House vacation rentals in Kenosha

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Popular amenities for Kenosha house rentals

House rentals with a pool

Guest favorite
Home in Highland Park
4.91 out of 5 average rating, 145 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

MaryRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Lake Geneva
5 out of 5 average rating, 33 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DanielRating, 5 stars5 days ago
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.
Guest favorite
Home in Lake Geneva
4.96 out of 5 average rating, 73 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

CynthiaRating, 5 stars1 month ago
We loved this place! Super fresh and clean, lots of natural light, great views, peaceful, private and super comfy beds. Perfect place for a couple of days to get our 22 year old out of the big city for some family time and renewal. Steven is a thoughtful host. Highly recommend!
Top guest favorite
Home in Woodstock
4.89 out of 5 average rating, 63 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

MikeRating, 5 stars5 days ago
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!
Top guest favorite
Home in Whitewater
5 out of 5 average rating, 80 reviews

Nestled in the Southern Kettle Moraine Forest

VictoriaRating, 5 stars3 weeks ago
Jarvis and Chris are the kind of hosts who go above and beyond. We arrived after a chaotic day and were instantly welcomed with warmth, a surprise graduation cake and wine, and the peaceful reset we didn’t know we needed. The property is absolutely stunning—pictures do not do it justice. The trails are beautiful and serene, and the animals are the sweetest, most well-loved crew. You can feel how much care and heart goes into every part of this place. They also provided the best recommendations for dinners, hikes, and activities! If you’re thinking about booking—do it. You will not regret it. This place is a true Wisconsin gem. The love, care, and intention poured into it is obvious. We’re so grateful for this experience and already can’t wait to come back!
Top guest favorite
Home in Genoa City
5 out of 5 average rating, 54 reviews

Relaxing Summer Getaway near Lake Geneva w/ Pool

BenjaminRating, 5 stars2 weeks ago
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.
Superhost
Home in Sussex
4.88 out of 5 average rating, 112 reviews

Wooded Hills/Indoor Pool/Hot Tub/Arcade

KaitlynRating, 5 stars1 week ago
Great stay. Pool could have been cleaned better before our stay.
Top guest favorite
Home in Crystal Lake
5 out of 5 average rating, 6 reviews

In Ground Pool, Full Ranch Home

MarkRating, 5 stars2 days ago
Great place and easy to work with.

Weekly house rentals

Top guest favorite
Home in Trevor
5 out of 5 average rating, 22 reviews

2BR Lake House | Lake Toys | Views | Dog Friendly

MagenRating, 5 stars1 week ago
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.
Top guest favorite
Home in Pleasant Prairie
5 out of 5 average rating, 52 reviews

Lakehouse Retreat with Game Room

MinjieRating, 5 stars6 days ago
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!
Guest favorite
Home in Kenosha
4.88 out of 5 average rating, 41 reviews

Beach Home with Park, Lake Michigan Waterfront

ScottRating, 5 stars3 days ago
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.
Guest favorite
Home in Salem
4.97 out of 5 average rating, 31 reviews

Lake it Easy at this beautiful 2 bedroom lake home

AnnastasiaRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in Caledonia
5 out of 5 average rating, 15 reviews

Massive yard & basement with cinematic experience

SiddharthaRating, 5 stars2 weeks ago
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
Guest favorite
Home in Salem
5 out of 5 average rating, 30 reviews

Lago Amore - Channel house, pier, kayaks

AlexisRating, 5 stars2 weeks ago
Talk about fully loaded! This place has it all. Ample space, stocked necessities, incredible views. Don’t get me started on the neighbors, so much fun! Alexis was super helpful and made our stay so comfy and honestly unforgettable. We loved every minute of this place & can’t wait to come back again!
Top guest favorite
Home in Racine
4.97 out of 5 average rating, 79 reviews

Farm House Retreat w/ Private Backyard & Garage

MattRating, 5 stars2 weeks ago
We were very happy with our stay. The accommodations met expectations and the host was very responsive. If we needed to be back in this area, we would stay here again. Thank you!
Superhost
Home in Kenosha
4.83 out of 5 average rating, 36 reviews

Backyard Oasis- 5BDRM, Firepit, Safe Area, By Lake

BrianRating, 5 stars3 weeks ago
Very nice and large accommodations, clean and great back yard patio area. Very quiet neighborhood. Would definitely like to stay here again.

Private house rentals

Guest favorite
Home in Racine
5 out of 5 average rating, 8 reviews

Scenic Waterfront Lake Michigan Escape

CassandraRating, 5 stars2 weeks ago
The house was really nice and spacious , neighborhood quiet and peaceful as well as the beautiful view.
Top guest favorite
Home in Racine
5 out of 5 average rating, 25 reviews

Stunning Victorian Mansion - 5/4.5 No Cleaning Fee

EviRating, 5 stars2 weeks ago
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!
Superhost
Home in Racine
4.83 out of 5 average rating, 41 reviews

The Brickmason’s House

JessiRating, 5 stars8 months ago
Great home in the heart of West Racine. It was comfortable and well stocked.
Guest favorite
Home in Racine
4.86 out of 5 average rating, 50 reviews

The Main Destination

KevinRating, 5 stars1 month ago
Rhoda is an excellent host! Very helpful, friendly and accomadating! She went above and beyond for us! The house is very clean and comfortable.
Guest favorite
Home in Gurnee
5 out of 5 average rating, 6 reviews

Luxury Stay Near Six Flags & Navy Graduation

ZylfijeRating, 5 stars3 days ago
We had a fantastic stay! James was extremely attentive and accommodating, communication was seamless from start to finish. The location was ideal for our family, just minutes from Six Flags, which made our trip so convenient. The house itself was incredibly spacious, giving everyone room to relax without feeling crowded. We especially appreciated waking up to the peaceful sound of birds chirping each morning, such a nice touch of nature. Every living area had its own TV, which made downtime easy for everyone, and the ping pong table added a fun extra activity for the family. The home was spotless upon arrival, very clean and well kept. You can tell the host takes pride in maintaining the property. Highly recommend staying here if you're visiting the area!
Top guest favorite
Home in Trevor
5 out of 5 average rating, 37 reviews

Lake House- Private Frontage/Pier- Kayaks Included

KatieRating, 5 starstoday
The home was comfortable, clean and well-stocked with cleaning and kitchen supplies. We relaxed and enjoyed the lake views, caught some fish from the dock, went kayaking, enjoyed s'mores, read and lounged in the patio areas, and kids had fun on the play set. Nearby, we enjoyed swimming at the beaches at Silver Lake and Lake Mary. Walked the neighborhood - lots of friendly neighbors. And, lots of tasty local food - Bodi's, New Taste of Italy, Dini's, and Sandlots. Highly recommend!
Guest favorite
Home in Racine
4.95 out of 5 average rating, 21 reviews

North Beach home

OrianaRating, 5 stars5 days ago
Chris was an outstanding host, he even offered my friends and I military discount for our stay. The area was absolutely stunning! With the beach less than a 5 minute walk away. The house was very spacious and well kept. He was very responsive to any concerns. Very much recommend!!
Guest favorite
Home in Bay View
4.94 out of 5 average rating, 97 reviews

2BR Sunny Upper in Prime Bay View - w/ Parking

KristiRating, 5 stars1 week ago
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

    ﺩ.ﺇ147 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

  • Wifi availability

    40 properties include access to wifi

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