Family-friendly vacation rentals in Williams Bay

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.

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.

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!

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!

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!

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.

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.

Overall, really enjoyed our stay. Our place was suprisingly spatious & had everything we could’ve possibly needed.

Happily, the house was immaculate and had everything we needed. The house was a nice size for two people, and it may be comfortable even adding another couple. We realized it was a bit farther from downtown, but the drive into Lake Geneva was ok during the day, and for supper, we found Pier 290 to be quite good!

Perfect get away. She has everything needed from a multitude of games for adults and kiddos to beach/yard toys (from frisbees and balls to kayaks/SUPs). The fire pit was perfect. Kitchen, although small, was well stocked, and we had no problems cooking/grilling. Accommodations were clean and very comfortable. We spent a lot of time on the big deck and on the lake. Would stay again in a heartbeat! Thanks Angela!

Once again, a wonderful stay at Andrew’s place. He always takes the time to ensure his guests are comfortable, very responsive to any questions and it’s a true pleasure to stay there.

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 had a great stay at the icehouse! Definitely a more historic unit but matched the descriptions and was perfect for our quick weekend getaway! Also a quick walk to everything downtown and the lake is right across the street. As long as you are not looking for something modern or fancy, this place is perfect!

We had a wonderful weekend in McHenry at Greg's place. It is unique, comfortable, spacious, and pretty close to a main downtown area with lots of restaurants/bars. The window views are beautiful. And, we especially loved the sauna and fireplace! We stayed in the winter and didn't get to fully enjoy the lake and large yard, so we will definitely have to come back in the summer.

Pictures didn’t do this place justice, clean and very well furnished. Kitchen fully stocked as if they live there full time. High end utensils and kitchenware. Very cozy, well lit during the day, several spots to hang out indoors and outside with lots of entertainment options indoors, lots of room to roam outside and a fire pit . Sandra responds instantly, she’s very far from you so you have privacy but always available to come by if you needed anything. Sandra invited my daughter to help her groom the horse and that made her day. Would visit again for sure, and perhaps in the winter if available. The fireplace beckons. There’s an XL size griddle outside which I was allowed to use. She’s offering you all she has, so treat it with care and respect and clean after yourself so that we can all enjoy her place. Thank you Gene and Sandra.

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."

Great spot! The condo was clean, comfortable, and quiet. It was a short walk to the beach and restaurants. Mandy’s detailed directions and instructions made checking in a breeze. Our group of four had a fantastic time.

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.

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.

Outstanding stay. The property is exactly as described and in brand new condition. We were here for an event at the Grand Geneva and the location of the villa was perfect for it. Excellent communication when booking and just before check in. Would happily visit again.

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

A beautiful place to stay as a family. Walking distance to many fun activities. Multiple pools, beach and park. The house was filled with everything we needed. Thank you for a great stay. Highly considering returning.