House holiday rentals in Pleasant Prairie

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.

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!

We had a great time at Mikes place! It was all the little things and extras. From the provided waffle mix with toppings, the golf simulator and indoor pool to the ping pong table and infinity game table. It was also very cozy and we all felt close and connected. We were a large group that gets together once a year for skiing. It was the first time we visited Wisconsin and we would definitely come back! Mike was very responsive with any issues that came up.

Loved this house! It was in a great location, a few mins away from town, walking distance to Lake Como and super easy to find and navigate. Everyone had a great time. Only drawback was a tiny kitchen for multiple people but the rest of the living areas were great!

What a great place to relax! Best night sleep EVER. We were celebrating 30th anniversary of college graduation. Relaxed on patio after exploring Lake Geneva. Everything was spotless and excellent working order. Would definitely recommend.

It was wonderful for a family with kids. Very clean. Great location. Comfortable beds. Sound system that you could control from an app and play music in any room. Games in basement were perfect for kids of all ages That was great. Would happily stay again.

House was great and matches the description and photos. House is spacious, good for a group of 6-7 people and private from other neighbors. It’s also less than 10 minutes from downtown Lake Geneva. It is an ideal house if you are looking for a quiet weekend retreat, close to the areas activities. In addition, the host is responsive and helpful. Looking forward to our next stay with you all!

The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.

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.

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.

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.

**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!

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!

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!

Five bedrooms at a very nice home allowed my eight member family to feel comfortable and very relaxed. Cooking up s’mores at the patio firepit was fun for everyone. The game room downstairs was also fun for all. Great location and very nice & welcoming neighborhood.

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!

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.

This place was great for our family vacation. The home is beautiful, spacious, clean, cozy, and the nearby park and playground was perfect for our kids. The hosts were flexible with us about an early check-in process working with our flight arrival times, which was a bonus. Definitely recommend this home, and would book with them again.

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.

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!

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+!

Great property! Great host! I would definitely stay here again. Beautiful surroundings, close to downtown, house was perfect.

Great find, clean cozy, and very thoughtfully managed to make you feel welcome and valued. We will definitely stay there again if we're in the area and it's available. Definitely recommend if you are 4 people or less Thank you Michelle, if you're reading this!

We had a wonderful stay at Rebecca’s place in Bristol! The house was big, super clean, and beautifully maintained—perfect for a relaxing getaway. It truly felt like a home away from home with all the thoughtful touches and amenities included. Rebecca was a great host—everything was well-organized and exactly as described. I’d absolutely recommend this place to anyone looking for a peaceful and enjoyable stay. We’d definitely love to come back!