
House vacation rentals in Oconomowoc
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Top-rated house rentals in Oconomowoc
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Vacation rentals for every style
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Popular amenities for Oconomowoc house rentals
House rentals with a pool

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!

Cute and cozy 2 bedroom house perfectly located!
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!!

Newly Updated Modern Lake Condo
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.

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!

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!

The Peacock Place w/ Seasonal Outdoor Heated Pool
Enjoyed our stay there, very comfortable and homey, well equipped, good location, hosts very responsive.
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
Kathy and Tim have a wonderful place with lots of parks within a walkable distance. Tons of amenities and very helpful recommendations!

Large Luxury Home - Perfect for Groups - Downtown
If you’re looking for a bachelorette party stay for Milwaukee (or any big group for that matter), this is it. It slept 9 of us very comfortably and everyone had plenty of bathroom space to get ready. Great location: everything we needed was a 10-min uber away. Walked to get coffee and bagels each morning. We had the best time and this Airbnb made it all possible!!

Private Lake House, with boat option- 14 beds
We stayed her over New Years and had a great time. The house is very open with lots of room for everyone. Beautiful views overlooking the wetlands and lake. There was plenty of beds and could easily accommodate a large group. Hot tub was in a great location out back with a beautiful view. Would love to see how beautiful it is in the summer!

Wauwatosa/Milwaukee “Inglewood Place”Best Location
Lovely hosts! Barbara and Fritz made us feel very welcome in their home. The personalised message was a special touch. The place was spotless and really homey, my girls loved their beds with the cuddly toys. We couldn't have asked for more as everything was so well equipped. We will definitely stay again if we are over again. Thank you!

Root River Home - Waterfront property - Sleeps 8+
Need to spend a night in the Racine/Kenosha area and stumbled upon this gem! There were four of us and our little dog and it was perfect. I think each of us said, “it’s too bad we’re not staying for another night!” The pictures don’t really do it justice but Mindy’s house is homey, comfortable, and spotless! The kitchen was well-equipped, beds were comfy, and the backyard/river view is wonderful. Thank you Mindy!
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.

All seasons country house
Agnieszka's place was perfect for our visit with our son as he graduated boot camp. The home had everything we needed. The minimal decorations made it very easy to clean and easy to find all our stuff when we left. The home is beautifully remodeled on the inside. Much respect to the designer. We brought extra toiletries and paper products and dishwasher tabs because we were staying so many days. There was an adequate amount for a simple weekend stay. Plenty of sleeping space for several people. Just remember there is one bathroom. By the way, there is a great Jewel-Osco grocery store close by. We also visited an exceptional museum in Volo. It was perfect for a family, especially the boys! I really enjoyed the short drive to Kenosha, WI to gather stones by Lake Michigan.

Charming, Updated and Historic
Loved this place! The place is definitely unique and definitely historic. Family and I will look to book when we return to Waukesha .

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!

Sunny Fresh Private - Entire Madison Home
Home was cute as a button and very comfortable. Great stay!

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.
Quick stats about house rentals in Oconomowoc
Total rentals
20 properties
Nightly prices starting at
$50 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
- Grand Geneva Resort & Spa
- Racine North Beach
- Geneva National Resort & Club
- Henry Vilas Zoo
- Alpine Valley Resort
- Milwaukee Country Club
- Lake Kegonsa State Park
- Springs Water Park
- Harrington Beach State Park
- Wisconsin State Capitol
- Milwaukee County Zoo
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Heiliger Huegel Ski Club
- Bradford Beach
- Richard Bong State Recreation Area
- West Bend Country Club
- Sunburst
- Blue Mound Golf and Country Club
- America's Action Territory
- Discovery World
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