Vacation rentals with a pool in Waukesha County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Waukesha County rentals with a pool

House rentals with a pool

Superhost
Home in Lake Geneva
4.94 out of 5 average rating, 16 reviews

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate

SuwanRating, 5 stars4 months ago
“We had a fantastic two-day stay at Ellen’s place place! The home was exactly as described—spotlessly clean, comfortable, and well-equipped with everything I needed. The location was perfect, close to lake Geneva downtown which made exploring the area so easy. Ellen was incredibly welcoming and responsive, offering helpful tips about the area and making sure I felt right at home. The thoughtful touches, like the warm fireplace on arrival, towels in each room made my stay even more enjoyable. The hot tub was very comfortable this time of the year. I would absolutely stay here again and highly recommend it to anyone looking for a cozy and hassle-free getaway!”
Superhost
Home in Lake Geneva
4.64 out of 5 average rating, 11 reviews

Home in Lake Geneva Town With In Ground Pool

JackRating, 5 stars8 months ago
The property was outstanding, especially the backyard, with an oversized yard with an exceptional in-ground pool. Phenomenal sitting area w/fire pit and a very nice B-BQ. Plenty of room for 6-8 adults with everything you need, towels, kitchen utensils and two areas to watch tv. This is a can't miss rental opportunity.
Guest favorite
Home in Lake Geneva
5 out of 5 average rating, 9 reviews

Elssys Ranch 80 Acre Lake Geneva Retreat

AlexisRating, 5 stars1 month ago
We had an amazing time at this property! Nick was a fantastic host—super responsive and quick to answer any questions we had. The property itself is beautiful with plenty of space for kids to run around and play. The kitchen was well-equipped with lots of utensils and dishes, making it so convenient to cook and eat at the house. The fire pit and grill outside were a wonderful addition to our stay! The location is perfect too! It’s near a charming Boxed & Burlap coffee shop, and just a short 5-mile drive to downtown Lake Geneva. Downtown offers parks, a public library, great shopping, and stunning views of the lake with walking trails. We can’t wait to return and stay again! Highly recommend!
Guest favorite
Home in Delavan
5 out of 5 average rating, 23 reviews

Family friendly & dogs welcome

TimothyRating, 5 stars4 months ago
Jane responded fast to text messages. very kind, offered to tell about restaurants and local entertainment. I had an issue with the door ( operator error ) called Jane and she called me back to see if i was able to fix the issue, which was a simple fix. I will definitely make sure I reserve there again when I go back into town if available.
Guest favorite
Home in Lake Geneva
5 out of 5 average rating, 30 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DarrylRating, 5 stars1 month ago
This was my first time using Airbnb. We had a group and it seemed like a better idea to try and find something we could share for the GaryCon convention. None of us were familiar with the area so I used the app and geo bracket for within 10 miles of the convention and came up with this beautiful home that had enough beds to accommodate each of us. I looked through the pics and was happy with what I saw. Sasha was responding quickly to answer my questions and we made the reservations. When we got to the place we were all happy with what we found. The hone was spacious with large beds in each room. 3 baths made it easy for us to get out quickly each morning. The kitchen was really great. The deck was really great. Seriously couldn't not have been happier and more pleased. Thank you for opening up your home to us. I understand why people live the area. I strongly recommend this home and Sasha if you're in the area.
Guest favorite
Home in Mequon
5 out of 5 average rating, 9 reviews

Vacation home: heated inground pool on 4+ acres

MandolynRating, 5 stars8 months ago
This is the perfect place to get away from it all! Clean and quiet. Surrounded by nature. A true place to relax, spend time with the family, and reset from a busy life. Thank you!!!
Top guest favorite
Home in Lake Geneva
5 out of 5 average rating, 38 reviews

Newly Updated Modern Lake Condo

KristinRating, 5 stars1 month ago
Great location close to shops and restaurants. We enjoyed the pool/hot tub area and ended up having dinner at Crafted Italia in the same building the pool is located, it was nice and close to the rented unit.
Guest favorite
Home in Lake Geneva
4.96 out of 5 average rating, 71 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

CynthiaRating, 5 stars2 weeks ago
I absolutely love the location of this property. Steve's place is perfectly secluded for quiet mornings & peaceful evenings. I hope to return in the winter to take in the beautiful snowfall. I also appreciate the fact that it's not far from a small cozy town with a walking path along the lake. Thank you for sharing your wonderful property & I look forward to returning!

