the background, trees and a blue building are visible, with an American flag waving.

5 out of 5 average rating, 39 reviews

Nancy's Place

JenRating, 5 starstoday

The space was well equipped and as advertised. We appreciate the accomodations that were provided for a weekend in the area. If you are looking for a comfortable, convenient space to stay, definitely consider Joe's rental.

4.99 out of 5 average rating, 102 reviews

A cozy bedroom features a spacious king bed with soft linens, flanked by two bedside lamps. Natural wood paneling lines the angled ceiling, and light streams in through two small windows, creating a warm and inviting ambiance.

Cabin in Twin Lakes

Secluded in the Woods, Hot Tub

KellyRating, 5 stars2 weeks ago

My group had the best time at Owl's Rest! The cabin is surrounded by beautiful woods and relaxing peace. We sat at watched birds and all kinds of animals on the deck most of the day and sat by the fire at night. The hot tube was so perfect and relaxing. One night we walked down to the bar and had a fantastic meal and fun environment. Everything about this cabin was clean and well appointed. It was so hard to leave. You can't go wrong with this cabin if you're looking for a quiet, peaceful, and relaxing time. Lyle is very helpful and communicative. Literally the most perfect weekend in every respect. Thank you!

A modern kitchen space features stainless steel appliances, including a gas stove and microwave. Ample white cabinetry is complemented by a light countertop. Natural light streams in through multiple windows, enhancing the grey and white color scheme with a ceiling fan overhead.

4.94 out of 5 average rating, 17 reviews

Lighthouse Retreat

RobertRating, 5 stars1 week ago

We had a fantastic stay at Keith’s place in Kenosha! The home was clean, exactly as described, and included great small touches (the Keurig with a variety of pods). It was clear that a lot of thought went into making the space comfortable and welcoming. Keith was an excellent host - communication was clear, timely, and helpful throughout our stay. He was easy to work with and made everything seamless. We would definitely stay here again and highly recommend it to anyone visiting the area!

4.97 out of 5 average rating, 156 reviews

Condo in Lake Geneva

Magnificent waterfront views & cozy fireplace

SamanthaRating, 5 stars1 week ago

Lori’s place was amazing! The location was perfect, peaceful, yet centrally located near tons of things to do. Whether you want to explore or just head back to relax, it’s the ideal spot. I highly recommend taking your coffee out onto the balcony to enjoy the beautiful view, it was one of my favorite parts of the stay. Lori was incredibly responsive and checked in often to make sure I had everything I needed. I would 100% stay here again in a heartbeat!

A covered outdoor seating area features a hammock and comfortable furniture set on a wooden deck. Surrounding greenery enhances the space, while a grill stands nearby. The backyard is spacious, and a car is parked on the side, with a clear blue sky overhead.

4.83 out of 5 average rating, 53 reviews

Bekahs Boho House

Veronica Rating, 5 stars1 week ago

Rebecca’s place was very easy to find. Entry was a breeze, the house was very nice, clean, quiet, and absolutely beautiful. Everything was just as she described and showed in photos. She’s also a very helpful, flexible, friendly, understanding, supportive, and responsive host! I loved her and her place! Would absolutely recommend 10/10!

A clean bathroom features a modern vanity with a sleek sink and dark cabinetry. A spacious shower is visible, accompanied by a bathtub. The wall is adorned with colorful mosaic tiles, adding visual interest. A bottle of shampoo sits on the counter, providing convenience.

5 out of 5 average rating, 19 reviews

Blue Sky Landing

JaneRating, 5 stars4 days ago

The location is a couple blocks away from Kennedy Park and beautiful Lake Michigan. We came for our granddaughters 1st birthday the Airbnb was close to my son's house. The Airbnb was one room. it had a microwave, refrigerator and toaster. The coffee machine was interesting and worked great. It also dispensed cold water.There was a closet. The sink was in the bathroom. The bathroom shower worked well, water temp and pressure good. Internet worked well. Lisa was very responsive and kind. We will visit Kenosha again and would definitely stay there again!

A window framed by white trim offers a view of Lake Michigan. The calm waters reflect the sky, with a small boat visible in the distance. The walls are painted a warm yellow, complementing the natural light entering the space.

5 out of 5 average rating, 47 reviews

Anna's Cozy One Bedroom Lakefront Apartment

EricRating, 5 stars2 weeks ago

Anna’s is perfectly located in downtown Kenosha so that it is convenient to Lake Michigan, Carthage College, and all the shops and restaurants downtown. The views are amazing, as is the coffee and food. But the best part about our stay were our hosts and the other staff. We cannot speak highly enough about Anna and Natalie and the crew. We are not sure when we will be back but we will definitely be coming back to Anna’s.

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.