Vacation rentals with a pool in Waukesha

Find and book unique homes with a pool on Airbnb

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Popular amenities for Waukesha rentals with a pool

House rentals with a pool

Superhost
Home in Lake Geneva
4.93 out of 5 average rating, 15 reviews

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate

SuwanRating, 5 stars3 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!”
Guest favorite
Home in Lake Geneva
5 out of 5 average rating, 8 reviews

Elssys Ranch 80 Acre Lake Geneva Retreat

AdamRating, 5 stars2 weeks ago
We had our family spring break at Elssys Ranch. Beautiful surroundings and nice location. Nick was a great host. Always available to help. House was immaculately clean for our arrival. On one of the nights - we had a camp fire in the fire pit with the kids (which was the highlight of their trip), and there was plenty of space for the boys to run around and explore. The house is huge, and has a lot of character. Bunk beds were a great addition for the boys to bunk together and far enough at the other end of the house for the parents to have privacy. Kitchen has everything you need and want, but there are also plenty of restaurants driving distance nearby (we explored both the Lake Geneva town center and a nearby lake front area which had a great coffee shop) Definitely would recommend to anyone!
Top guest favorite
Home in Delafield
4.95 out of 5 average rating, 39 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars4 weeks ago
Our first time in Delafield and loved it!! Adorable little lake town with so many cute restaurants, coffee shop and ice cream just a short walk away. Elizabeth's home was exactly what we needed for a month long mother/daughter stay while attending treatment in the area. Meticulously clean at check-in and decorated so cute with finest attention to detail! So warm and cozy providing a perfect sanctuary. Elizabeth was flexible and responsive in all communication prior to and during our stay, and quickly addressed an Internet hiccup, ensuring the issue was resolved for us. Can't wait to return and highly recommend Elizabeth and this adorable gem of a home!!
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 stars2 weeks 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 Twin Lakes
4.92 out of 5 average rating, 73 reviews

EnglishPrairieBnB | Large Group | w Kidquariam

RodrigoRating, 5 stars1 month ago
We had a great time at Mikes place! It was all the little things and extras. From the provided waffle mix with toppings, the golf simulator and indoor pool to the ping pong table and infinity game table. It was also very cozy and we all felt close and connected. We were a large group that gets together once a year for skiing. It was the first time we visited Wisconsin and we would definitely come back! Mike was very responsive with any issues that came up.
Top guest favorite
Home in Lake Geneva
5 out of 5 average rating, 38 reviews

Newly Updated Modern Lake Condo

KristinRating, 5 stars2 weeks 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.
Top guest favorite
Home in Riverwest
5 out of 5 average rating, 12 reviews

Big BLUE Skyline VIEW

PersephonaeRating, 5 stars1 week ago
Stayed for a convention, it was great having space to come back to instead of a tiny hotel room, and everything was super convenient.
Guest favorite
Home in Lake Geneva
4.96 out of 5 average rating, 70 reviews

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

ElizabethRating, 5 stars2 days ago
Great experience at this location. Our host was super communicative and made sure we had everything we needed. The accommodations were wonderful. Was very clean and great space for our family. We loved the little coffee/tea bar and the beds were ultra comfortable. Would highly recommend for a long or short stay.

Condo rentals with a pool

Condo in Lake Geneva
4.73 out of 5 average rating, 15 reviews

Beautiful Condo Minutes from Downtown Lake Geneva

Juan PabloRating, 5 stars47 months ago
Great place and perfect location
Guest favorite
Condo in Geneva
4.93 out of 5 average rating, 41 reviews

Quaint, quiet condo minutes from Lake Geneva

Heather Rating, 5 stars5 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.
Condo in Lake Geneva
4.96 out of 5 average rating, 23 reviews

Elegant 4-Season Lake Geneva Condo w/ Fireplace!

WillRating, 5 stars5 months ago
Couldn’t have enjoyed this spot more! Already planning on going back soon because it was everything we wanted and more. Highly highly recommend, just don’t reserve it too often so we can go back! Haha
Superhost
Condo in Lake Geneva
4.87 out of 5 average rating, 98 reviews

Lake Geneva relaxation!

NicoleRating, 5 stars5 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 Fontana-on-Geneva Lake
4.74 out of 5 average rating, 50 reviews

Abbey Springs - Lake Geneva - 2 BR - Sleeps 6

DannyRating, 5 stars18 months ago
This place was absolutely perfect for a wedding in the area. It’s close to the action and the breakfast at Abbey Springs was delicious. Beds are comfy, couches are even comfier, and the screened porch allowed for peaceful vibes on an early fall weekend. Nancy and Fred’s accommodations were perfect and I can’t thank them enough!
Guest favorite
Condo in Fontana-on-Geneva Lake
5 out of 5 average rating, 14 reviews

2 BR 2 BA Abbey Villa B

StephanieRating, 5 stars6 months ago
I would give 10 stars if I could. I have been using AirBnB for many years, and our experience with Vida’s Villa 33B is hands down probably the best we have ever experienced. She is very responsive and helped us get an extra hair dryer. The unit looks newly remodeled, and had many thoughtful amenities, from tea and K-cups to a clothes steamer and hair curling iron. We were there for a family wedding from a few states away, and I’m a little sad we probably won’t have a reason to visit again. I highly recommend Vida’s Villa B if you are visiting the Abbey Resort.
Guest favorite
Condo in Lake Geneva
4.94 out of 5 average rating, 32 reviews

Best Location in Lake Geneva!

ZacharyRating, 5 stars2 weeks ago
Excellent spot right in the heart of Lake Geneva. The location was very safe, easy to access, and had everything I needed and then some for a great stay. Highly recommended!
Guest favorite
Condo in Geneva
4.93 out of 5 average rating, 15 reviews

Cozy 2 Bedroom Condo - Lake Geneva

AnnaRating, 5 stars5 months ago
Nice comfortable space, and a good easy location. Walking distance from the lake. Space was even larger than it looked in the pictures, and clean and comfortable.

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