
Holiday rentals with outdoor seating in Milwaukee
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Milwaukee
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for outdoor seating rentals in Milwaukee
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!
Great host. Great location. Perfect space. Will look to use again when on Milwaukee’s Eastside.

Big BLUE Skyline VIEW
Stayed for a convention, it was great having space to come back to instead of a tiny hotel room, and everything was super convenient.

Exhale, rest
Emily was a fantastic host! Her home is beautiful and had everything we needed to have a relaxing visit. After our flight was changed she was so gracious to let us check in early. With a great location, we were able to walk to restaurants and coffee shops on the main road. We would definitely recommend Emily’s home and we would love to stay again next time we are in the area!

Stunning Vintage/Modern! Brady St! Tons of Extras
Dustin was a great hose and communicated with us effectively. Very responsive. The house was great with all the amenities: 3 twin mattresses that you could have folks sleep on the floor in comfort. There is a pack and play there as well. The photos don't show it but both bathrooms have showers. There were plenty of linens and towels and he also provided shampoo and soap. The location is awesome, several food and bar options you can easily walk to. There is a full service grocery store nearby as well. If you have to go downtown, it's very walkable, about a 30 min walk or a quick 8 min drive. Absolutely enjoyed our stay here!

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
Lovely hosts! Barbara and Fritz made us feel very welcome in their home. The personalised message was a special touch. The place was spotless and really homey, my girls loved their beds with the cuddly toys. We couldn't have asked for more as everything was so well equipped. We will definitely stay again if we are over again. Thank you!

Historic Brewery Tied-House in Bayview (Sleeps 12)
We’ve stayed in LOTS of Airbnbs, but this one “takes the cake!” It was SO clean, spacious, and comfortable. Kyle was absolutely the most responsive and proactive host we’ve ever met (and yes, we got to meet him and talk a bit which was just delightful!). He really did think of everything between the treats in the refrigerator, cupboards, and coffee/tea bar and the toiletries basket. Don’t hesitate! Book the Schlitz Castle today…and tell Kyle that Julie sent you!
Apartment rentals with outdoor seating

Tosa Village Studio Apartment
Mary’s is perfect if you are looking for a clean, comfortable, safe studio in the Milwaukee area. Free parking is close to entrance. I book ahead to ensure I have a reservation at Mary’s, my favorite place to stay when I am in town.

Spacious+Mod Booth St Apt w Yard | Brewer’s Hill
Cozy spot with lots of character and in a great location. Across the street from a nice park with great views, walkable to brewery and restaurants, short drive to downtown. Kitchen is well stocked with everything you would need. All around great place to stay while visiting Milwaukee!

Charming 1 bd upper level in great location!
We very much enjoyed our stay here! Nice bed, top notch shower, close to interstate and many cool things. A great home base for exploring Milwaukee. Did I mention the shower was awesome?

East Side Home
Josie & Dave were fantastic hosts! Instructions on getting in, parking, amenities, etc were clear and generous. The home itself was clean, comfy and super cool! Location is stellar, you're minutes from countless restaurants and attractions, but still in a beautiful neighborhood. We had everything we needed and a few extra and surprise perks as well. We would recommend this to anyone, and also stay again as well. Thank you for a wonderful weekend!

Cozy Basement Space In Bay View by Lake Michigan
This was an amazing space and the hosts were wonderful! The home is beautiful and well described. It was the perfect place and I would love to stay again!

Cozy Apartment Nestled Across from Lakefront!
Great stay, my first choice when I’m town for work.

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.

Bay View MKE Hideaway - with Parking!
We loved our stay! Such a cute and cozy space! Next time we will be staying longer :) Vibed out to the vinyls with the fireplace turned on, such a great time.
Apartment 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
Great location to easily drive downtown, including to Fiserv Forum -- just a few minutes away. Lisa and her team were very helpful and responsive. Bedrooms are away from the living room, providing a quieter place to sleep.

Upper East Side, Designer Retreat w/large balcony
Cory’s place is a gem! We loved staying in this condo. Walking to great places around, close to the beach and enjoying the beautifully decorated space. Every detail in this place is thoughtfully located and curated. I was able to add one more guest that joined us after booking and had a nice exchange with Cory. She is a FANTASTIC host, my experience here reminded me why I like staying in Airbnb, due to the human connections you can make :) and of course, the unique places that you get so appreciate. Thanks Cory and hope to be back one 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
Beautiful home and incredible location. Every day we walked across the street to the South Shore beach to kick off the afternoon with beers by the lake. Club Garibaldi is an easy walk, where we had fantastic wings and caught a Thin Lizzy cover band. The apartment’s interior is stunning and simultaneously very cozy. We all enjoyed the fully stocked coffee and tea bar. Thank you, 10/10 highly recommend!

Downtown Eastside gem near Fiserv Forum Bucks!
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.

Spacious Bay View Historic Storefront Apartment
No frills, exactly what we needed! Will definitely be back to explore Bay View more
Quick stats about holiday rentals with outdoor seating in Milwaukee
Total rentals
710 properties
Nightly prices starting at
£22 before taxes and fees
Total number of reviews
41K reviews
Family-friendly rentals
520 properties are a good fit for families
Pet-friendly rentals
260 properties allow pets
Rentals with dedicated workspaces
540 properties have a dedicated workspace
Destinations to explore
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- Milwaukee Public Museum
- Erin Hills Golf Course
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Six Flags Great America
- Grand Geneva Resort & Spa
- Racine North Beach
- Geneva National Resort & Club
- Alpine Valley Resort
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Illinois Beach State Park
- Springs Water Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Richard Bong State Recreation Area
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Heiliger Huegel Ski Club
- Bradford Beach
- Blue Mound Golf and Country Club
- Sunburst
- West Bend Country Club
- America's Action Territory
- Discovery World