House holiday rentals in Pewaukee

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Pewaukee

House rentals with a pool

Guest favourite
Home in Lake Geneva
5 out of 5 average rating, 9 reviews

Elssys Ranch 80 Acre Lake Geneva Retreat

AlexisRating, 5 stars1 month ago
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!
Guest favourite
Home in Delavan
5 out of 5 average rating, 23 reviews

Family friendly & dogs welcome

TimothyRating, 5 stars4 months ago
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.
Top guest favourite
Home in Delafield
4.95 out of 5 average rating, 39 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars1 month ago
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!!
Guest favourite
Home in Lake Geneva
5 out of 5 average rating, 30 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DarrylRating, 5 stars1 month ago
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.
Guest favourite
Home in Mequon
5 out of 5 average rating, 9 reviews

Vacation home: heated inground pool on 4+ acres

MandolynRating, 5 stars8 months ago
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!!!
Guest favourite
Home in Riverwest
4.85 out of 5 average rating, 13 reviews

Big BLUE Skyline VIEW

PersephonaeRating, 5 stars1 month ago
Stayed for a convention, it was great having space to come back to instead of a tiny hotel room, and everything was super convenient.
Top guest favourite
Home in Whitewater
5 out of 5 average rating, 78 reviews

Nestled in the Southern Kettle Moraine Forest

JaredRating, 5 stars6 months ago
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 :)
Superhost
Home in Sussex
4.87 out of 5 average rating, 107 reviews

Amazing Five Bedroom Milwaukee Vacation Home!!

TheresaRating, 5 stars1 month ago
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

Guest favourite
Home in Walker's Point
4.93 out of 5 average rating, 186 reviews

HGTV Renovated Home with GREAT backyard!

HaileyRating, 5 stars7 months ago
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!
Superhost
Home in Milwaukee
4.81 out of 5 average rating, 366 reviews

Budget Guest House #1. Private & Free Parking

JanaeRating, 5 stars1 month ago
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.
Guest favourite
Home in Dousman
4.96 out of 5 average rating, 156 reviews

Meracle Acres

DavidRating, 5 stars2 months ago
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.
Top guest favourite
Home in Muskego
4.98 out of 5 average rating, 171 reviews

3 Bedroom Muskego Home

KatyRating, 5 stars3 days ago
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!!
Top guest favourite
Home in Lower East Side
4.95 out of 5 average rating, 127 reviews

Large Luxury Home - Perfect for Groups - Downtown

JakeRating, 5 stars4 days ago
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
Top guest favourite
Home in Wauwatosa
4.97 out of 5 average rating, 218 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

CrystalRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Racine
4.94 out of 5 average rating, 156 reviews

Root River Home - Waterfront property - Sleeps 8+

RickRating, 5 stars3 months ago
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!
Top guest favourite
Home in Wauwatosa
4.92 out of 5 average rating, 158 reviews

AVL-Entire Home-MKE/Tosa (next to Hart Park)

ChristopherRating, 5 stars8 months ago
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

Guest favourite
Home in Lake Geneva
4.91 out of 5 average rating, 11 reviews

Modern Home, Golf Cart, 2 Decks, Fire Pit, BBQ,

NeilRating, 5 stars3 weeks ago
Had a great time here with a few other couples. Beautiful lake como is right outside your door. Comfy beds.
Superhost
Home in Lake Geneva
4.8 out of 5 average rating, 181 reviews

Cozy Cottage 2 Blocks From The Lake

SandiRating, 5 stars1 week ago
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!
Guest favourite
Home in Wales
4.94 out of 5 average rating, 125 reviews

Charming, Updated and Historic

DavidRating, 5 stars2 months ago
Loved this place! The place is definitely unique and definitely historic. Family and I will look to book when we return to Waukesha .
Guest favourite
Home in Muskego
5 out of 5 average rating, 6 reviews

Muskego Getaway

JenniferRating, 5 stars4 months ago
Thank you for the opportunity to stay there for our Christmas with my kids!!
Guest favourite
Home in Menomonee Falls
4.95 out of 5 average rating, 128 reviews

Exhale, rest

CourtneyRating, 5 stars1 week ago
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!
Superhost
Home in Oconomowoc
4.83 out of 5 average rating, 12 reviews

Hidden Gem - Sunset Lake Home w/ Hot Tub

DavidRating, 5 stars7 months ago
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.
Top guest favourite
Home in Cedarburg
4.97 out of 5 average rating, 196 reviews

Our Happy Place in Cedarburg

ShelleyRating, 5 stars1 week ago
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!
Guest favourite
Home in Bay View
5 out of 5 average rating, 7 reviews

2 Homes Near Entertainment, 3 King Beds, Sleeps 14

LindaRating, 5 stars1 month ago
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

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  3. Wisconsin
  4. Waukesha County
  5. Pewaukee
  6. House rentals