
Vacation rentals with outdoor seating in Pewaukee
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Top-rated outdoor seating rentals in Pewaukee
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Popular amenities for Pewaukee outdoor seating rentals
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!
Patrick's place stood out from most of the Airbnb's I have stayed in! The photos don't do the place justice. It's a very large, charming home. We felt very comfortable from the minute we walked in! The neighborhood is great and walked to a fun part of town to enjoy cute bars/restaurants very close! I will for sure be back! I was shocked also how close to summer fest and the brewers stadium we were!

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.

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!

Hidden Gem - Sunset Lake Home w/ Hot Tub
Emmie made the process easy and seamless and the place was excellent. Incredible views, ample space, and convenient location made for a great weekend at an excellent value.

2BR Sunny Upper in Prime Bay View - w/ Parking
We've been to Milwaukee many times, but typically stay with friends in the burbs. This neighborhood is super walkable, and there are lots of great spots for coffee, cocktails/beer, dinner, shopping nearby. The street that the house is on is lively, and busy until late in the night: If you are a light sleeper I would recommend bringing headphones to help insulate the sound. Parking in the garage was great, and we really only had to get our car out if we needed to leave the neighborhood. We brought our dogs, and can recommend the Bayview dog park (an easy 10-15 minute walk), and tons of the breweries/bars in the area were dog friendly.

The Mayfair Midcentury
This was perfect for our family for Christmas. The kitchen was perfect for cooking our Christmas dinner. The table was a little small and could only seat 4, but the kitchen had seating at the countertop. Overall, lovely home.

Brady St Home with Private Outdoor Bar + Deck
Great location, fun decor, and stupendous communication. Amazing stay and would highly recommend. They also helped us recover some items mistakenly left behind. Top notch service!
Apartment rentals with outdoor seating

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!

Spacious & Private 2 bdrm in the heart of Bayview
Highly recommend. Beautiful home in a really great neighborhood.

‘The Part Time Local’ - A boho small town retreat.
You will love Amanda’s place. Her decorating style is beautiful and her space is so comfortable. She has a natural approach to design. It is very clean. Amanda has thoughtful touches in her Airbnb. If you go out - the Airbnb is close to downtown. Amanda’s place is one you will love!

Silvers Four-Six-Four *A home away from home*
What a wonderful place for my sisters and I to meet up in Port Washington. It's cozy and clean with comfy beds. The kitchen was well stocked with all the pots, pans and coffee equipment we desired. It's walkable to cafes and restaurants and a cute little resale shop. We would definitely stay there again!

The Hive 2BR Apt | Downtown Racine Escape!"
Immaculate— never stayed in a cleaner Airbnb. Plenty of towels, beautiful bathrooms, kitchen well supplied in pots, pans, dishes, storage dishes. Top of the line laundry area. Excellent communication. Only caveat for old or disabled are the 22 steps but we took it slow and it was ok. Well worth the lovely space awaiting at the top of the stairs. We want to come back in the summer to use the beautiful outdoor space.

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!

Comfortable Riverwest apartment
Yvonne’s place is so nice. The apartment is super cute and cozy. My husband and I stayed for two nights and it is exactly what we needed for our stay. We didn’t go to any but there were some cute bars down the street and it is close to coffee shops.

Cozy Apartment Nestled Across from Lakefront!
What a hidden gem! The space was clean, easy to find and the bar downstairs was cute and had a friendly puppy! Walking distance to Lake Michigan is a nice feature. The bathroom has a stackable washer and dryer and had all the comforts of home. There was a small patio off the master to hang outside which was nice. Overall it was a great spot that is great for families or couples alike.
Condo 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!

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

Charming New Rehabbed 2 BR•10 mins Fiserv/Downtown
This is a lovely place to stay. We prefer king size beds and this place has two which are very comfortable. We especially liked the heated fan in the bathroom to help keep warm! The place is cute and spotless. Michelle is very prompt to reply if you have a question. The deck overlooking the river is fabulous! Would recommend this place for your stay in Milwaukee.
Quick stats about vacation rentals with outdoor seating in Pewaukee
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
790 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Milwaukee Public Museum
- Wilmot Mountain Ski Resort
- Racine North Beach
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Six Flags Great America
- Grand Geneva Resort & Spa
- Geneva National Resort & Club
- Alpine Valley Resort
- The Bull at Pinehurst Farms Golf Course
- Springs Water Park
- Milwaukee Country Club
- Illinois Beach State Park
- Milwaukee County Zoo
- Richard Bong State Recreation Area
- Harrington Beach State Park
- Sunburst
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Blue Mound Golf and Country Club
- Bradford Beach
- West Bend Country Club
- Discovery World
- America's Action Territory
- Heiliger Huegel Ski Club