
Holiday rentals with outdoor seating in Shorewood
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Top-rated rentals with outdoor seating in Shorewood
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Shorewood
House rentals with outdoor seating

Blair House 1890
This was a great stay! Annie was very communicative and accommodating the whole time. Would recommend!!

Mid-Century Inspired Upper Duplex in Bay View
Had a wonderful weekend in Milwaukee! Andrew had lots of great recommendations for dining, coffee, cocktails and shopping. He was wonderful to talk to and we really enjoyed our stay!

5th St. Retreat - Outdoor Oasis, Hot Tub, 8 Beds
Bradley was very responsive throughout our entire stay. We can’t say enough good things about our stay and cannot recommend this place enough.

The Little Gray House
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.

Beautiful 4BR Home-Walk to Beach
There were six of us siblings traveling to Shorewood for a family memorial service, and we chose this house because it reminded us of our childhood home. It's a charming place filled with antiques and (probably) garage sale finds :-) We each had a room and appreciated the extra bathrooms and various spaces in the house which gave each of us enough privacy as well as plenty of togetherness. The house is located in Shorewood on a really cute street,and it's worth walking around to see the historic homes. It's nice and quiet and residential with restaurants, pubs, etc., nearby. Also appreciated Xavier's responsiveness on the one question I had - just a lovely trip overall.

Large Luxury Home - Perfect for Groups - Downtown
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.

4 Mins Walk Lake Michigan Atwater Park Beach. Pets
Our stay was great. Location was awesome. Lokesh communicated with us and accommodated our needs.

KING BED/Amazing Location/Free parking/Wi-Fi
This was a great place to stay! Such a beautiful living space, big beds, and very homey. Definitely recommend, and our host was so kind and helpful.
Apartment rentals with outdoor seating

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

Spacious & Private 2 bdrm in the heart of Bayview
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!!!!🫶🏽❤️

Quiet 2br Retreat Minutes to MKE Summer Fun
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.

Charming 1 bd upper level in great location!
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.

Cozy Basement Space In Bay View by Lake Michigan
By far this was my best experience throughout all of my years of using Airbnb. I’ve never had a host make me feel more at home & safe. Even one of the days by chance my girlfriend & I got to talk to Carlos in person because he was outside with his puppy when we were coming back to the Airbnb. He was super kind & sweet. Their place was comfy & cozy too just how I like & prefer it. LGBTQ+ friendly & very open about it. As someone who’s in a queer relationship this made me feel incredibly secure which is extremely important to me in today’s world. Also their location is walking distance from the Cactus Club which is one of our favorite local spots in MKE. My partner & I would definitely love to stay here again in the future sometime & recommend it to anyone. 🙂🌈

WeilHaus: A Cozy Urban Retreat
It was a CUTE place - room for 3 adults. We enjoyed the local coffee she has for guests. She has fun games we played in the evening while listening to records. It was close to all the tourist things we wanted to do. Easy to park on the street or in the spot designated. The apartment complex was quiet - the neighborhood is in the city so there are normal city noises. Anna was responsive to my questions before and during the trip.

Cozy Apartment Nestled Across from Lakefront!
this is definitely a very comfy ,cozy , loving place.i met Jennifer,and her husband paul.theyre very nice people .the first thing they asked when I met them is everything ok,how awesome is that.the place is very quiet ,clean ,and very nice.definitely coming back next time I need an airbnb.paul ,and Jenifer are the best hosts,and the location is amazing.

Center Street Retreat
the place was spacious and comfortable. loved the layout and the beds were comfy
Apartment rentals with outdoor seating

Private East Side Milwaukee flat with fenced yard
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.

Brewers Hill Belle, 2 bed + Loft & balcony
The layout of unit 3 was exactly as described. It was spacious and perfect for our group of 10. There were plenty of towels, 12-cup coffee pot, and the laundry area was easily accessible. There are quite a few stairs but it was beautiful to have a balcony and sit out and drink your cup of coffee. We were 10 minutes driving distance from all our planned activities.

Stylistic Condo Hot Tub Tosa Village 2 blocks away
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!

Charming 3BR Off Brady St
Timothy provided everything we needed days in advance to ensure a smooth check-in, and accommodated an early check-in which was much appreciated!

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

Third Ward - High End 1 Bedroom up to 6 + Parking
The Airbnb was great—more spacious than it looks in the photos! Check-in was smooth with clear instructions, and it was super convenient having parking included. The parking lot entrance is right by the elevator, which made coming and going really easy. The unit itself had plenty of space for a one-bedroom and could comfortably fit 4+ people. It’s also in a nice, convenient area with easy access to everything we needed. Would definitely 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
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 Shorewood
Total rentals
30 properties
Nightly prices starting at
₹3,462 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Six Flags Great America
- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Kohler-Andrae State Park
- Geneva National Resort & Club
- Illinois Beach State Park
- Bradford Beach
- Racine North Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- West Bend Country Club
- Pine Hills Country Club
- Heiliger Huegel Ski Club
- Springs Water Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Sunburst
- Blue Mound Golf and Country Club