Condo rentals with a pool

Guest favorite
Condo in Geneva
4.93 out of 5 average rating, 41 reviews

Quaint, quiet condo minutes from Lake Geneva

Heather Rating, 5 stars6 months ago
We loved Mackenzie’s place! It was a short walk to the Ridge hotel where we were attending an event. The condo was super cozy and fit our needs perfectly. And you walk outside and can see the lake! Would definitely stay here again.
Guest favorite
Condo in Lake Geneva
5 out of 5 average rating, 7 reviews

Villa Como at Interlaken |Short Wlk to Beach |Pool

TheresaRating, 5 stars3 months ago
It was what I wanted for an overnight. Clean space and cozy. Always very responsive to inquiries and clarified information. My only issues was the cleaning fees which seemed very high.
Top guest favorite
Condo in Lake Geneva
4.97 out of 5 average rating, 148 reviews

Magnificent waterfront views & cozy fireplace

xueRating, 5 stars3 days ago
"5-star stay! Clean, convenient, and great value. Would book again!"
Guest favorite
Condo in Lake Geneva
4.96 out of 5 average rating, 138 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

DaynaRating, 5 stars1 month ago
We loved our stay at this beautiful location. It was close by to everything we wanted to do and the condo was exactly what we were hoping for! Rachel gave great recommendations and was so responsive to our questions. We will definitely stay here again!
Guest favorite
Condo in Lake Geneva
4.97 out of 5 average rating, 182 reviews

Relaxing Villa with Amazing Amenities!

ErickaRating, 5 stars2 weeks ago
Lovely space! Very clean, Comfy bed, beautiful views of the lake, even better than the photos, nice private location. We did not have a chance to check out the amenities, like the hot tub and pool at the near by resort but will definitely stay again to check it out!
Superhost
Condo in Lake Geneva
4.87 out of 5 average rating, 98 reviews

Lake Geneva relaxation!

NicoleRating, 5 stars6 months ago
Very quiet and tranquil location for our extended weekend trip! Close enough to explore Lake Geneva and many more area favorites. We were able to walk to The Ridge Hotel where they had restaurants and live music on the weekend.
Superhost
Condo in Lake Geneva
4.69 out of 5 average rating, 42 reviews

Poolside Lookout at the Cove Hotel |Downtown LG

DianaRating, 5 stars1 month ago
If you're looking for a relaxing, peaceful yet close to everything getaway....Samantha's place is it!! From the minute you walk into the Cove, you guide yourself straight into a restful oasis. Entering Samantha's place, I was amazed at how spacious it all was. From the very modern kitchen, all of the utensils and kitchen necessities to the wide tub in the bathroom and big bed in the bedroom, everything felt like home. Relaxing in the living room with a beautiful view to the outdoors and the balcony was enjoyable. I highly recommend Samantha's place for your next stay in Lake Geneva.
Top guest favorite
Condo in Lake Geneva
4.98 out of 5 average rating, 206 reviews

Lake Geneva Cloud 9

LauraRating, 5 stars1 month ago
We were in Lake Geneva for a convention, so were mostly only in the condo for sleeping, but the place had everything we could possibly need and then some. There were plenty of extra supplies in the kitchen and bathroom. If we had been traveling with kids, there were toys and games. And if it had been a warmer season or we were there for relaxation, the location looks great for outdoor activities. Cheryl sent us good instructions for parking, unlocking the door, etc. And inside there was a whole binder of stuff to make anything we needed to do easy. Thanks, Cheryl...you made our brief stay easy and comfortable!

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