Holiday rentals with outdoor seating in Milwaukee

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Milwaukee outdoor seating rentals

Holiday 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
Guest favourite
Home in Lower East Side
4.96 out of 5 average rating, 104 reviews

Blair House 1890

AmitaRating, 5 stars1 week ago
This was a great stay! Annie was very communicative and accommodating the whole time. Would recommend!!
Guest favourite
Home in Milwaukee
4.9 out of 5 average rating, 244 reviews

5th St. Retreat - Outdoor Oasis, Hot Tub, 8 Beds

BobbyRating, 5 stars1 week ago
Wonderful home, very responsive owner, made for a very enjoyable stay in Milwaukee! Highly recommend!
Top Guest favourite
Home in Shorewood
4.99 out of 5 average rating, 100 reviews

The Menlo Guesthouse

EmilyRating, 5 stars3 days ago
Savannah’s home was PERFECT in every way! Absolutely no complaints. Not only was it so homey and decorated with such charm, but it was completely spotless - so clean! AND she had snacks waiting us, so sweet! We were walkable to things, had enough space for 5 of us, and just felt like we were in a cozy home for the weekend. If we return to Shorewood, this is exactly where I’ll be staying!
Top Guest favourite
Home in Wauwatosa
5 out of 5 average rating, 256 reviews

The Little Gray House

VeronicaRating, 5 stars4 days ago
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
4.95 out of 5 average rating, 116 reviews

This Must Be the Place- Bayview Bohemian Vibes

KristenRating, 5 stars2 weeks ago
Easy to access beautiful home which looks just like the photos. The host was extremely responsive when I had questions - would absolutely stay again.
Guest favourite
Home in Milwaukee
4.91 out of 5 average rating, 100 reviews

Urban Loft 1558 - Industrial Walker's Point 3 Bdrm

GioRating, 5 stars4 weeks ago
A most charming little home! Came into town for a wedding and we truly could not have picked a better place! The location was better than I thought, we were only a 3-5 minute drive or within 10 minute walk away. The home was beautiful and clean. We absolutely look forward to coming back and staying here again!
Guest favourite
Home in Milwaukee
4.92 out of 5 average rating, 154 reviews

Quiet Bay View Bungalow, Extended Family Stay

ElliotRating, 5 stars2 weeks ago
Great location, very comfortable and home like. Smart lock was very reassuring to see and simple to use. I would recommend this location!

Apartment rentals with outdoor seating

Guest favourite
Apartment 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
Apartment in South Milwaukee
5 out of 5 average rating, 52 reviews

Cozy private getaway, Hot Tub, Music theme

KodiRating, 5 stars2 weeks ago
This was my first time staying in an Airbnb that was a part of someone's home when they were home. While I was nervous at first, this was a fantastic experience! Check in and check out was easy, the hosts ensured a private experience, the vibes and decor were top tier! The snacks and toiletries were great to have available. I truly wish we had more time to spend here, thanks so much for a great stay!
Top Guest favourite
Apartment in Bay View
4.98 out of 5 average rating, 121 reviews

Spacious & Private 2 bdrm in the heart of Bayview

ParisRating, 5 stars1 week 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!!!!🫶🏽❤️
Top Guest favourite
Apartment in Riverwest
5 out of 5 average rating, 12 reviews

Quiet 2br Retreat Minutes to MKE Summer Fun

RobertRating, 5 stars1 week ago
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.
Guest favourite
Apartment 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
Apartment in Upper East Side
4.96 out of 5 average rating, 303 reviews

East Side Home

AlyssaRating, 5 stars3 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
Apartment in Walker's Point
4.9 out of 5 average rating, 114 reviews

Charming 1 bd upper level in great location!

MatthewRating, 5 stars4 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.
Guest favourite
Apartment in Riverwest
4.92 out of 5 average rating, 53 reviews

Center Street Retreat

VictoriaRating, 5 stars2 days ago
This is an amazing spot in Milwaukee! This hidden gem was so clean, amazingly decorated, and all the personal touches by Jennifer and Lance were so thoughtful. We can’t wait to be back!

Condo rentals with outdoor seating

Guest favourite
Condo in Lower East Side
4.98 out of 5 average rating, 124 reviews

Private East Side Milwaukee flat with fenced yard

SarahRating, 5 stars5 days 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.
Superhost
Condo in Brewer's Hill
4.83 out of 5 average rating, 54 reviews

Brewers Hill Belle, 2 bed + Loft & balcony

MaryRating, 5 stars2 days ago
We had a group of 5 women that stayed here for Summerfest. The location was ideal with quick Uber rides to downtown restaurants/ Milwaukee Public Market and Summerfest. We did not have a vehicle but the garage/off street parking is a nice amenity. Easy access with coded doors for the outside door and your unit door. We stayed in unit 3 which is on the top floor. It does have lots of stairs to get to the unit. We enjoyed coffee on the balcony a few mornings which was very pleasant. The weather was very hot (90’s) when we were there and the AC worked great. The hosts were quick to respond to any questions we had. We had a great stay and I would book again if I come this way.
Condo in Wauwatosa
4.63 out of 5 average rating, 114 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

IrelandRating, 5 stars11 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!
Condo in Lower East Side
4.75 out of 5 average rating, 20 reviews

Charming 3BR Off Brady St

GeorgeRating, 5 stars3 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!
Top Guest favourite
Condo in Riverwest
4.98 out of 5 average rating, 51 reviews

Riverfront 2BR • Outdoor Oasis • King Beds

JonathanRating, 5 stars2 weeks ago
Very responsive host. Host’s description of property matched reality of the booking, no surprises.
Guest favourite
Condo in Shorewood
4.92 out of 5 average rating, 285 reviews

English Tudor - Upper Flat blocks from the beach

michelle Rating, 5 starstoday
Amazing house in a fabulous location. Loved the neighbor and walkability to the lake and coffee shops and restaurants. Jodi made the best of a heat wave stay for us by having the air conditioners and fans on and everything cool when we arrived. I appreciated the labels/signage that provided clear communication about amenities/where things were stored if needed etc. I always appreciate a welcome binder and this was a nice through one. We really enjoyed some of the breweries Milwaukee had to offer, the Miller brewery tour was great and so was the Brewers game and this was a great home to enjoy all those things. Thank you Jodi for sharing your home with us.
Top Guest favourite
Condo in Bay View
4.99 out of 5 average rating, 225 reviews

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

CollinRating, 5 stars1 week 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
Condo in New Berlin
4.94 out of 5 average rating, 49 reviews

Private, quiet first floor condo in New Berlin

DarlynRating, 5 stars3 days ago
Samantha is a gem when it comes to communication! She was understanding and accommodating when we ran into a pickle w/ needing to add a pet to our stay, last minute. The condo had everything we needed, clean, calm neighborhood. We truly enjoyed our stay!

Quick stats about holiday rentals with outdoor seating in Milwaukee

  • Total rentals

    710 properties

  • Nightly prices starting at

    $50 NZD 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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