Holiday rentals with outdoor seating in Glendale

This was a great stay! Annie was very communicative and accommodating the whole time. Would recommend!!

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!

This lovely home in Greendale was one of our favorite Airbnb stays. The house has character, was very clean and cozy, had comfortable beds and actually had comfortable pillows! My twin boys gave the stamp of approval and said they’d slept so good. Greendale itself was adorable with breakfast, coffee, lunch and dinner spots a nice short stroll away. This location was six minutes to the baseball complex for our son’s tournament and couldn’t have been handier. And the host, Jody, was wonderful and helpful. My fingers are crossed this place will be available for our next tournament!

This house was the perfect place to stay when visiting Milwaukee! It was so easy to get to everything. Quick drives to downtown and Am Fam Field. We really appreciated little things too like having paper plates etc available to use and fun games to play at night with the fam!

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!!

My family loved, loved, loved this house!!! We have family in Milwaukee and now know where we’ll stay. Igor was super friendly and for real, the master bathroom is a wonder!

Great hosts with a fantastic place! They definitely made us feel at home and provided some helpful recommendations. Check-in & check-out were a breeze!

Kyle is an amazing host and this was our best Airbnb experience EVER! The home was in excellent condition and we loved the history. The amenities were very thoughtful and we were grateful to have a selection of drinks and snacks when we arrived. I highly recommend the Schlitz Castle and we would definitely stay 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!

A return visit for us and it was great again - the location being walkable to so many restaurants, grocery and other stores as well as easy access to downtown Milwaukee cannot be beat. The design of the rental is comfortable and charming. We hope to return again.

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.

Kathy and Marty were friendly, helpful, and responsive hosts. The unit was beautiful, charming and had lots of nice touches for guests like games, books, and hot drink options. The bed was comfortable, the shower was great, and the location could not be beat! I enjoyed walking around Cedarburg and visiting local restaurants and being downtown was very convenient, but also peaceful at night. I would definitely book this listing 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!

By far this was my best experience throughout all of my years of using Airbnb. I’ve never had a host make me feel more at home & safe. Even one of the days by chance my girlfriend & I got to talk to Carlos in person because he was outside with his puppy when we were coming back to the Airbnb. He was super kind & sweet. Their place was comfy & cozy too just how I like & prefer it. LGBTQ+ friendly & very open about it. As someone who’s in a queer relationship this made me feel incredibly secure which is extremely important to me in today’s world. Also their location is walking distance from the Cactus Club which is one of our favorite local spots in MKE. My partner & I would definitely love to stay here again in the future sometime & recommend it to anyone. 🙂🌈

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.

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.

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.

We had a fantastic long weekend at this Airbnb! The location was absolutely perfect for exploring the area – everything we wanted to see and do was within easy reach. The place itself was wonderful; clean, comfortable, and had everything we needed for a relaxing stay.

Wonderful space, if you're to go out on Brady and or water/3rd street... lots of bars and restaurants in both areas, you'll be pleasantly surprised with how walkable it is to both areas. Amazingly secure, key fob to get into the lobby, standard key to use the elevator and then the actually unit also locks aswell. Don't have much to say other than there's plenty of space for 6 people, great balcony with walls on either side and a roof, tub with jet, and a nice projector down the spiral staircase. I hope you get to enjoy your space as much as I did.

Very cool, historic space! Elegantly updated with all the modern amenities. Walking distance to many restaurants and bars, shopping, and the waterfront. We were in town for a Brewers game and the zoo, and it was a short drive to both. Very well situated!