Family-friendly holiday rentals in Pleasant Prairie

Christine’s place was the perfect get-away for a family vacation close to home. The lake was beautiful and the place was spotless and inviting. It felt like you walked in to your own home. It’s close to places to eat and there is even a community space just a few houses down that is lively if the weather is nice. I’m hoping to come back again!

This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.

Very nice place to host our large family Christmas gathering. Plenty of room for everybody. The game room was very much appreciated and well used.

This was my second time staying at this lakehouse, and it was just as great as I remembered. I absolutely love the peaceful surrounding area—it's a perfect spot to relax and enjoy nature. The hosts were very responsive and helpful, answering any questions I had right away. Everything in the listing was exactly as described, and the check-in instructions were clear and easy to follow. The house was clean, comfortable, and had everything I needed. I’m already looking forward to coming back again!

We had such a lovely stay! It felt like a home and was very cozy she even left fuzzy robes on the bed that added to the cozy fall vibes! The hot tub was clean and private and the unit had a beautiful view! Everything together made for the perfect relaxing get away!

I cannot recommend this Airbnb enough! Our group of 9 loved staying in this private, spacious lodge over Memorial Day weekend. A short 20 minute drive from Lake Geneva and only 5 minutes away from town, you can't find this kind of privacy and charm anywhere else. Check in/check out was seamless, and we were delighted by our host leaving us snacks, pancake mix, and coffee to enjoy. We enjoyed many beach volleyball games and bonfires, and the hot tub was an added bonus! Yecenia was friendly and responsive, and even dropped off an Apple TV console when our WiFi connection was unstable. Our large group never felt crowded in the space. I would absolutely book again!

Perfect place for us , very nice staff and accommodating. we love this spot would love to come back. we are from Panama City Florida visiting my son. Both manager and owner very sweet we had a great time.

This house looks like it does in the photos. It is an easy walk to downtown in a safe area. Had a great stay overall!

This place was stunning and Jenni was fabulous to work with. Literally zero complaints! Thank you so so much for everything ❤️

We really enjoyed Andy's place! The location is beautiful, right on the lake. We fished right off the pier and also took the boat out to fish. Andy had instructions for EVERYTHING, which was so helpful! We will be back!

A great place to stay at a great value. We used all 6 bedrooms. Perfect location. Papi surprised us with pastry the first and second morning. Was a real pleasure to stay at his place.

Always love staying with Daniel and Anne's place! Not only are they always super responsive, but their property is beautiful and well set up for large groups. walk friendly, and lots of nearby food options. 100% would recommend, and we definitely hope to be back in the future!

Easy to access beautiful home which looks just like the photos. The host was extremely responsive when I had questions - would absolutely stay again.

everything you need. just a few steps from one of the greatest streets in the world

Matthew was very helpful and friendly… the house was amazing had everything you need to feel right at home and top of that the park was across the street.. very nice and relaxing would definitely recommend this place to anyone!

The perfect location for my stay!! The hosts were quick to respond if I had any issues and the actual place itself was so cute.

We were in town for a wedding and Juneau Village was the perfect choice for us. The church was only 2 blocks away and the reception was about 5 so we could walk to both. Although we explored the downtown area by car the free HOP transit line is close by Juneau Village and a great option. The kitchen was very clean and equipped with all the basics. It was nice having coffee provided to brew. I liked all the windows to let in sunshine and to enjoy the view. The bed and linens were comfy. We liked the security of the building and offstreet parking spots for our vehicle. Although we didn't have time to relax by the pool it looked nice. The hotels downtown Milwaukee were expensive (and booked) so we felt this unit was a good value and convenient for us.

Clean, roomy place. Short drive to stores or walk/shuttle to resort pool/restaurants. We enjoyed our stay and would definitely stay again. The only disappointment was the golf course was closed.

What a lovely and hospitable place! We loved our time there. The level of comfort was unmatched. We would happily return. Truly a wonderful experience!

Charming and comfortable - In the heart of Geneva close to cute shops and many restaurants! Very clean with convenient parking. Wonderful stay!

Debbie was very communicative before and during our stay. The property has plenty of yard room for outdoor activities and we loved that we didn’t feel stacked up against a bunch of other houses. The driveway can accommodate a group of cars and we loved the reclining couch in the basement. I’d highly recommend this property.

Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!

We absolutely loved this location. We ended up not even going into Lake Geneva until we were driving out. Close to Williams Bay for the Shoreline Trail. Close to restaurants and walking distance to activities. We fished right from the dock and caught a lot of Blue Bill, Northern Pike and Bass. We encountered a lot of wild life; turtles (we watched her laying eggs, cranes, deer, a snake) Pool was fun, listened to music up at the Lodge by the fire and enjoyed the condo. It was very comfortable and welcoming. We will be back!

The rooms were very nice and seemed to have been well kept and updated. All questions were answered promptly and fully. Would recommend to anyone needing a room there.