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.

It is nice and cozy with all the comforts of home. We stayed toasty with the wood burning stove. I loved having a fire right on the lake. We plan to return yurtly.

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!

We enjoyed our time very much. It was a perfect place to relax & unwind and enjoy the beautiful views of the Lake. It was probably our best AIRBNB experience so far. We be back in 2026. Thank you Erica for sharing this wonderful place. Thanks again, Michele, Bill and our dog Cooper

The loft is beautiful, spacious, and clean. The location is perfect for enjoying downtown Rockford, especially restaurants, coffee shops, and the river front. We had two young kids with us, and it was still the perfect spot.

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!

Great Place!! felt right at home. The location is perfect as it is minutes from the main highway, going to Janesville or Madison was a breeze, also Local restaurants and bars within walking distance. The house itself is beautiful, rooms are big and the playroom was a hit with the kids and parents as is it next to the living room therefore making it easy to keep an eye on them while in the kitchen or living room. Thanks so much, traveling from Colorado, NC, and Fl to meet in this beautiful house made our family wedding a core memory.

This was a lovely place to stay. Great location. Very clean, very comfortable. I would definitely stay here again and recommend it to someone else.

We felt very comfortable in this house. It was perfect for our family and close to everything we needed. Jessica was accurate in her description of the house. The upstairs neighbor was really quiet. I will definitely stay here again when in the area.

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.

Great place for a low cost! It had plenty of space and was clean. Note that there's not a door on the smaller "bedroom."

nice place, was represented well in the pictures. we went for Valentines weekend and enjoyed the fireplace. It snowed our first evening there but the association cleared the drive and sidewalks quickly. I can imagine this would be a summer location with proximity and closeness to Lake Como.

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!

Stephen was a welcoming host and the cabin was exactly as described. The location is secluded and quiet, but you’re also close to groceries, restaurants and fun antique stores. Kitchen is well stocked for cooking meals, and the fireplace is cozy and perfect for relaxing. Even with snow on the ground we enjoyed strolling around the property down to the lake. A wonderful stay, we’d love to visit again.