
Holiday rentals with outdoor seating in Glendale
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Glendale
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Glendale outdoor seating rentals
Holiday House Rentals with Outdoor Seating

2 Bedroom Home close to downtown
Jacob has done a great job with this place! It’s comfortable and well furnished and makes you feel right at home. I was here for an extended stay and am definitely sad to leave such a great spot. Great location, nearby grocery, quick access to the highway, very easy to get downtown, good restaurants nearby as well. Jacob and Austin were great cohosts, very accommodating and professional - their responsiveness was stellar! Overall a great stay, highly recommend staying here!

Historic East Side Duplex, 3BD. No Cleaning Fee!
Second time at Patrick’s place and it’s a great spot and a great value. Such a comfy place. I’ll always look to see if his place is available when I’m back in MKE.

The Robin's Roost LLC
Just a few miles away from the Boerner Botanical Gardens. If you have an event there, this makes it very easy. Nice to have the room to spread out for a family of 4.

Big BLUE Skyline VIEW
We had an Airbnb that fell through and needed a new place within minutes. Dave and Cathy’s place was available for instant book and we had no problems getting in! The space was beautiful and fully equipped with everything we could need. Truly so happy and grateful for this space! We decided we’d love to stay here any time we’re visiting Milwaukee. Couldn’t recommend enough!

Exhale, rest
Very comfortable place with everything you would need. Clean, cozy and Emily’s instructions book included best places to shop and eat, with key points of interest around the area identified. I will be staying here again in the future.

Stunning Vintage/Modern! Brady St! Tons of Extras
Had a great stay in Milwaukee, perfect base for a weekend with friends

Mequon Wedding Retreat
David met us for check in and walked through everything! Throughout the reservation process and when we left he was very responsive. It was a beautiful home!!

Wauwatosa/Milwaukee “Inglewood Place”Best Location
I don’t even know where to start. Barbara and Fritz’s place was perfect in every way. I couldn’t get over how well stocked everything was, how cozy and clean it was, and the fact that after a very heavy snowfall one night, the sidewalks and my car had been cleaned off before 8am. They take the time to write you hand written notes, and even leave postcards to send to loved ones. I will 100% be staying here again next time I visit. I was unfortunately in town for a funeral, but I felt completely at home and very well taken care of here. Thank you again for everything!!
Apartment rentals with outdoor seating

2 Bedroom Bed and Beverage
I had a wonderful stay in a lovely space! I am a Milwaukee expat living in Oregon and I very much enjoyed exploring the Vliet Street area (having grown up in the NE part of the city). Thank you for everything!

The Sunnyside - MKE East Side
We loved this place! Great spot, we had a car so everything we wanted to explore was within a short drive. Driveway is convenient. Street was very quiet and peaceful. This place was super cute! They had a bunch of board games which we used. The big stand up fan was awesome! Would absolutely stay here again. Mark and Kathleen were great and easy to reach.

Charming 1 bd upper level in great location!
Wonderful stay, clean, close, and relaxing.

East Side Home
This is my second time staying at Dave’s and Josie’s. They are wonderful hosts and I felt very fortunate to have them. Since I stayed during winter, they made sure that the driveway is clean and free of snow and ice.

Cozy Apartment Nestled Across from Lakefront!
We loved staying above Bert’s in the much bigger than expected apartment! The linens and bed was super comfortable, bathroom had tons of towels and a washer dryer. There were welcoming amenities like coffee and bottles of water! It is right above Bert’s bar which was so fun, great spot to check out: walkable to the lake path right across the street and a cute coffee shop la finca within walking distance as well. Would recommend this spot, we can’t wait to stay again!

Center Street Retreat
Hands down one of the cleanest, safest, and cutest place I have stayed in Milwaukee! Will def stay again :)

Newport House -Walk to UWM- vintage upper+garage
This place was fantastic! Perfect for one person or a couple. A classic Milwaukee home with great charm.

Apartment in Walkers Point
Silvia’s place is great! The location is ideal. I had family staying in the third ward and wanted to be close, but also needed a little more room because I have 2 doggos. The apartment is very spacious and homey. We felt right at home and were close to my family, too! We got to explore Walkers Point as well. Silvia is also a timely communicator. Would for sure stay again!
Condo rentals with outdoor seating

Stylistic Condo Hot Tub Tosa Village 2 blocks away
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.

Charming 2BR Off Brady St
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.

Brewers Hill Belle, 2 bed, 2 bath, & balcony
Super nice spot! The place is huge and really nice! Love that you get a garage stall and a parking spot so you aren’t in the street! Thanks for the great day!

English Tudor - Upper Flat blocks from the beach
These accommodations were fantastic! It was comfortable, homey, and was a great place for us to hang out and celebrate Christmas with our family. I can honestly say this is the first time I've been on a family vacation where i was NOT itching to go home, and i attribute that to Jodi's excellent hospitality. We were sorry to leave!

Bay View - Lake View on the Park w/Secret Lounge
The home is eclectically decorated and very beautiful. Whimsical! Spacious and clean. I felt completely safe in this beautiful neighborhood. There is a lovely park on Lake Michigan right across the street. The sunrises are spectacular! The location is perfect to be outside of the downtown area, but a very easy drive in for activities. We wanted to stay longer and would definitely come back.

Third Ward - High End 1 Bedroom up to 6 + Parking
Just a solid place, especially if you're in town for work. The building couldn't be more convenient and quiet. Included parking makes price of the stay a fantastic value. What I like best is that Jake does not communicate anything beyond what is necessary for a successful stay. He lets you do your thing without "small talk" check ins. I stayed here about 15 days over the course of three weeks and rebooked each time. That should tell you what you need to know : )

New Big 2 King Bedroom Condo by FiservForum/3rd St
Nice place, great communication and amazing location. Next time I visit downtown Milwaukee, I’ll definitely stay again!

Downtown Eastside gem near Fiserv Forum Bucks!
Great place! Host was more than accommodating. Only issue was that it does get loud with the cars and motorbikes passing my at night, especially on the weekends.
Quick stats about holiday rentals with outdoor seating in Glendale
Total rentals
30 properties
Nightly prices starting at
$63 AUD before taxes and fees
Total number of reviews
710 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Destinations to explore
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