
House holiday rentals in Pewaukee
Find and book unique houses on Airbnb
Top-rated house rentals in Pewaukee
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Pewaukee
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!

Family friendly & dogs welcome
Jane responded fast to text messages. very kind, offered to tell about restaurants and local entertainment. I had an issue with the door ( operator error ) called Jane and she called me back to see if i was able to fix the issue, which was a simple fix. I will definitely make sure I reserve there again when I go back into town if available.

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
This was my first time using Airbnb. We had a group and it seemed like a better idea to try and find something we could share for the GaryCon convention. None of us were familiar with the area so I used the app and geo bracket for within 10 miles of the convention and came up with this beautiful home that had enough beds to accommodate each of us. I looked through the pics and was happy with what I saw. Sasha was responding quickly to answer my questions and we made the reservations. When we got to the place we were all happy with what we found. The hone was spacious with large beds in each room. 3 baths made it easy for us to get out quickly each morning. The kitchen was really great. The deck was really great. Seriously couldn't not have been happier and more pleased. Thank you for opening up your home to us. I understand why people live the area. I strongly recommend this home and Sasha if you're in the area.

Vacation home: heated inground pool on 4+ acres
This is the perfect place to get away from it all! Clean and quiet. Surrounded by nature. A true place to relax, spend time with the family, and reset from a busy life. Thank you!!!

Big BLUE Skyline VIEW
Stayed for a convention, it was great having space to come back to instead of a tiny hotel room, and everything was super convenient.

Nestled in the Southern Kettle Moraine Forest
It is always a welcome refresher to escape to The Den and spend time with the animals, on the trails, and relaxing in such a cozy, inviting home. You have everything you could possibly need to hunker down and enjoy the beautiful surroundings. Jarvis and Chris' hospitality is truly second to none. We are already thinking about our next visit :)

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.
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
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!

AVL-Entire Home-MKE/Tosa (next to Hart Park)
This place was very nice and clean. It was set up very well. It’s also in a great neighborhood and within walking distance to some great restaurants. Marc was very responsive and helpful.
Private house rentals

Modern Home, Golf Cart, 2 Decks, Fire Pit, BBQ,
Had a great time here with a few other couples. Beautiful lake como is right outside your door. Comfy beds.

Cozy Cottage 2 Blocks From The Lake
Just enjoyed a few day's at Zan's place. Enjoyed being so close to Lake Como with restaurants nearby and a short drive to Lake Geneva. Zan's communicated extremely well and his place was cozy and just enough for what I needed. I highly recommend!

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 .

Muskego Getaway
Thank you for the opportunity to stay there for our Christmas with my kids!!

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!

Hidden Gem - Sunset Lake Home w/ Hot Tub
Emmie made the process easy and seamless and the place was excellent. Incredible views, ample space, and convenient location made for a great weekend at an excellent value.

Our Happy Place in Cedarburg
Our Happy Place was the perfect Cedarburg location- so close and walkable to everything! The owners added such welcoming decor with many thoughtful touches. Everything was very clean and organized. We felt so comfortable staying here and can’t wait to stay again!

2 Homes Near Entertainment, 3 King Beds, Sleeps 14
Hosts were so helpful With our large group wish there was more seating in dining room and living room
Quick stats about house rentals in Pewaukee
Total rentals
30 properties
Nightly prices starting at
£30 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
- North Side Holiday rentals
- South Side Holiday rentals
- Evanston Holiday rentals
- Oshkosh Holiday rentals
- Naperville Holiday rentals
- Chicago Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- 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
- Milwaukee Public Museum
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Wilmot Mountain Ski Resort
- Six Flags Great America
- Geneva National Resort & Club
- Grand Geneva Resort & Spa
- Alpine Valley Resort
- Racine North Beach
- Illinois Beach State Park
- Milwaukee Country Club
- Richard Bong State Recreation Area
- The Bull at Pinehurst Farms Golf Course
- Heiliger Huegel Ski Club
- Springs Water Park
- Bradford Beach
- Harrington Beach State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee County Zoo
- Blue Mound Golf and Country Club
- West Bend Country Club
- America's Action Territory
- Discovery World
- Sunburst