Holiday rentals with outdoor seating in Milwaukee

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Popular amenities for outdoor seating rentals in Milwaukee

House rentals with outdoor seating

Guest favourite
Home in Muskego
4.83 out of 5 average rating, 201 reviews

Lake Muskego House, Walk to Stores & Restaurants

TimothyRating, 5 stars1 month ago
I traveled for 20 years I've been in all kind of places and that was one of the nicest. The amenities were awesome they had everything you can ever imagine it was just a very pleasant trip I would return and I would advise everyone to go visit
Top guest favourite
Home in Milwaukee
4.99 out of 5 average rating, 187 reviews

Private Home. Best stay for Brewers/Am Fam Field

AmyRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Wauwatosa
5 out of 5 average rating, 255 reviews

The Little Gray House

VeronicaRating, 5 starstoday
This home is famtastic, it has everything you need and more. The back yard is a tranquil garden oasis. The landscaping is absolutely beautiful. The inside of the house is just as inviting and spectacular as the exterior. Very spacious with so many amenities. Our host Sarah was very responsive and left detailed descriptions and instructions for everything. We are already planning our next visit our next visit.
Guest favourite
Home in Bay View
4.94 out of 5 average rating, 105 reviews

Charming Bayview House, steps from MKE Merriment!

RobertRating, 5 stars1 week ago
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.
Guest favourite
Home in Lower East Side
4.95 out of 5 average rating, 132 reviews

Large Luxury Home - Perfect for Groups - Downtown

BrettRating, 5 stars5 days ago
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.
Superhost
Home in Brewer's Hill
4.85 out of 5 average rating, 123 reviews

Brewers Hill cottage, newly renovated near FiServ!

BlakeRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Milwaukee
4.92 out of 5 average rating, 153 reviews

Quiet Bay View Bungalow, Extended Family Stay

KarenRating, 5 stars2 weeks ago
Great spot close to the lake and all kinds of good bars and restaurants. The space was very comfy and and well stocked everything we needed. Off street parking was a plus for sure. Walking distance to a bakery/coffee ahop, liquor store and pizza. James was great at providing all the info we needed for easy checkin and use of the space as well as for checkout. Note it is an older home so some narrower stairs to get to the unit and shower is a little weak. Will definitely use this space next time we visit Milwaukee
Guest favourite
Home in Milwaukee
4.93 out of 5 average rating, 136 reviews

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

HaleyRating, 5 stars1 week ago
We had a great stay! Loved the huge kitchen, spatious backyard, and clean hot tub! Host was amazing! So kind!

Apartment rentals with outdoor seating

Guest favourite
Flat in Riverwest
4.94 out of 5 average rating, 107 reviews

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

BrookeRating, 5 stars1 month ago
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!
Guest favourite
Flat in Lower East Side
4.93 out of 5 average rating, 54 reviews

Private apartment on the Lower Eastside

GrahamRating, 5 stars2 weeks ago
I loved this little oasis right in the heart of Milwaukee! I stayed here for 10 days on the flat is clean, spacious and well decorated. Although it’s right in the middle of everything and so many places are walkable, the neighbourhood is nice and quiet and peaceful – exactly what I needed. I would be more than happy to stay here again on my return to Milwaukee.
Top guest favourite
Flat in Bay View
4.98 out of 5 average rating, 120 reviews

Spacious & Private 2 bdrm in the heart of Bayview

ParisRating, 5 stars5 days ago
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!!!!🫶🏽❤️
Guest favourite
Flat in Milwaukee
4.88 out of 5 average rating, 26 reviews

Tosa/MKE Charming, Clean and Inviting Upper Unit

MorganRating, 5 stars1 month ago
Christine was a great host. The unit was well cleaned. I loved my stay and I will gladly stay again!
Top guest favourite
Flat in Milwaukee
5 out of 5 average rating, 27 reviews

Close to Stadium|Near Attractions|Parking|Sleeps 5

MaryRating, 5 stars1 month ago
Dan and Catherine were able to accommodate us on short notice when our other accommodation had plumbing issues and had to cancel. Very comfortable home with everything you need. Very easy on and off I-94 near the Brewers Stadium.
Top guest favourite
Flat in Upper East Side
4.96 out of 5 average rating, 303 reviews

East Side Home

AlyssaRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Walker's Point
4.9 out of 5 average rating, 114 reviews

Charming 1 bd upper level in great location!

MatthewRating, 5 stars3 weeks ago
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.
Top guest favourite
Flat in Bay View
4.98 out of 5 average rating, 177 reviews

Bay View Upper Parkside Gem

CaliRating, 5 stars2 weeks ago
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!

Apartment rentals with outdoor seating

Guest favourite
Apartment in Lower East Side
4.98 out of 5 average rating, 123 reviews

Private East Side Milwaukee flat with fenced yard

SarahRating, 5 stars1 day ago
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.
Apartment in Wauwatosa
4.63 out of 5 average rating, 114 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

IrelandRating, 5 stars10 months ago
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!
Apartment in Lower East Side
4.75 out of 5 average rating, 20 reviews

Charming 3BR Off Brady St

GeorgeRating, 5 stars2 months ago
Timothy provided everything we needed days in advance to ensure a smooth check-in, and accommodated an early check-in which was much appreciated!
Guest favourite
Apartment in Shorewood
4.92 out of 5 average rating, 283 reviews

English Tudor - Upper Flat blocks from the beach

MichaelRating, 5 stars3 weeks ago
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.
Top guest favourite
Apartment in Bay View
4.99 out of 5 average rating, 224 reviews

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

CollinRating, 5 stars5 days ago
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.
Guest favourite
Apartment in Historic Third Ward
4.92 out of 5 average rating, 157 reviews

Third Ward - High End 1 Bedroom up to 6 + Parking

MaryRating, 5 stars1 month ago
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.
Apartment in Lower East Side
4.64 out of 5 average rating, 42 reviews

Downtown Eastside gem near Fiserv Forum Bucks!

AlexRating, 5 stars3 months 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
4.87 out of 5 average rating, 69 reviews

Spacious Bay View Historic Storefront Apartment

BridgetRating, 5 starstoday
We had a wonderful time staying here! Checking in/out was easy and there’s lots to do very close by. Almost a perfect stay except the place is a little older so the tenants upstairs make some noise—so bring earplugs etc. The bedroom & bathroom were incredible and appliances are all practically brand new, so overall a great place! and I would recommend staying here at Claudia’s for a quick getaway if you can ignore the neighbors!

Quick stats about holiday rentals with outdoor seating in Milwaukee

  • Total rentals

    710 properties

  • Nightly prices starting at

    ₹2,596 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

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