Family-friendly vacation rentals in Walworth County

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.

We booked for 2 weeks and enjoyed each day! Great neighborhood for walking our dog and loads of restaurants nearby to try out. The home was furnished with everything you could need. Sarah was accommodating to meet our needs and we would definitely come back here.

Every year we visit Cypress there are more improves and amenities. Always a great stay and so much to do. Amanda and her team run this place like a well oiled machine. We visit once in the winter and once or twice in the summer. A favorite for sure.

Amanda is the best host I’ve ever had, she is so friendly and responsive. Her kitchen was fully equipped, she gave us the option of having firewood delivered, the place is absolutely beautiful, you walk down some stairs to get to the beach. A group of 8 moms went there for a weekend getaway and it was exactly what we needed. Thank you!

The house was very centrally located and convenient to everything in Lake Geneva. It was a good size for my adult family to stay and we enjoyed the common areas for gathering. The house is old but in a way that we found quirky and charming, and overall clean and functional. There is only one shower but we didn't run out of hot water so it worked out. Parking and entry were very easy. Overall a great find and value if you are okay with an older place and want to prioritize a central location with several private bedrooms.

Great host. Really looked after us and communicated very well.

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.

YurtSimple is a magical getaway! We loved it so much in the early fall that we visited again this past weekend, and it was just as wonderful in the early spring with snow falling this morning. Wil has thought of everything to make this a relaxing, fun, and stress-free retreat in nature. He even had the wood-burning stove rolling for us so that the yurt was warm and cozy upon our arrival. There’s plenty of cut wood, tinder, and matches, as well as light and power sources, water, all the necessities. This is really a special place and we can’t wait to stay again someday!

This place is perfect for big parties. Beautiful and clean location with tons of space for 10+ people. Nice fire pit in the backyard and the host is amazing. There were a few kitchen utensils missing due to the last renters not returning things where they belong and a phone call to the host was made and he delivered brand new utensils within an hour. This place and owner really make you feel at home!

What a truly amazing experience! Our families came from opposite sides of the country to enjoy some amazing racing at Blackhawk Farms Raceway. We don’t get a chance to see each other that often so we wanted a place that we could gather together to relax and enjoy. We arrived from our two day journey from Montana to a beautiful evening and a wonderful sunset. Our friends from South Carolina were already there and the rest of our group followed shortly after. Once we took just a minute to see the house and walk the grounds we knew we picked the perfect spot!!!! Our first two evenings were spent enjoying the grounds, the house, the porch, the view and the beauty!! We hosted several families for dinner and the space was amazing for gathering, eating and fellowship. Tracy and Leif have made the space so user friendly and inviting that we really felt amazingly comfortable!! They have provided every detail you can imagine from s’more packages to basketballs to lots of wood for the fire ring to every local tip you could imagine!!! The combination of a lovely comfortable home and the quaint and beautiful grounds make for a truly wonderful experience. We left wanting out experience to last a few more days, so we knew it was special place. We would highly recommend this experience!!! Andy and crew

Took 2 kids and 2 dogs on a hiking getaway. The surrounding area is full of state parks. We love there was a nice green space in the back for the kids and dogs to play. Be sure to pack your tethers. The home itself was cozy and the kitchen was fully stocked with cooking and baking ware. It was beautiful to watch the sunset every night.

Paul was an incredible with his communication and the unit was absolutely perfect for my Fiance and I during our anniversary! We would 1000% recommend this property and would love to reserve it again in the future!

Excellent communication and location! Very close to the center of town. The doors and keys were a little confusing at first, but we figured it out eventually! Would happily stay here again if we ever come back to the area. Thanks Laura!

Brittany is an awesome host! We ended up not being able to leave right at 12 for checkout because of the time change and she was wonderful to work with. Our group loves her home! We are already looking forward to booking with her again!

This was our second stay here. The house is spacious and in a good location. We had an issue this time with the heat; Tim was very responsive and got it taken care of quickly. We would stay here again in the future.

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.

This is a great space. The owner is very responsive and helpful. Looking forward to staying there again.

We had a fantastic time here! The property has an incredible deck that extends into the surrounding forest. We had breakfast outside every morning! If you love wildlife, you'll love this place.

We really enjoyed our stay here. The place was very nice and cozy. The bed in the master was very comfortable. Very clean and wasn’t too hard to find. The location is great right next to the Lodge and not too far from downtown. We would definitely stay there again! The only negative I have is I did try to reach out to the host before our stay to ask a question and never received a response back. But all in all we loved this place!

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.

Place was better than I expected--looked more updated than the photos displayed. It was very roomy with a large bathroom and a full-size kitchen. With good weather, you can simply walk up the hill to the Grand Geneva. Will definitely plan to book again!

Kristi’s place was exactly as described. I had contacted Kristi on two occasions with questions prior to my arrival and within a matter of minutes, I had a response. I’d recommend Kristi’s place!