Holiday rentals with outdoor seating in Milwaukee County

Amanda and Troy’s place was a great little bungalow for our first trip to Milwaukee. It was quick and easy to get to the highway, yet far enough to be situated it a quiet little neighborhood. Amanda and Troy really thought of everything! We took their recommendation and enjoyed walking to Blue’s Egg Cafe & Bakery. Would recommend their place for your next trip!

You would have no idea this place is in Milwaukee. It truly felt so secluded, like you were hours away from downtown. The hot tub, sauna, river right there…might has well been at a resort. Truly one of the most memorable weekends and we can’t wait to reserve another stay with Brad!

Matt and Karla were so kind and quick to answer our questions before and during our trip! Cute little house and perfect place for a long weekend with friends!!

Bradley was very responsive throughout our entire stay. We can’t say enough good things about our stay and cannot recommend this place enough.

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

Great 2 bedroom bungalow for a 2 night stay in Milwaukee. Attended a Brewers game with another couple. Location perfect for the game and dinner out on Tuesday night. Cooked in on Wednesday. House works perfectly for 4 adults and would work well for a family with 2 children. Deck in backyard was great for morning coffee and evening drinks. Very quiet neighborhood. Also being able to park in a garage was a big plus.

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!!!!🫶🏽❤️

Nice, sufficiently stocked home for nearly all your needs. Clean and uncluttered, nice smelling linens. Proactive and ample communication for check-in and check-out; friendly and helpful, albeit standard. Made use of the Collective Cafe 2 blocks away for breakfast and nearby playground for kids. Combined with the marked down price for a great value, this worked out great for us! Definitely recommended.

Christine was a great host. The unit was well cleaned. I loved my stay and I will gladly stay again!

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!

We had a such a wonderful stay! Everything was as described in the listing from the space and the amenities to the beautiful, walkable neighborhood. The parking was super simple to sign up for online too. Emma was such a responsive, caring host who provided recommendations for food and activities since we were not familiar with the area.

We stayed at Anne’s place over the weekend of our wedding in Milwaukee and it was in the perfect location! The space was clean and inviting. We also had the pleasure of meeting Paulie D the cat before we checked out - which was the highlight of our trip!

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.

The layout of unit 3 was exactly as described. It was spacious and perfect for our group of 10. There were plenty of towels, 12-cup coffee pot, and the laundry area was easily accessible. There are quite a few stairs but it was beautiful to have a balcony and sit out and drink your cup of coffee. We were 10 minutes driving distance from all our planned activities.

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!

Timothy provided everything we needed days in advance to ensure a smooth check-in, and accommodated an early check-in which was much appreciated!

Had a great time, loved the neighborhood and proximity to attractions we planned to visit. Will say that you can definitely hear noise between floors so I would not stay with our young children again because while I fortunately believe no one was overlapping with us, it was very obvious when cleaners arrived on our check out day. Downstairs neighbors probably wouldn't have appreciated children above them! Beautiful place and I'm obsessed with the wallpaper.

Once we landed in Milwaukee, we texted Jodi to let her know when we expected to arrive at her place. She quickly responded that she had some errands but provided the entry code and made us feel welcome. We got settled in and then she reached out via text to let us know she had returned. She came up to meet us in person and helped us understand the city requirements for parking on the street. She had already provided the URL to the registration site and just made sure we were comfortable with what needed to be done. She later informed me that I'd parked on the wrong side of the street so that I could move the vehicle so that it didn't get a ticket. I appreciated that. We were out and about most of the time we were there. The notes that she had placed throughout were very helpful. The booklet that she printed was very clear and her expectations were reasonable and easy to meet. It's an older home, but very quaint and pretty cool.

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!