
House holiday rentals in Pewaukee
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Top-rated house rentals in Pewaukee
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Popular amenities for house rentals in Pewaukee
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!

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.

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
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.
Weekly house rentals

Okauchee Lakefront Cabin Escape
This is an amazing spot with a great view! Aaron's home felt so cozy. Very comfy and unique. The jukebox was a hit! Thanks Aaron!

Whitefish Bay Beauty!
This cute street is everything you are looking for a peaceful enjoyable getaway! This property is not just a rental property, but a home that is being shared by a wonderful host! The kitchen and backyard are fully equipped beyond expectations. This historical house has amazing charm and very comfortable beds. The backyard is a slice of heaven and a great retreat away. The host is very responsive and was able to tend to any request! I am a property manager with 19 properties in upstate NY and I only wish would be if this house was in my area so I could be part of this wonderful rental.

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!

Farmhouse "The Inn"
Beautiful and cozy historic location! We had a great time and Karen was a wonderful, responsive, and friendly host. Our group had a wonderful reunion there.

Fully Furnished 2BR+Study Home in Menomonee Falls
Nice house with a great backyard for our dog and attached garage! Lots of room. Convenient location. Minimal furnishings/decor, but comfortable. No shampoo/conditioner, bar soap or body wash, kitchen staples (no foil, plastic wrap, oil, coffee, etc.) so if you're staying for any length of time, you might want to plan ahead and bring your own. Otherwise a good value for the money!! Vijay was great to work with and very responsive!!

Cozy Cabin On Lake
Cozy Cabin on the Lake was perfect for our stay during the week of the US Women’s Open as it was very close to Erin Hills Beautiful lake right out your front door was very peaceful George and Noreen were very nice and would do anything that was needed and their dog was so happy to see us when going on his walks Very nice little cabin

Convenient & Spacious Suburban Escape w/ KING BED
Savannah’s place was great. Myself and my family visiting enjoyed the space and felt right at home. It is close to pickleball courts and other parks nearby. We had a little issue when we first arrived but we were able to chat with Savannah immediately who came by to fix the problem right away. My family said multiple times, “We should reserve this place again when we come into town!” That says a lot! Thank you for such a wonderful, cozy spot. It fit our needs perfectly.
Private house rentals

Relaxing Lake House Getaway on Phantom Lake
We had a great stay while visiting Wisconsin

The Paddle House
We had such a wonderful Christmas at The Paddle House! The house was beautiful and Maria even had a Christmas tree set up for us! The view of the lake out of the huge living room window was amazing especially as it snowed! I would definitely recommend this property to anyone looking for a cozy oconomowoc getaway!

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.

Mid-Century Modern Dream Getaway
This was a beautiful house and a beautiful location. My family had a great time exploring the rooms and enjoying the views out the many windows. Lovely trees and lawn space. The design elements of the house were so fun, this felt like a house I would tour - it was cool to stay in!

Family Fun! | Arcade | Walk to the Lake
Dylan’s place was perfect for our group! Bedrooms and bathrooms were gorgeous with tons of space! Kitchen and dining room were awesome for cooking and eating meals together. Location was excellent! Just a short walk to downtown, as well as eating options right out the front door. Dylan is an excellent host, very responsive and helpful. He went above and beyond to make sure we had the best experience. I recommend this property to anyone visiting the area. We will definitely stay again!

Meticulously Restored Tosa Village Historic Home
Fabulous place to stay for our son’s college graduation. Had everything we needed. Plenty of room for us all to be together. Loved all the extras in the bathrooms and kitchen. Heated toilet seat, excellent sheets and towel, bread maker, cookbooks, wine glasses, games, extra tooth brushes….One of the best things was when we left we did not have to worry about linens etc because “that’s what the cleaning fee is for”. Hopefully will be back In two years for graduate degree graduation.

Tosa Gem: Home Away from Home
We had a great stay. Lovely house and great spaces to relax in the house and on the deck. Wauwatosa is a charming town and the neighborhood was lovely. Highly recommend this Airbnb.

Lakefront Cottage, Cozy Modern Farmhouse ~Dog OK
We only stayed one night but we felt very much at home here. Plenty of room for our group of 6 to sit around the fire pit as well as at the table to play games. Ming was super responsive and flexible with us. A great host and beautiful place, we would stay her again!
Quick stats about house rentals in Pewaukee
Total rentals
30 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
690 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Madison Holiday rentals
- Lake Geneva Holiday rentals
- Wisconsin Dells Holiday rentals
- West Side Holiday rentals
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- Yurt Rentals United States
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- Houseboats United States
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- Farm Houses United States
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- House Rentals with a Pool United States
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- Apartments with a Hot Tub United States
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- Beach Cabins United States
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- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Six Flags Great America
- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Kohler-Andrae State Park
- Geneva National Resort & Club
- Illinois Beach 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
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- West Bend Country Club
- Heiliger Huegel Ski Club
- Springs Water Park
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Blue Mound Golf and Country Club
- Sunburst
- America's Action Territory