
Vacation rentals with a pool in Waukesha County
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Top-rated rentals with a pool in Waukesha County
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Popular amenities for Waukesha County rentals with a pool
House rentals with a pool

Home in Lake Geneva Town With In Ground Pool
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.

Family friendly & dogs welcome
We felt right at home at Jane's place. everything was as listed, the place was super homey, and Jane was a great host.

Cozy cabin getaway near Lake Como and Lake Geneva
Sasha’s place was even better than expected. We all felt at home and it was very relaxing. We had plenty of room to accommodate all of the guests.

Vacation home: heated inground pool on 4+ acres
Was a wonderful stay at the home, will definitely go back again in the summer for a nice swim in the beautiful pool! If you are looking for a little getaway in a quiet area with a home that's both comfortable and modern I highly recommend this stay!

Newly Updated Modern Lake Condo
Loved this house! It was in a great location, a few mins away from town, walking distance to Lake Como and super easy to find and navigate. Everyone had a great time. Only drawback was a tiny kitchen for multiple people but the rest of the living areas were great!

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
We only stayed for one night so weren't able to take advantage of all the community amenities, but the house was very comfortable and we had a good night's sleep. Seemed like a peaceful retreat just outside of the main shopping/dining area of Lake Geneva. We would return!

Oasis on Oak | Private In-Ground Pool | Hot Tub
House was great and matches the description and photos. House is spacious, good for a group of 6-7 people and private from other neighbors. It’s also less than 10 minutes from downtown Lake Geneva. It is an ideal house if you are looking for a quiet weekend retreat, close to the areas activities. In addition, the host is responsive and helpful. Looking forward to our next stay with you all!

Nestled in the Southern Kettle Moraine Forest
The property was better than the description… Chris and Jarvis made us feel “like we were staying with friends” … The landscaping on the property is gorgeous and everywhere you went there would be something interesting to see … The animals on the property were wonderful for me, I left my “mini-farm” for this trip, it was very soothing to walk out and watch the animals as I was missing mine. The interior design was very tasteful, slightly different, but much better than the pictures. The extra’s - muffins, bread, bacon, fresh farm eggs, and an assortment of drinks - were above and beyond any Airbnb property I have stayed at!! I have to add … if you’re planning to stay for the Kettle Moraine 100 - this property is less than 10-minutes to the start/finish and within 25 minutes or less to all crew accessible aid stations! I really hope to have another opportunity to stay at this property and explore the surrounding areas.
Condo rentals with a pool

Cozy Condo at Interlaken! Stay & Play on Lake Como
Such a great place! It was in a perfect location, quiet but close to Lake Geneva, Williams Bay and Delavan. The photos and description were accurate. We had everything we needed and the host was responsive. We will definitely be back when we are in the area and in need of an Airbnb.

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.

Quaint, quiet condo minutes from Lake Geneva
Lively apartment, beautiful area, attentive host. Place was clean and spacious. We enjoyed our stay. Could hear the neighbors from upstairs. Didn’t bother me, but if you are not used to having neighbors it can be distracting.

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!

LakeView-SummerPool-FamilyFriendly-CloseToTown
Rachel’s place was very clean and a short drive to everything we did in the area. It was the perfect size for our family of 4. The pool was nice as well.

Lake Geneva relaxation!
Great host and great property. Offered to go out of her way and bring us the beach pass since the one in the building was out of date. Highly recommend if looking to stay in or around Lake Geneva!

Poolside Lookout at the Cove Hotel |Downtown LG
Samantha was an excellent host! We really enjoyed staying there and the location was perfect. It was great to just park the car and be able to walk around town.

Lake Geneva Gem: Luxury, Comfort & Prime Location
This place is beautiful. Very spacious for a one bedroom, lovely deck, great light and view of the lake. Very clean, comfortable and quiet. Very comfortable king size bed. I loved staying there and would love to stay there again.
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- Six Flags Great America
- Erin Hills Golf Course
- Alpine Valley Resort
- Milwaukee Public Museum
- Geneva National Resort & Club
- Illinois Beach State Park
- Bradford Beach
- Lake Kegonsa State Park
- Moraine Hills State Park
- Milwaukee County Zoo
- Racine North Beach
- Harrington Beach State Park
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Wilmot Mountain Ski Resort
- Milwaukee Country Club
- West Bend Country Club
- Discovery World
- Heiliger Huegel Ski Club
- Springs Water Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- America's Action Territory
- Blue Mound Golf and Country Club
- Sunburst