Family-friendly vacation rentals in Oconomowoc

Paul was flexible and super easy to communicate with. Check in and out are simple. Neighborhood was a quiet cul-de-sac and close to downtown. So convenient. We were a party of 9 and had plenty of room to gather and lounge. LOVED the saltwater hot tub. So relaxing at the start and end of our days 😊

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.

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.

We booked the entire house—both units—for a bachelorette party, and I was able to do early check in to decorate. The girls loved staying there, and there was plenty of room for all 14 of us. It was the perfect location since we did a Lakefront Brewery tour, and the view was great! Riverwest is a great neighborhood in the heart of the city with a lot of wonderful local places, and eclectic charm!

Debbie’s place is perfect for a relaxing getaway with friends or family. We came to Lake Geneva to bring in the New Year with two other couples and it was a Perfect getaway! We cooked a feast on Jan. 1 and were pleasantly surprised to find a fully stocked kitchen. This place is great, highly recommend!

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.

Jenni and David’s place was exactly as described, it was wonderful! Jenni was so responsive, respectful and flexible! We LOVED the location of the home, it was very walkable, we always felt safe. It was close to some great restaurants and bars that we visited. I would highly recommend staying here!

We loved this little cabin in the woods. It was a charming experience with excellent hosts. Gwen and Ed are dedicated members of their community. They kindly told us in advance about the charity egg hunt and invited us to attend. The home was spotless and solar powered, all excellent choices. We would return in the future. Do not hesitate to book this home -- it is close to Madison, but yet so far away.

What a CHARMING home! It was the perfect amount of space for our family of 5. The style of the home is boho, charming, comfortable - truly hygge (got lots of ideas to take home!). Beds were very comfortable. The living space was just enough room for us to veg and play. Hosts went out of their way to make sure we were comfortable and to provide a few toys for our kids to play with. Took us a while to figure out how to get a comfortable temperature (January) in the bedrooms , but that’s somewhat expected in older homes. Will absolutely stay there again when we come back to town!

We loved this house!!! It had absolutely everything we needed. Great location in a nice neighborhood across the street from a park, but just a few minutes from all the fun in Bay View and a very easy drive to downtown. The house was spotless and comfortable, and it was so nice being able to bring our dogs. We really felt at home. Thank you!

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.

Angela was a good communicator and the place was just what we needed for the weekend.

This was an amazing space and the hosts were wonderful! The home is beautiful and well described. It was the perfect place and I would love to stay again!

Need to spend a night in the Racine/Kenosha area and stumbled upon this gem! There were four of us and our little dog and it was perfect. I think each of us said, “it’s too bad we’re not staying for another night!” The pictures don’t really do it justice but Mindy’s house is homey, comfortable, and spotless! The kitchen was well-equipped, beds were comfy, and the backyard/river view is wonderful. Thank you Mindy!

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.

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.

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.

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

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.

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!