
House holiday rentals in Oconomowoc
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Top-rated house rentals in Oconomowoc
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Oconomowoc house rentals
House rentals with a pool

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!!

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.

Abbey Springs Home! Hot Tub + Golf Cart
A wonderful home that was well appointed, clean & a great location! We hosted Easter here with my adult Kids and grandson. We all enjoyed the beautiful surroundings and all the wildlife-many deer and even a coyote! So much room and a great layout for us to enjoy the home together!

#EnglishPrairieBnB | 8 Bedrooms | 4.5 Baths
We had a great stay at English Prairie! The house was clean and had literally everything we needed and then some! The pool and golf simulator were fantastic and not something you would find at your average Airbnb! The house is very kid friendly, our kids were so entertained the entire time! Mike was extremely responsive and made sure to include personal touches that made our family feel welcomed and special. Great house for big families!

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
What a great place to relax! Best night sleep EVER. We were celebrating 30th anniversary of college graduation. Relaxed on patio after exploring Lake Geneva. Everything was spotless and excellent working order. Would definitely recommend.

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.

Relaxing Summer Getaway near Lake Geneva w/ Pool
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.
Weekly house rentals

The Yellow Door Guest House-Lower
very cool mid-century decor and filled with everything you might possibly need during your stay. the host was very responsive to messages. I was attending a wedding at Wildwood Cottage and this was an excellent lodging option for me. definitely would recommend to anyone staying in the area who appreciates a vintage vibe.

Blue House in the Pines
This is a beautiful home very relaxing and it offers lots to do highly recommended! Would definitely book again!

The Orchard House
This is one of the most aesthetically gorgeous, peaceful and unique Airbnb experiences I've enjoyed. What an absolutely lovely sanctuary of light, simplicity, and calm refuge just 30 minutes drive through rolling farmland, woods and wetlands from downtown Madison and the UW campus. The indoor fireplace and hot tub are such fabulous highlights! I loved every aspect of the orchard house including Josh's proactive tips and quick responses to a couple of minor questions I had. This was a really lovely place to spend a long weekend. I will be back and have already told all my friends about it. Bravo!

The Pike Lake Cottage House
We had a family reunion and had family from Texas and Florida coming in. We rented the AirBB for 3 nights for overflow. The AirBB was convenient, extremely clean and the view of the lake was breathtaking. Our Family enjoyed their stay.

Bougie by the Beach
My favorite Air B&B ever! The house was absolutely gorgeous and designed with thoughtfulness and creativity. We absolutely did not want to leave! My kids loved the yard and the kitchen had everything we needed for summer family cooking. We walked to the lake easily and downtown area with kids and enjoyed ice cream at The Chocolate Factory. We can wait to return. Our host was so responsive and helpful. Highly recommend.

Pewaukee Lake Home steps from water & restaurants!
The house was super cute and cozy! It had two bedrooms, one bathroom, and an extra space in the basement. The kitchen was spacious, and it was perfect for three people to stay comfortably for a week. We really enjoyed our time here!

A-Frame in forest on bike trail!
Really a special place. It felt as though I was 100 miles away from civilization. Very quiet and peaceful. Lots and lots of migrating songbirds. 😍 The fenced yard was a real plus for me - traveling with two large dogs. Everything was super easy and very comfortable. Would definitely recommend!

Tranquil Wellness Retreat with Lake Views and Gym
We really enjoyed our stay and definitely would return. The home was clean and we felt right at home. Our dogs loved the yard and the view overlooking the lake was beautiful. The home was just as described, and check-in was easy. Nathan was responsive and communicated well throughout our stay. I would recommend staying at Nathan's, he is a great host, and we were grateful for our time there.
Private house rentals

2BR Lake House | Lake Toys | Views | Dog Friendly
My husband and I really enjoyed our week stay at Rock Lake. The big deck with a screened in lounge was perfect for Summer evenings. We used the lake toys and enjoyed bon fires. We will definitely come back!

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee
Amanda and Troy’s place was a great little bungalow for our first trip to Milwaukee. It was quick and easy to get to the highway, yet far enough to be situated it a quiet little neighborhood. Amanda and Troy really thought of everything! We took their recommendation and enjoyed walking to Blue’s Egg Cafe & Bakery. Would recommend their place for your next trip!

Bass & Sparrow - Spa Retreat on the MKE River
You would have no idea this place is in Milwaukee. It truly felt so secluded, like you were hours away from downtown. The hot tub, sauna, river right there…might has well been at a resort. Truly one of the most memorable weekends and we can’t wait to reserve another stay with Brad!

Watertown Family Retreat
Great host, house and experience. We were in town for a softball tourney, and the location was perfect. The house had everything we needed and more, like fresh strawberries from the garden. We'd stay again. Thank you!

Gorgeous Lakefront Retreat with Waterside Bar Area
Very nice place. Had the whole family with. Comfortably fit 12 guest. Love how stocked the kitchen was. We could cook all our meals and had plenty of pans, pots and utensils to cook with. Outside was beautiful. Great area to fish in. Fun seating area in the building by the water. Even had a tv in it.

Beautiful Lake Views While Lounging in the Hot Tub
Fantastic host, great spot, & very peaceful. Would recommend again! The house was gorgeous and the location was great!

Rock River Retreat
Headed here right after a brewers game. The house was easy to find and easy to get into even after midnight! House felt like home and LOVED waking up and walking right out to the backyard to see the water.

Gorgeous New Construction Lake House
Beautiful lake home on shore of Lake Michigan. Large, well maintained yard, nice sandy beach area. We stay in lots of AirBnB houses and this is definitely on top of our list of favorites. Well stocked with kitchen and bath supplies. Lots of comfy seating indoor and outdoor. Great for families as they have many yard games, water activities and a great indoor game room. Peaceful setting day and night.
Quick stats about house rentals in Oconomowoc
Total rentals
20 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
750 reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Geneva National Resort & Club
- Lake Kegonsa State Park
- Bradford Beach
- Racine North Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Henry Vilas Zoo
- Milwaukee Country Club
- West Bend Country Club
- Wisconsin State Capitol
- 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