
House holiday rentals in Kenosha
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Top-rated house rentals in Kenosha
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Popular amenities for Kenosha house rentals
House rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*
We had a great stay overall. From start to finish, Kailash was extremely helpful, friendly and responsive. We needed a long-term stay with 2 big dogs, and this house worked great for us. We didn't get to use the pool much because the weather didn't cooperate, but the pool and patio area are gorgeous. The location is great, close to everything - grocery stores, restaurants, etc. There is a trail behind the house (accessible through a gate in the back yard), and it leads to a beautiful and huge forest preserve - beautiful for walks/hikes in the woods! The kitchen was a great space for us, and it had everything we might need for cooking, etc. The house was very comfortable for our family, and we would come again. Thank you, Kailash!

The Gem of Brewers Hill w/hot tub & seasonal pool
Excellent location and plenty of beds and bathrooms.

Cozy cabin getaway near Lake Como and Lake Geneva
Sasha’s place was even better than expected. We all felt at home and it was very relaxing. We had plenty of room to accommodate all of the guests.

Abbey Springs Home! Hot Tub + Golf Cart
A wonderful home that was well appointed, clean & a great location! We hosted Easter here with my adult Kids and grandson. We all enjoyed the beautiful surroundings and all the wildlife-many deer and even a coyote! So much room and a great layout for us to enjoy the home together!

Paradiso Vacation
We had an amazing time having a girls trip here. We are already planning to come back with our partners/spouses. The entire stay was amazing. The house had tons of games/activities and the kitchen was fully stocked with everything we could possibly need. There was never a boring moment at this Airbnb and we can’t wait to be back soon!

Grand 1800s Victorian Gem: Updated/by Downtown
Fantastic home, we all loved it and had such a great time! Deirdre was right on top of things, so friendly, it was a delight working with her. The home was beautiful, and looked just like the pictures. What a fantastic experience!

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
We had a great stay at Steven’s lake condo! The place was exactly as described and had everything we needed. Steven was a great host and provided a very helpful guide ahead of time with information about check-in, the condo, and the surrounding area. We would definitely stay here again!

Relaxing Summer Getaway near Lake Geneva w/ Pool
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.
Weekly house rentals

2BR Lake House | Lake Toys | Views | Dog Friendly
We had the pleasure of staying here over our anniversary weekend with our 2 kiddos; it was our first vacation just our little family and it's was fantastic. Cristle was so helpful and went above and beyond to help us out when we had some issues on our end leading up to our trip. She was very thoughtful and kind and that alone was worth the 5 star rating. The home was very well kept and clean and had everything we needed for a nice relaxing weekend. We had a lot of fun out on the paddle boat and playing in the yard. The screened in porch was also a nice bonus. Our girls enjoyed the park and playing the sand. Overall it was a very nice stay and we'd love to go back sometime soon.

Lakehouse Retreat with Game Room
We had a truly wonderful stay for our women's retreat! The home was perfect—clean, cozy, and beautifully set up for a relaxing time together. We especially loved the spacious kitchen where we could cook and share meals—it felt just like home. The living room was warm and inviting, perfect for late-night chats and laughter. We also enjoyed being just a short walk away from the lake beach, which added a peaceful and refreshing touch to our time. Our host was incredibly kind and thoughtful, making sure we had everything we needed. We couldn’t have asked for a better place for our special night together. Highly recommended!

Beach Home with Park, Lake Michigan Waterfront
This was the perfect relaxing home-away-from-home for our family. The park right across the street and easy walk to the beach for rock hunting kept the kiddo entertained and the house served as a quiet and relaxing place to spend downtime after daily explorations and activities.

Lake it Easy at this beautiful 2 bedroom lake home
We had a great stay! Everything was as described and we were cozy from the moment we walked in! Neighborhood is cute, neighbors were friendly, and you can’t beat the lake views! (just a few short steps from the driveway and you’re right at the boat launch) We didn’t bring our kayaks with but we could have easily walked them down. It was a great week here and we would absolutely stay again!

Waterfront w/Lake Views, walk to the beach!
We loved the house! All the little thoughtful things were so nice: a case of water- all the coffee stuff- and even the welcome message when we walked in. The manager was a couple doors away and was so sweet and friendly. We will stay in the house again when we have another family event in Kenosha again.

Lago Amore - Channel house, pier, kayaks
Wish we had time to book a longer stay! Regardless, it was a perfect place for my son and I to stay and do some kayaking and fishing on Paddock Lake. The deck was really a nice touch with the cafe lights. It was really nice to have access to a dock to launch our kayaks and fish from.

