Holiday rentals with outdoor seating in Milwaukee

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Milwaukee

House rentals with outdoor seating

Superhost
Home in Milwaukee
4.75 out of 5 average rating, 16 reviews

2 Bedroom Home close to downtown

ZachRating, 5 stars1 month ago
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!
Guest favourite
Home in Milwaukee
4.9 out of 5 average rating, 213 reviews

Historic East Side Duplex, 3BD. No Cleaning Fee!

KevinRating, 5 stars4 days ago
Great host. Great location. Perfect space. Will look to use again when on Milwaukee’s Eastside.
Guest favourite
Home in Riverwest
4.85 out of 5 average rating, 13 reviews

Big BLUE Skyline VIEW

PersephonaeRating, 5 stars4 weeks ago
Stayed for a convention, it was great having space to come back to instead of a tiny hotel room, and everything was super convenient.
Guest favourite
Home in Menomonee Falls
4.95 out of 5 average rating, 128 reviews

Exhale, rest

CourtneyRating, 5 stars1 week ago
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!
Superhost
Home in Lower East Side
4.88 out of 5 average rating, 267 reviews

Stunning Vintage/Modern! Brady St! Tons of Extras

KenRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Mequon
4.92 out of 5 average rating, 60 reviews

Mequon Wedding Retreat

LianeRating, 5 stars6 months ago
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!!
Top guest favourite
Home in Wauwatosa
4.97 out of 5 average rating, 218 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

CrystalRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Bay View
5 out of 5 average rating, 125 reviews

Historic Brewery Tied-House in Bayview (Sleeps 12)

JulieRating, 5 stars1 week ago
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

Guest favourite
Flat in Wauwatosa
4.85 out of 5 average rating, 315 reviews

Tosa Village Studio Apartment

Jean MarieRating, 5 stars1 month ago
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.
Guest favourite
Flat in Riverwest
4.94 out of 5 average rating, 103 reviews

Spacious+Mod Booth St Apt w Yard | Brewer’s Hill

ZachRating, 5 stars3 weeks ago
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!
Guest favourite
Flat in Walker's Point
4.91 out of 5 average rating, 110 reviews

Charming 1 bd upper level in great location!

StaceyRating, 5 stars2 weeks ago
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?
Top guest favourite
Flat in Upper East Side
4.96 out of 5 average rating, 299 reviews

East Side Home

MarkRating, 5 stars3 weeks ago
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!
Superhost
Flat in Bay View
4.84 out of 5 average rating, 232 reviews

Cozy Basement Space In Bay View by Lake Michigan

MaKaylaRating, 5 stars4 days ago
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!
Superhost
Flat in Saint Francis
4.85 out of 5 average rating, 300 reviews

Cozy Apartment Nestled Across from Lakefront!

NickRating, 5 stars3 weeks ago
Great stay, my first choice when I’m town for work.
Guest favourite
Flat in Milwaukee
4.91 out of 5 average rating, 180 reviews

Newport House -Walk to UWM- vintage upper+garage

MaggieRating, 5 stars7 months ago
This place was fantastic! Perfect for one person or a couple. A classic Milwaukee home with great charm.
Guest favourite
Flat in Bay View
4.95 out of 5 average rating, 324 reviews

Bay View MKE Hideaway - with Parking!

JessiRating, 5 stars2 weeks ago
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

Apartment in Wauwatosa
4.63 out of 5 average rating, 113 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

IanRating, 5 stars9 months ago
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.
Apartment in Lower East Side
4.66 out of 5 average rating, 32 reviews

Charming 2BR Off Brady St

AlexRating, 5 stars4 months ago
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.
Superhost
Apartment in Brewer's Hill
4.91 out of 5 average rating, 32 reviews

Brewers Hill Belle, 2 bed, 2 bath, & balcony

MarkRating, 5 stars1 month ago
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.
Top guest favourite
Apartment in Upper East Side
5 out of 5 average rating, 102 reviews

Upper East Side, Designer Retreat w/large balcony

LauraRating, 5 stars7 months ago
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 🤙
Guest favourite
Apartment in Shorewood
4.92 out of 5 average rating, 280 reviews

English Tudor - Upper Flat blocks from the beach

BrigidRating, 5 stars3 months ago
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!
Top guest favourite
Apartment in Bay View
4.99 out of 5 average rating, 217 reviews

Bay View - Lake View on the Park w/Secret Lounge

CarolynRating, 5 stars1 day ago
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!
Apartment in Lower East Side
4.63 out of 5 average rating, 41 reviews

Downtown Eastside gem near Fiserv Forum Bucks!

AlexRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Bay View
4.86 out of 5 average rating, 65 reviews

Spacious Bay View Historic Storefront Apartment

GraceRating, 5 stars6 months ago
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