Holiday rentals with outdoor seating in Milwaukee County

Had a wonderful and comfortable stay! Extremely great value for the space and amenities. Lots of places to walk to nearby (lovely park and restaurant options) while also being a close distance from downtown Milwaukee. Patrick is responsive and attentive. Would absolutely come again!

I would stay there again. It was so pleasant, and peaceful. The host was helpful, instructions were useful. It was easy to get into. Very clean! Great location. If you’re ever in Milwaukee, this is a great place to stay.

Savannah’s home was PERFECT in every way! Absolutely no complaints. Not only was it so homey and decorated with such charm, but it was completely spotless - so clean! AND she had snacks waiting us, so sweet! We were walkable to things, had enough space for 5 of us, and just felt like we were in a cozy home for the weekend. If we return to Shorewood, this is exactly where I’ll be staying!

This home is famtastic, it has everything you need and more. The back yard is a tranquil garden oasis. The landscaping is absolutely beautiful. The inside of the house is just as inviting and spectacular as the exterior. Very spacious with so many amenities. Our host Sarah was very responsive and left detailed descriptions and instructions for everything. We are already planning our next visit our next visit.

Easy to access beautiful home which looks just like the photos. The host was extremely responsive when I had questions - would absolutely stay again.

A few friends and I were visiting during Summerfest weekend and we were so lucky to book this spot! Parking was easy, check-in was easy, and the space was very comfortable. We love the neighborhood - very walkable and lots of cool small businesses to explore. We were 5 minutes away from buses, so getting to Summerfest was easy. There was a literal heatwave going on so we didn't spend much time in the backyard, but there's a really cute backyard space with a grill too. Would recommend.

Great location and stay. Bed count was a bit confusing as some of the beds are futons rather than actual beds which led to some of our guests moving around trying to find a comfortable spot but all in all nice spot.

A most charming little home! Came into town for a wedding and we truly could not have picked a better place! The location was better than I thought, we were only a 3-5 minute drive or within 10 minute walk away. The home was beautiful and clean. We absolutely look forward to coming back and staying here again!

What a lovely apartment! We're so glad we chose to stay at John and Jamie's place. It was spacious, clean, and beautifully-decorated. The kitchen was huge and had everything we needed, including coffee and half & half. The neighborhood is quiet and peaceful, and within walking distance of the riverwalk and Lakefront Brewery. We're sad we only got to stay one night. We would definitely stay here again next time we're in Milwaukee. Thanks, John & Jaime!

The hundreds of reviews are accurate! This spot is a GEM. Thoughtful amenities, warm and inviting energy through the entire space and walkable to some great restaurant/bars! Will be staying here every time we visit! Peace and love!!!!🫶🏽❤️

Another great stay from this host. I was happy to book the place again after an excellent first stay. Easy transaction, reasonable, clean, excellent communication and the list of positives goes on…

Thank you so much for providing such a great place to stay. The apartment is decorated super cool, the artwork is really great. The beds were super comfortable as well. We absolutely loved the rooftop deck! We would definitely love to stay here again.

Great place to stay in Milwaukee!

The place met our needs well. Just as advertised, nice and clean ,easy to get in. Comfortable bed. Nice bathroom. We parked out front and unfortunately our car got broken into.

We stayed for the weekend for a family event and this was the perfect location with plenty of space. The home is very well appointed and comfortable with everything we needed. The beds are incredibly comfortable with lovely linens. Thank you so much!

Heathers house was perfect for our family of 3 adults. Beautiful decor in perfect shape. Very clean and nice touches with refreshments and creamer in fridge, etc. As expected it’s the entire second floor in an older home so access is via stairs. Very nice place I’m happy to recommend.

Loved our stay here - host was helpful with clear instructions. Location is great - right next to an awesome donut shop and a 10 minute drive from everything else! Check-in and check-out was a breeze and the bed was very comfortable. Would love to stay here again.

We had a group of 5 women that stayed here for Summerfest. The location was ideal with quick Uber rides to downtown restaurants/ Milwaukee Public Market and Summerfest. We did not have a vehicle but the garage/off street parking is a nice amenity. Easy access with coded doors for the outside door and your unit door. We stayed in unit 3 which is on the top floor. It does have lots of stairs to get to the unit. We enjoyed coffee on the balcony a few mornings which was very pleasant. The weather was very hot (90’s) when we were there and the AC worked great. The hosts were quick to respond to any questions we had. We had a great stay and I would book again if I come this way.

Sarah was a wonderful host with a beautiful home! My friends and I had a great time at this spot. It was clean and comfortable. Sarah was accommodating and responsive. Also super easy to get around Tosa or easy to get downtown!

Many thanks to Timothy for providing us with such a wonderful apartment in the heart of Milwaukee. The location is perfect, nestled in a beautiful area with a bustling street full of pubs, cafes, and restaurants, and close to both a river and a lake. We truly enjoyed our stay and felt a warm sense of home, especially during the cool December evenings. Thank you for your thoughtful touch in making this experience unforgettable.

Very responsive host. Host’s description of property matched reality of the booking, no surprises.

Amazing house in a fabulous location. Loved the neighbor and walkability to the lake and coffee shops and restaurants. Jodi made the best of a heat wave stay for us by having the air conditioners and fans on and everything cool when we arrived. I appreciated the labels/signage that provided clear communication about amenities/where things were stored if needed etc. I always appreciate a welcome binder and this was a nice through one. We really enjoyed some of the breweries Milwaukee had to offer, the Miller brewery tour was great and so was the Brewers game and this was a great home to enjoy all those things. Thank you Jodi for sharing your home with us.

We rented this entire house, both upper and lower units (separate listings) for our wedding across the street at South Shore Pavilion. This rental was outstanding and created a beautiful and stress free home-base for our wedding guests and weekend. The bridal party was able to get ready here before the ceremony and guests from out of town had clean private bedrooms to stay in. Awesome eclectic vibe and plenty of places to relax, with plenty of extra room. I recommend this rental to anyone spending an important weekend in Bayview, like a wedding. The next door neighbors were courteous and very tolerant of our busy weekend. Instructions were clear for how to stay out of their way and how to be good guests in the neighborhood of mostly homeowners. I would not consider this a “party house” given the context of the neighborhood and rather a beautiful relaxing domain to enjoy the best neighborhood in Milwaukee.

The Airbnb was great—more spacious than it looks in the photos! Check-in was smooth with clear instructions, and it was super convenient having parking included. The parking lot entrance is right by the elevator, which made coming and going really easy. The unit itself had plenty of space for a one-bedroom and could comfortably fit 4+ people. It’s also in a nice, convenient area with easy access to everything we needed. Would definitely recommend!