
House holiday rentals in Oconomowoc
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Top-rated house rentals in Oconomowoc
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Popular amenities for house rentals in Oconomowoc
House rentals with a pool

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate
“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!”

Elssys Ranch 80 Acre Lake Geneva Retreat
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!

Luxurious BBQ and Pool House
Nice and quiet home, beautiful master bedroom and bath! Would definitely stay again (even non-summer months)

Oasis on Oak | Private In-Ground Pool | Hot Tub
It was a beautiful, restful setting for our family to celebrate my wife’s birthday. Thank you for providing a great place for us to meet!

Relaxing Four Season Getaway near Lake Geneva
We were genuinely surprised to find a place in this location so close to the relatives we were visiting. Genoa City is not exactly the hotspot on the border! The neighborhood was quiet and friendly, but no overly inquisitive citizens. Property was perfect for our requirements, with the fenced in back yard that allowed us to let our pet out whenever without having to use a leash. Nice personal welcoming touches were unexpected and truly appreciated, since we arrived late and weren't able to do any shopping before hand. Beds were comfortable and spaced throughout the second floor, with expansion in the lower basement if necessary for bigger families, especially those with older children. School immediately across the street is great for spontaneous recreation of all types if you have the equipment. Our dog has not had the opportunity to enjoy such a large open space for quite some time and it was great to wear him out for the evening prior to bedtime. Abundant TVs throughout the home!

Amazing Five Bedroom Milwaukee Vacation Home!!
We had a few issues with the pool and Thomas and his crew were super responsive. The house was perfect for all of us to gather together and have our own space.

3 Bedroom A-Frame with Hot Tub & Amenities Galore!
The spectacular view in a heavy wooded area. Really enjoy it. I would visit again if I am in the area. I especially like the kitchen design.

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town
A most peaceful and picturesque stay just outside of Delafield. Everything was wonderfully appointed, beds were very comfortable, and the outdoor scenery top notch. Pictures don’t do it justice :) The walk down the to the lake is an absolute must. Highly recommend Kristen and her home. Thank you for such a pleasant stay!
Weekly house rentals

HGTV Renovated Home with GREAT backyard!
Jenni and David’s place was exactly as described, it was wonderful! Jenni was so responsive, respectful and flexible! We LOVED the location of the home, it was very walkable, we always felt safe. It was close to some great restaurants and bars that we visited. I would highly recommend staying here!

Budget Guest House #1. Private & Free Parking
Overall great, Arthur was a good host. The area is a little ghetto so at night I wouldn’t walk around but overall it was good.

Meracle Acres
We really enjoyed our stay at Meracle Acres. It’s a beautiful home and property! All of our guests who joined us were really impressed with the experience. Dave P.

3 Bedroom Muskego Home
This was our 2nd stay at this beautiful home. We love the time we get to spend at the house, watching movies (they have so many great options via Roku and DVDs & VHS too!) or playing games (many options at the house too), or reading on the back porch which is so beautiful and peaceful. Tom was very quick to respond when we had a question about the fireplace. We highly recommend!!

Large Luxury Home - Perfect for Groups - Downtown
Cool place awesome location have no complaints except a lot of the “beds” are actually couches and not sleeper sofas but other than that had a great time the basement with beer pong table video games putting greens and football is VERY fun

Wauwatosa/Milwaukee “Inglewood Place”Best Location
We could not believe all the extras Barbara & Fritz had available. They even personalized some treats for us! The place is very homey and comfortable. We felt safe in this beautiful neighborhood. We met Barbara & Fritz, they are a charming couple but not intrusive. I would have loved to sit and chat with them longer had our schedules allowed. We highly recommend their place and would stay again.

Root River Home - Waterfront property - Sleeps 8+
Beautiful home with amazing views. Very peaceful and serene setting; you forget the house is in a small residential community. The accommodations were very comfortable with lots of room for a larger group to spread out. We would love to come back again for a longer stay to enjoy canoeing, fishing and hit the beach. Mindy was quick to respond to the few questions I had. Almost forgot, LOVED THE FIREPLACE!! Thank you!

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft
This is by far the most organized space we’ve stayed in. Everything was very easy to find and well stocked. The views were amazing from so many places in the home. We would definitely like to return.
Private house rentals

Powers Lakehouse Loft
It was exactly what we were looking for. Very quiet with beautiful views. Being able to sit in the hot tub and take in the sunset was incredible. Any questions we had were answered quickly by this very kind host.

Beautiful Twin Lakes home + lovely private setting
This stay provided a relaxing and quiet atmosphere. Perfect space and amenities. Maria provided perfect communication and the location was safe and clean. The bedrooms are spacious and comfortable. The downstairs bedroom has an ensuite bathroom while the two bedrooms upstairs share a bathroom. The bathrooms has great amenities and are spacious as well. The kitchen was clean and had anything you could want or need to make a meal. Maria even thought of some other items like Tupperware and parchment paper. The coffee maker was serviceable. The gift basket was truly indulgent and appreciated. The big sofa was comfy and the tvs are the perfect size with any app you may want. While it was cold outside and I didn't get to enjoy the property, it was certainly still beautiful and lovely to enjoy my coffee and watch the snow in the mornings. I highly recommend this Airbnb. Thank you for letting me staying.

The Lakehouse on Long Lake (plus Heated Boathouse)
Absolutely loved the boat house and amazed by how much thought was put into all accommodations on the property

Exhale, rest
Emily was a fantastic host! Her home is beautiful and had everything we needed to have a relaxing visit. After our flight was changed she was so gracious to let us check in early. With a great location, we were able to walk to restaurants and coffee shops on the main road. We would definitely recommend Emily’s home and we would love to stay again next time we are in the area!

White House on Wisconsin|Horticultural Hall |Sl 20
This is the perfect house for larger groups- we used it previously for my bachelorette and it was perfect for our wedding party! There’s enough space for everyone and we all very much appreciate the mix of king and queen beds!

Sweet beach front on Lake Koshkonong w/large house
My husband and I visited this rental for the first time recently and fell in love. It was close to our family but decent space to relax and was quite! I would 100% recommend this rental and the owner was SO helpful and responsive. Couldn’t recommend a better place in the area!

Hideaway at the Ponderosa- 3bd 1Ba Country Cottage
the host was amazing! very responsive and made check in a breeze. place was great and close to restaurants and shopping.

White Pine Villa-Hot tub, Kayaks, fire pit
John's place was perfect, great location right on the river. Would love to come back again.
Quick stats about house rentals in Oconomowoc
Total rentals
20 properties
Nightly prices starting at
£38 before taxes and fees
Total number of reviews
750 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Milwaukee Public Museum
- Erin Hills Golf Course
- Wilmot Mountain Ski Resort
- Lake Kegonsa State Park
- Geneva National Resort & Club
- Grand Geneva Resort & Spa
- Alpine Valley Resort
- Racine North Beach
- Richard Bong State Recreation Area
- Henry Vilas Zoo
- Milwaukee Country Club
- Heiliger Huegel Ski Club
- Springs Water Park
- Bradford Beach
- Harrington Beach State Park
- Wisconsin State Capitol
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee County Zoo
- Sunburst
- West Bend Country Club
- America's Action Territory
- Discovery World
- Blue Mound Golf and Country Club