Spectacular Lake Michigan views
**5 stars – Amazing Lakeside Getaway!** We had another fantastic stay at this Airbnb for the second year in a row! The location couldn't be any better—right across from the lake with beautiful views and a park you can walk through the gate in the backyard to get to. In addition, it is VERY close to the marina where we meet our chartered fishing boat. It is the perfect setting for a peaceful and relaxing getaway. The house & especially the kitchen were incredibly well stocked with everything you could possibly need, from quality appliances to handy gadgets. Whether you're cooking a full meal or just enjoying coffee on the back deck with its amazing view, it has you covered. There is a deck off the second & third floor as well! 2nd floor has lake view, 3rd floor is facing the front of the house. Very spacious! The entire place was spotless-very clean and well-maintained. You can tell the hosts put a lot of care into making it a comfortable and welcoming space. Highly recommend!

Mid-Century Modern Dream Getaway
This was a beautiful house and a beautiful location. My family had a great time exploring the rooms and enjoying the views out the many windows. Lovely trees and lawn space. The design elements of the house were so fun, this felt like a house I would tour - it was cool to stay in!
Private house rentals

Harbor Haven/Near Base/Great America/Game Room/Gym
Host was great, & responded quickly. The property was great and the neighborhood was very safe and the surroundings were beautiful. Our family would stay here again.

Stunning Victorian Mansion - 5/4.5 No Cleaning Fee
We had the most amazing D&D weekend at this quaint and absolutely gorgeous historic home! It was the perfect setting for our group of six adults and one teenager. With five beautifully appointed bedrooms and 4.5 bathrooms, we had more than enough space to spread out and relax. The primary bedroom suite was the most stunning I’ve ever stayed in — elegant, spacious, and full of character. The kitchen was a dream, with everything we needed to cook and gather around as a group. We especially appreciated the three inviting living rooms, which gave us plenty of cozy spots to play, chat, and unwind. The Victorian charm of the house is unreal — every room has thoughtful details that make it feel both warm and special. On top of it all, the hosts were incredibly responsive and kind, making sure everything was smooth from check-in to check-out. A truly unforgettable stay — we already want to come back!

Massive yard & basement with cinematic experience
We had a fantastic stay at this beautiful property over the Memorial Day weekend! The home was exactly as described—spacious, clean, and thoughtfully stocked with everything we needed for a comfortable and relaxing getaway. The peaceful surroundings were ideal for quality time with our group of friends and family, including kids. A special shoutout to Jose, who coordinated the entire visit and stayed in constant touch with us—checking in, offering help, and making sure everything was going smoothly. His support truly made our stay stress-free and enjoyable. David and Amber were wonderful hosts as well—responsive, thoughtful, and welcoming throughout. We would absolutely recommend this place to anyone looking for a serene, well-managed escape. Already looking forward to returning! — Sid & Family/Friends Group

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee
Amanda and Troy’s place was a great little bungalow for our first trip to Milwaukee. It was quick and easy to get to the highway, yet far enough to be situated it a quiet little neighborhood. Amanda and Troy really thought of everything! We took their recommendation and enjoyed walking to Blue’s Egg Cafe & Bakery. Would recommend their place for your next trip!

Farm House Retreat w/ Private Backyard & Garage
This home was beautiful and perfect for what we needed! Terri was so kind and easy to work with! We will definitely look into renting again when we are back in the area.

The Harbor House - Amazing!
My family and I stayed at Karen’s place for my sister’s Navy graduation, and it was perfect. As a host myself, I was genuinely impressed by the cleanliness and quality of the home. It had everything we needed—and more. We instantly felt at home, even comfortable enough to go barefoot in the backyard. Highly recommend!

North Beach home
I loved Chris’ house! It was spotless when I arrived and smelled great. It was just one block from the beach which was amazing. There were plenty of utensils, coffee supplies, soap and shampoo, an abundance of towels, beach chairs, everything you could need. The bed in the master bedroom is amazing; I slept like a baby. The neighborhood was quiet and safe and walkable to downtown. I would absolutely stay here again. One of the best Airbnbs I’ve stayed in! A+!

2BR Sunny Upper in Prime Bay View - w/ Parking
This was our second stay here, and our second time hosting an out-of-town guest in this fun space. Our hosts went above and beyond. I made a major mistake in my booking date, and I could have had a major scramble to find an alternative, and they responded immediately, and with such grace, flexibility, and kindness. On top of that, this is such a great location for seeing Bay View and the rest of the city. We sampled more restaurants, we took walks, and we had everything we needed to be comfortable when we were back at the apartment for downtime. Highly, highly recommend.
Quick stats about house rentals in Kenosha
Total rentals
40 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
Destinations to explore
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Six Flags Great America
- Humboldt Park
- 875 North Michigan Avenue
- Milwaukee Public Museum
- Lincoln Park
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Willis Tower
- Geneva National Resort & Club
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- The 606
- Racine North Beach
- Bradford Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Moraine Hills State Park