
Vacation rentals with a pool in Waukesha
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Top-rated rentals with a pool in Waukesha
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Waukesha rentals with a pool
House rentals with a pool

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate
Woodhaven was the perfect house for our women’s weekend away! The large living room and beautiful kitchen were perfect for our group of 10 but we were fortunate to have nice weather to be able to check out the downtown and spend most of our time outside on the patio. Even when the pool was still closed, we thoroughly enjoyed the backyard and patio space. Thanks for opening your home!

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!
Condo rentals with a pool

Chic Condo in Lake Geneva.
Morgan's Chic Condo in Lake Geneva was perfect for our trip to attend a wedding in Lake Geneva. It was close enough to all of the venues and restaurants, but far enough away to be quiet and peaceful! We took a walk along the Lake Shore Path, which is a great feature of the area. We also appreciated the kitchen equipment, as well as complimentary coffee and basket of treats! I would definitely stay there again, if our travels take us to the area.

2 BD 2 BA Abbey Villa with Pool
Great spot! The condo was clean, comfortable, and quiet. It was a short walk to the beach and restaurants. Mandy’s detailed directions and instructions made checking in a breeze. Our group of four had a fantastic time.

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.

2 Bedroom villa at Lake Geneva's GRAND Resort
Clean, roomy place. Short drive to stores or walk/shuttle to resort pool/restaurants. We enjoyed our stay and would definitely stay again. The only disappointment was the golf course was closed.

LG Quaint Condo on Lakeshore Dr.
Great place to stay. Unique building. Very peaceful

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
Great location perfectly located between Delavan and Lake Geneva. Views from balcony are amazing for sunset's. So close to Mars resort, Niche wine bar. Great location for week or weekend stay. only downside, which we know before booking is we rented for a month and no laundry facilities on site, so you have to drag laundry to laundromat on weekly basis for long term rental. overall 5 stars across board on this rental.

Cozy 2 Bedroom Condo - Lake Geneva
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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- Six Flags Great America
- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Geneva National Resort & Club
- Illinois Beach 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