Holiday rentals with outdoor seating in Pewaukee

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Pewaukee outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Top Guest favourite
Home in Greendale
4.98 out of 5 average rating, 219 reviews

Guesthouse on Clover - Historic Greendale

LexiRating, 5 stars1 week ago
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!
Guest favourite
Home in Nashotah
4.94 out of 5 average rating, 79 reviews

Beautiful home on Okauchee Lake, WI

DonRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Wauwatosa
4.96 out of 5 average rating, 110 reviews

Historic on The Avenue

FeliciaRating, 5 stars1 week ago
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!!
Top Guest favourite
Home in Wauwatosa
5 out of 5 average rating, 254 reviews

The Little Gray House

mattRating, 5 starstoday
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
Top Guest favourite
Home in Okauchee Lake
4.98 out of 5 average rating, 53 reviews

Cheerful, open space, and relaxing 1 bedroom home.

MarcoRating, 5 stars1 month ago
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 .
Guest favourite
Home in Milwaukee
4.93 out of 5 average rating, 135 reviews

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

BashawanaRating, 5 stars6 days ago
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.
Top Guest favourite
Home in Bay View
5 out of 5 average rating, 130 reviews

Historic Brewery Tied-House in Bayview (Sleeps 12)

DavidRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Pewaukee
5 out of 5 average rating, 55 reviews

Luxury Lake Home-Miles of Lake Views-Private Pier

ShariRating, 5 stars4 weeks ago
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

Top Guest favourite
Apartment in Bay View
4.98 out of 5 average rating, 120 reviews

Spacious & Private 2 bdrm in the heart of Bayview

ParisRating, 5 stars2 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!!!!🫶🏽❤️
Top Guest favourite
Apartment in Port Washington
4.95 out of 5 average rating, 280 reviews

Silvers Four-Six-Four *A home away from home*

IsabelleRating, 5 stars2 weeks ago
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!!
Top Guest favourite
Apartment in Racine
4.94 out of 5 average rating, 113 reviews

The Hive 2BR Apt | Downtown Racine Escape!"

MiaRating, 5 stars1 week ago
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!
Superhost
Apartment in Bay View
4.85 out of 5 average rating, 241 reviews

Cozy Basement Space In Bay View by Lake Michigan

KatieRating, 5 stars1 week ago
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. 🙂🌈
Guest favourite
Apartment in Saint Francis
4.85 out of 5 average rating, 310 reviews

Cozy Apartment Nestled Across from Lakefront!

MaximilianoRating, 5 stars1 week ago
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.
Top Guest favourite
Apartment in Cedarburg
4.98 out of 5 average rating, 258 reviews

Creekside Apartment

AaronRating, 5 stars2 days ago
had a very nice stay! Apartment was as described, very quaint, clean, and is in a great location.
Top Guest favourite
Apartment in Port Washington
5 out of 5 average rating, 239 reviews

Beautiful Port home short walk to town and lake

JamieRating, 5 stars4 days ago
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.
Top Guest favourite
Apartment in Watertown
4.97 out of 5 average rating, 249 reviews

The Ernest Inn - Located downtown Watertown

LynnetteRating, 5 stars1 week ago
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

Guest favourite
Condo in Lower East Side
4.98 out of 5 average rating, 122 reviews

Private East Side Milwaukee flat with fenced yard

LauraRating, 5 stars2 days ago
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!
Top Guest favourite
Condo in Delafield
4.95 out of 5 average rating, 55 reviews

DElafield Rivers Gateway Luxurious Condo

DarrenRating, 5 stars2 days ago
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.
Top Guest favourite
Condo in Lake Geneva
4.97 out of 5 average rating, 156 reviews

Magnificent waterfront views & cozy fireplace

SamanthaRating, 5 stars1 week ago
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!
Guest favourite
Condo 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.
Guest favourite
Condo in Lake Geneva
4.96 out of 5 average rating, 142 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

AnnRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in Bay View
4.99 out of 5 average rating, 224 reviews

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

CollinRating, 5 stars2 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.
Top Guest favourite
Condo in Lake Geneva
4.92 out of 5 average rating, 106 reviews

Top location, no cleaning fee, everthings close B

MarkRating, 5 stars2 weeks ago
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!
Guest favourite
Condo 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.

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

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