
Vacation rentals with outdoor seating in Waukesha County
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Top-rated outdoor seating rentals in Waukesha County
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Popular amenities for Waukesha County outdoor seating rentals
House rentals with outdoor seating

Waterfront on Pewaukee Lake |3BR/2BA|Private Pier
My family had a wonderful visit! The boys fished right off the dock and caught some huge bass and a northern pike! The house was extremely clean and well stocked with everything you need to cook meals, relax and watch a movie, or enjoy the lake. We also enjoyed the use of the paddle boards and kayaks. Overall a great spot with WiFi in a great location. We didn’t visit any of the nearby restaurants but they are within walking distance. We were also able to bring our dog which was a great plus because we love to travel with him. We will definitely return. Kristen was a wonderful host and always checked in to make sure our stay was excellent. Thanks again for a fantastic vacation!

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
What a hidden gem. We needed a place to stay in Wisconsin while our daughter had a break from her full time camp counselor position. Our son was in on break from the Army. We wanted an ace to just hand out, reconnect as a family and play a few board games BUT we only had one night and many places require at least two. We reached out to four in the area and Andy was the only one willing to accommodate. Not only did we get a flexible check in and out but the place was perfect! It felt like home the minute we walked in. There’s so much to say from the gorgeous landscaping to the deer literally in the front yard to the warm of the accommodations. We never wanted to leave. The best part was having our family together in a hot tub laughing surrounded by beautiful Wisconsin. Thank you from the bottom of our hearts. You have no idea how much we needed this.

Oconomowoc Downtown River View
What a fantastic place! Clean! Has all you could need and then some! Great location to everything in town! We would definitely rent this place again!

The Good Land Getaway: Ideal location, hot tub
We really enjoyed our stay. Denise was communicative and everything was easy. The house is beautiful. Its on a quiet street with lovely neighbors. Its directly off bike/walking trails, whis is why we chose it. The house is right off of the highway but it was never intrusive. We hung out at the fire pit and it was honestly just quiet background noise. The kitchen is perfect and had everything we needed and wanted. We cooked simple meals and everything was easy. The bed in the main bedroom was so comfy, all the linens and towels were plush. The hot tub was such a nice luxury. We were about 18-20 minutes from every restaurant we tried. Denise was super flexible about our timing, which we really appreciated. All in all it was a great experience and a place we would return.

Okauchee Lakefront Cabin Escape
This is an amazing spot with a great view! Aaron's home felt so cozy. Very comfy and unique. The jukebox was a hit! Thanks Aaron!

Relaxing Lake House Getaway on Phantom Lake
We had a great stay while visiting Wisconsin

Lakeview Retreat | Main & Guest House, Sleeps 10
This home (two homes) had room for the whole family and plenty of parking for multiple vehicles. It is a short walk to the downtown business area which has a small beach across the street. While the home isn't lake-front, there is a nice view of the lake from the "upper" home and deck. The kitchen(s) are nicely updated and have new appliances.

Convenient & Spacious Suburban Escape w/ KING BED
Savannah’s place was great. Myself and my family visiting enjoyed the space and felt right at home. It is close to pickleball courts and other parks nearby. We had a little issue when we first arrived but we were able to chat with Savannah immediately who came by to fix the problem right away. My family said multiple times, “We should reserve this place again when we come into town!” That says a lot! Thank you for such a wonderful, cozy spot. It fit our needs perfectly.
Apartment rentals with outdoor seating

Tosa Village Studio Apartment
Every thing was great. Amazing shower. Great area. Only issue ceil fan didn't work. Board on top of closet broken.

‘The Part Time Local’ - A boho small town retreat.
Amanda’s Airbnb was perfect for myself, my husband, and my almost two year old son. The separate living room ended up working out great for a pack n play for my son. The Airbnb was walkable to the farmer’s market and a breakfast spot and the neighborhood seemed to be very quiet and family friendly. Amanda and her family were so friendly whenever we crossed paths and were extremely accommodating. She even went as far as asking us if our son needed anything before our stay and leaving out some toys and books for him. She was also so gracious and let us stay a little longer on our checkout day so he could nap. Hosts like this truly make all the difference when it comes to traveling with young kids. I highly recommend Amanda and would definitely stay again!

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!!

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. 🙂🌈

Comfortable Riverwest apartment
This place was nice and clean. Bigger than I expected from the pictures, very open and roomy. The host was very helpful, particularly with giving us heads up about street parking and such. She made every single effort to make sure we moved our car before it got towed. Which we did right in the nick of time. I'm definitely saving this place to stay next time I come to Milwaukee!

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.

Bay View MKE Hideaway - with Parking!
What a lovely place to stay! Felt right at home. Loved all the plants. Will definitely be back.
Condo 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.

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.

Beautiful Villa with Amenities Galore
We were lucky to find Amy's place as many only book two-night minimum and we were only in town for one. Her condo was clean and comfortable. We entered on a hot day to a well-air-conditioned home and to jazz music playing. It was such a great way to start our stay. She gave recommendations for the area and had very few requests for checkout - just take trash and start the dishwasher. We three women took a late-night walk in the area and felt perfectly safe. Be aware that check-out is 10AM while most places are 11:00. It was fine with us as we were getting on the road by then but some would care. I don't know if there's any flexibility as it didn't matter. Amy was very proactive about ensuring we were all settled in and asked if there were questions. We had a great stay and recommend Amy's condo.

Magnificent waterfront views & cozy fireplace
This cozy little condo on lake Como/Geneva was outstanding! Easy access to all the things in the area! Lori was extremely communicative and we enjoyed her as a host. If we find ourselves in Geneva again we will certainly stay here on repeat!

English Tudor - Upper Flat blocks from the beach
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.

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
This was a great stay. We parked our car and never used it- walked to the beach, to restaurants, etc. The decore wasn't my style, but the space was nice , the shower was great, and we had everything we needed.
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- Six Flags Great America
- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Geneva National Resort & Club
- Illinois Beach State Park
- Lake Kegonsa State Park
- Racine North Beach
- Bradford Beach
- Grand Geneva Resort & Spa
- Moraine Hills State Park
- Richard Bong State Recreation Area
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee Country Club
- West Bend Country Club
- Heiliger Huegel Ski Club
- Springs Water Park
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Sunburst
- America's Action Territory
- Blue Mound Golf and Country Club