Some info has been automatically translated. Show original language

Vacation rentals with a pool in Waukesha

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Waukesha rentals with a pool

House rentals with a pool

Superhost
An inviting swimming pool glistens under a bright sky, surrounded by lush greenery. The spacious patio features a covered area and lounge chairs, while the elegant home showcases large windows and a welcoming design, inviting relaxation in a serene outdoor setting.
Home in Lake Geneva
4.94 out of 5 average rating, 18 reviews

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate

KarinRating, 5 stars1 month ago
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!
Superhost
A tranquil outdoor area is highlighted by a well-lit inground pool reflecting the evening sky. Cozy seating, including an outdoor sectional and a shaded table with an umbrella, are positioned nearby, creating a welcoming space for gathering and relaxation.
Home in Lake Geneva
4.64 out of 5 average rating, 11 reviews

Home in Lake Geneva Town With In Ground Pool

JackRating, 5 stars10 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
A charming porch is furnished with two rocking chairs, inviting relaxation. A well-maintained garden bed with green plants and flowers surrounds the entrance, while a spacious lawn connects to the driveway. The home's exterior features neutral siding and shutters, framed by mature trees in the background.
Home in Delavan
5 out of 5 average rating, 24 reviews

Family friendly & dogs welcome

LindseyRating, 5 stars4 months ago
We felt right at home at Jane's place. everything was as listed, the place was super homey, and Jane was a great host.
Guest favorite
A refreshing pool surrounded by a wooden deck is visible, complemented by several loungers for relaxation. Lush greenery frames the area, providing a serene backdrop. Colorful flowers in the foreground add a touch of vibrancy to the peaceful outdoor setting.
Home in Lake Geneva
5 out of 5 average rating, 33 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DanielRating, 5 stars2 weeks ago
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.
Guest favorite
An outdoor pool area is shown, surrounded by a spacious deck. Umbrellas provide shade over lounge chairs, and various seating options are arranged around the pool. Lush greenery is visible in the background under a partly cloudy sky.
Home in Mequon
5 out of 5 average rating, 10 reviews

Vacation home: heated inground pool on 4+ acres

AvremiRating, 5 stars1 month ago
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!
Top guest favorite
Two black Adirondack chairs and a small side table are positioned on a patio, overlooking a lush green landscape under a cloudy sky. The view encompasses rolling hills and tree foliage, providing a serene outdoor setting.
Home in Lake Geneva
5 out of 5 average rating, 40 reviews

Newly Updated Modern Lake Condo

LaurenRating, 5 stars1 month ago
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!
Guest favorite
A spacious outdoor pool area is presented, surrounded by a clean concrete deck. Several round tables with chairs are arranged around the pool, providing seating. Lush greenery and trees are visible in the background, contributing to a serene environment.
Home in Lake Geneva
4.96 out of 5 average rating, 77 reviews

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

CindyRating, 5 stars3 days ago
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!
Superhost
The backyard features a large in-ground pool surrounded by a wooden deck, adorned with comfortable seating areas and a pergola. Lush greenery frames the space, contributing to a peaceful atmosphere. Sunlight reflects off the water, offering a refreshing contrast to the well-maintained surroundings.
Home in Lake Geneva
5 out of 5 average rating, 6 reviews

Oasis on Oak | Private In-Ground Pool | Hot Tub

ADAMRating, 5 stars3 weeks ago
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

Top guest favorite
The spacious living area is illuminated by natural light from large windows. A leather sofa is paired with an accent chair, while a round rug centers the space. A modern coffee table sits atop the rug, and a dining counter with two bar stools is positioned nearby.
Condo in Lake Geneva
5 out of 5 average rating, 21 reviews

Chic Condo in Lake Geneva.

MichaelRating, 5 stars1 day ago
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.
Guest favorite
A circular swimming pool is surrounded by a spacious patio with numerous lounge chairs. Lush greenery and trees frame the area, while nearby, a gazebo offers shaded seating. The multi-story condominium buildings in the background complete the inviting outdoor environment.
Condo in Fontana-on-Geneva Lake
5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars10 months ago
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.
Superhost
An outdoor pool area is enclosed by a black fence, surrounded by lounge chairs and umbrellas. Lush green grass leads to the area, with trees and a nearby building visible in the background. Clear blue skies create a bright and open atmosphere.
Condo in Geneva
4.91 out of 5 average rating, 44 reviews

Quaint, quiet condo minutes from Lake Geneva

AlenaRating, 5 stars1 month ago
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.
Guest favorite
An indoor pool area is visible, featuring clear blue water and a gently sloping entry. Large windows allow natural light to illuminate the space, revealing striped awnings overhead. Surrounding seating areas are designed with modern lounge chairs, adding to the relaxing environment.
Condo in Lake Geneva
4.84 out of 5 average rating, 70 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

TracyRating, 5 stars3 months ago
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.
Guest favorite
A well-maintained pathway leads toward a serene outdoor pool area surrounded by lush landscaping. Several lounge chairs are arranged around the pool, which is partially shaded by trees. A sun umbrella stands by the edge, enhancing the tranquil atmosphere.
Condo in Lake Geneva
4.94 out of 5 average rating, 86 reviews

LG Quaint Condo on Lakeshore Dr.

ValerieRating, 5 stars3 weeks ago
Great place to stay. Unique building. Very peaceful
Superhost
A private balcony is showcased with two green chairs, offering a view of the shared outdoor pool below. Lush trees provide shade in the distance, and clear skies suggest a bright day. The railing provides safety while enjoying the surrounding scenery.
Condo in Lake Geneva
4.7 out of 5 average rating, 44 reviews

Poolside Lookout at the Cove Hotel |Downtown LG

LindaRating, 5 stars4 weeks ago
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.
Superhost
A stylish open-plan living area features a cozy seating arrangement with plush chairs and a modern coffee table. The fireplace serves as a focal point, complemented by a large wall-mounted TV. A kitchen bar with blue stools adds a vibrant touch, promoting an inviting atmosphere.
Condo in Lake Geneva
4.82 out of 5 average rating, 22 reviews

Lake Geneva Gem: Luxury, Comfort & Prime Location

DarrenRating, 5 stars2 months ago
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.
Guest favorite
A cozy living area is presented, featuring a light blue sofa adorned with various throw pillows. A matching armchair sits nearby, and a coffee table with decorative items occupies the center. Natural light enters through a glass door, highlighting the warmth of the space.
Condo in Geneva
4.93 out of 5 average rating, 15 reviews

Cozy 2 Bedroom Condo - Lake Geneva

AnnaRating, 5 stars8 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.

Destinations to explore