Holiday rentals with a fireplace in Whitefish Bay

Stayed at this house for a work trip. It was so nice to have a quiet spot for me and my crew to crash after long days. Beautiful yard, and the raccoon family living in the tree in the backyard was fun to watch at night.

If i could give Paul and his home 6 stars I would. He was an excellent host. The home had everything and more than our group expected. It was close enough to down town but far enough to feel like we were away from the city.

Jean‘s House is charming—it was very clean and comfortable. Woodwork was beautiful and so many of the original features of the home have been kept in excellent condition or renovated to make it a great mixture of a vintage aesthetic with the modern comforts. You cannot do without a car if staying here. But if you have a car it’s a convenient base for doing things in Milwaukee. Great list of recommendations (At Random is a great little cocktail venue).

Andrea was such a great host! We asked for a few recommendations, specifically dog friendly ones. The recommendations were stellar! Very detailed, listed in an easy to read manor, and lived up to the recommendation. Highly recommend Riley's Social House regardless of whether you have a dog with you or not. The environment was amazing and food was excellent! Also the house is very cool! I wish I had the same green thumb as the hosts because the houseplants are amazing. We all 3 felt very at home during our stay.

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!

Enjoyed Michael’s place with a group of buddies from high school. We walked to Lakefront Brewery for dinner and to other bars for beers. We walked to Uncle Wolfie’s for breakfast, both were Michael’s recommendations. The house was clean, well appointed and effortless from our aspect. Street parking was easy. We also utilized the garage, which was massive. All in all this is a well priced very nice place to stay for any occasion. Families would really enjoy as well. The roof top deck was awesome. Milwaukee itself is a great town, very easy to navigate and has a lot to offer. It was a great weekend, all made possible by the awesome spot to stay.

Wow, just wow. This was a beautiful home! We were blown away when we arrived. The decorations and attention to detail were spot in. The location of the home was great, close to restaurants and walkable to coffee shops. Parking was perfect because we traveled with our kids. Thank you, Jenni and David. Highly recommend this home!

I had a truly wonderful stay at this place! From the moment I arrived, I could tell how much care and attention to detail went into setting it up. Everything was spotlessly clean and perfectly organized, which made settling in so easy and relaxing. What really stood out were all the thoughtful little touches the host included—things I didn’t even realize I’d need until I saw them already there. It’s clear the owner has put a lot of heart into making the space comfortable and welcoming. Whether you're staying for a short trip or a longer stay, I highly recommend this place. It felt like a home away from home, and I’d happily return!

Felt comfortable staying at Mike’s. Would recommend to others.

We went to see a show at Riverside Theater and this was a great location for it quick 10 minute walk to the theater as well as the lake and other great areas. Unit had everything we needed and was easy access and parking.

Thank goodness for places like this! Spotless, comfortable, just the right amount of amenities. Garage parking! Food & drink options within walking distance.

Fantastic stay at Mark’s place. Perfect for our long weekend and great food options steps away. No issues at all with check in or check out. Would definitely recommend!

Clean residence in a nice neighborhood. Very walkable to a lot of amenities. Close to eating and university hospital. Missing a few amenities that I’ve come to expect such as soap and shampoo, ice cube trays, tea and coffee. Overall a very nice place.

Would definitely return to the property!

Clean and easy place to stay for a trip in the city. The surrounding area is awesome.

Sheila place was perfect for our trip in Milwaukee. It was super close to the church we was attending, and close to downtown to take the kids out for a walk. Sheila is an outstanding host and went beyond to help our needs. She welcomed my kids with some fun snacks and surprise them with morning treats. I also requested a highchair for my baby and she had it ready for me when we arrived. I highly recommend her place. Thank you Mrs. Sheila!!!