
Holiday rentals with outdoor seating in Pewaukee
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Pewaukee
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Guesthouse on Clover - Historic Greendale
This lovely home in Greendale was one of our favorite Airbnb stays. The house has character, was very clean and cozy, had comfortable beds and actually had comfortable pillows! My twin boys gave the stamp of approval and said they’d slept so good. Greendale itself was adorable with breakfast, coffee, lunch and dinner spots a nice short stroll away. This location was six minutes to the baseball complex for our son’s tournament and couldn’t have been handier. And the host, Jody, was wonderful and helpful. My fingers are crossed this place will be available for our next tournament!

Beautiful home on Okauchee Lake, WI
Lovely house on the lake, as advertised. House was tastefully furnished and everything worked. Good restaurants nearby, but a special shout out to Smoke on the Water BBQ. It was in Cathy's recommendations, but we ate there a lot. We hope to stay there again next time we are in the area!

Historic on The Avenue
Matt and Karla were so kind and quick to answer our questions before and during our trip! Cute little house and perfect place for a long weekend with friends!!

The Little Gray House
perfection... if this house is a available during the dates you are looking for, just go ahead and book it now. best air BNB experience we have had

Cheerful, open space, and relaxing 1 bedroom home.
Exciting stayng in a wonderful Place. Okochee Is a stunning Little Town on the lake where you can find relax, peace and beautiful panorama. In the house of Kathy, Everything Is studied and smart. We Hope to come back to this Amazing accomodatiion. Thank you tò Kathy and Jacky .

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!
I would say it was priced well. Of course for two nights $300 a night is a low price, but I loved it. It was a whole entire house and it was beautiful.

Historic Brewery Tied-House in Bayview (Sleeps 12)
Kyle is an amazing host and this was our best Airbnb experience EVER! The home was in excellent condition and we loved the history. The amenities were very thoughtful and we were grateful to have a selection of drinks and snacks when we arrived. I highly recommend the Schlitz Castle and we would definitely stay again.

Luxury Lake Home-Miles of Lake Views-Private Pier
it's a beautiful property right on the water. it's unfortunate how close it is to the bar across the street and the neighbors homes, but that's lake living, I suppose! this property is sensational, well maintained. superb kitchen. wildlife is amazing. enjoy!
Apartment rentals with outdoor seating

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!!!!🫶🏽❤️

Silvers Four-Six-Four *A home away from home*
Such a wonderful stay! The apartment was extremely neat, tidy and perfect for our needs! My friend and I are on the taller side, so next time we’ll stay on the lower level, assuming the ceilings are slightly higher. But regardless, next time we’re in Port, we’re staying with Elle!! Thank you again for a great stay!!

The Hive 2BR Apt | Downtown Racine Escape!"
This is our second stay and Angela is always responsive, the place is always clean, and the check in and out process is super simple. Looking forward to booking again!

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. 🙂🌈

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.

Creekside Apartment
had a very nice stay! Apartment was as described, very quaint, clean, and is in a great location.

Beautiful Port home short walk to town and lake
This was a return stay for our group of 4 adults. The unit was plenty big enough for all of us and is about a block from downtown Port Washington. The bike path is about 5 minutes from the property. We loved the layout of the unit and the fact that each bedroom feels private (they are not next to each other due to the layout). We would stay again.

The Ernest Inn - Located downtown Watertown
What a great spot. The decor is comfortable and interesting to explore, with art and books and fun little touches everywhere. Bathroom is nicely done with a big shower and closet with washer/dryer. The kitchen is so much fun with the working old timey stove and fridge. It's the kind of place you skip your events just to hang out in.
Condo rentals with outdoor seating

Private East Side Milwaukee flat with fenced yard
Amazing place! Beautifully decorated and tons of amenities. We loved the location and being able to walk to lots of restaurants. Would love to stay again!

DElafield Rivers Gateway Luxurious Condo
John and his wife had great hospitality! They greeted us when we walked in and truly welcomed us to the area. The unit was well equipped, and is capable of handling several people for sleeping accommodations.. fantastic location and accessible to lots of restaurants, etc.

Magnificent waterfront views & cozy fireplace
Lori’s place was amazing! The location was perfect, peaceful, yet centrally located near tons of things to do. Whether you want to explore or just head back to relax, it’s the ideal spot. I highly recommend taking your coffee out onto the balcony to enjoy the beautiful view, it was one of my favorite parts of the stay. Lori was incredibly responsive and checked in often to make sure I had everything I needed. I would 100% stay here again in a heartbeat!

English Tudor - Upper Flat blocks from the beach
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.

LakeView-SummerPool-FamilyFriendly-CloseToTown
We had an incredible stay at this beautiful Lake Geneva Airbnb! The home felt so welcoming from the moment we walked in. The location couldn’t have been better. Just minutes from the lake and downtown, we were able to enjoy charming local shops, great restaurants, and stunning lakeside views without needing to drive far. It was the perfect blend of peaceful retreat and convenient access to everything Lake Geneva has to offer. Our host was outstanding—friendly, responsive, and truly committed to making our stay comfortable. They provided excellent local recommendations and made sure we had everything we needed. Whether you're looking for a romantic weekend, a family getaway, or just some time to relax by the water, this place is a gem. Wehighly recommend it to anyone visiting Lake Geneva!

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.

Top location, no cleaning fee, everthings close B
We enjoyed our stay here! It has a comfortable king bed and unique decor which made our visit fun. The location is very close to the lake and walkable to several downtown restaurants, coffee shops, Lake Geneva Shore Path and lake tour boats. We enjoyed getting custom-make breakfast wraps downstairs. We had a college reunion event at the Geneva Taphouse a couple blocks away. Lots to do and see in downtown Lake Geneva!

Third Ward - High End 1 Bedroom up to 6 + Parking
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.
Quick stats about holiday rentals with outdoor seating in Pewaukee
Total rentals
20 properties
Nightly prices starting at
$66 NZD 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
Wi-Fi availability
20 properties include access to Wi-Fi
Destinations to explore
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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
- Springs Water Park
- Heiliger Huegel Ski Club
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- America's Action Territory
- Sunburst
- Blue Mound Golf and Country Club