House holiday rentals in Pewaukee

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Popular amenities for house rentals in Pewaukee

House rentals with a pool

Superhost
Home in Lake Geneva
4.94 out of 5 average rating, 17 reviews

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate

KarinRating, 5 stars1 month ago
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!
Top guest favourite
Home in Delafield
4.95 out of 5 average rating, 40 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars3 months 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!!
Top guest favourite
Home in Lake Geneva
5 out of 5 average rating, 33 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DanielRating, 5 stars1 week ago
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.
Guest favourite
Home in Mequon
5 out of 5 average rating, 10 reviews

Vacation home: heated inground pool on 4+ acres

AvremiRating, 5 stars1 month ago
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!
Top guest favourite
Home in Lake Geneva
5 out of 5 average rating, 40 reviews

Newly Updated Modern Lake Condo

LaurenRating, 5 stars1 month ago
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!
Guest favourite
Home in Lake Geneva
4.96 out of 5 average rating, 76 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

BethRating, 5 stars1 day ago
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.
Superhost
Home in Lake Geneva
5 out of 5 average rating, 6 reviews

Oasis on Oak | Private In-Ground Pool | Hot Tub

ADAMRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Whitewater
5 out of 5 average rating, 81 reviews

Nestled in the Southern Kettle Moraine Forest

DianaRating, 5 stars3 days ago
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

Guest favourite
Home in Nashotah
4.97 out of 5 average rating, 87 reviews

Okauchee Lakefront Cabin Escape

BenjaminRating, 5 stars1 week ago
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!
Superhost
Home in Whitefish Bay
5 out of 5 average rating, 4 reviews

Whitefish Bay Beauty!

TaylorRating, 5 stars10 months ago
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.
Top guest favourite
Home in Milwaukee
5 out of 5 average rating, 73 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

KateRating, 5 stars1 week ago
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!
Guest favourite
Home in Glendale
4.92 out of 5 average rating, 25 reviews

Bass & Sparrow - Spa Retreat on the MKE River

CamilleRating, 5 stars3 weeks ago
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!
Superhost
Home in Waukesha
5 out of 5 average rating, 4 reviews

Farmhouse "The Inn"

SaraRating, 5 stars10 months ago
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.
Superhost
Home in Menomonee Falls
4.83 out of 5 average rating, 6 reviews

Fully Furnished 2BR+Study Home in Menomonee Falls

David & PattiRating, 5 stars3 months ago
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!!
Top guest favourite
Home in Hubertus
5 out of 5 average rating, 47 reviews

Cozy Cabin On Lake

mattRating, 5 stars2 weeks ago
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
Top guest favourite
Home in Waukesha
4.97 out of 5 average rating, 63 reviews

Convenient & Spacious Suburban Escape w/ KING BED

KaylaRating, 5 stars4 days ago
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

Guest favourite
Home in Mukwonago
4.94 out of 5 average rating, 53 reviews

Relaxing Lake House Getaway on Phantom Lake

SusieRating, 5 stars3 weeks ago
We had a great stay while visiting Wisconsin
Guest favourite
Home in Oconomowoc
4.95 out of 5 average rating, 22 reviews

The Paddle House

ChristineRating, 5 stars5 months ago
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!
Guest favourite
Home in Hartford
4.9 out of 5 average rating, 40 reviews

The Pike Lake Cottage House

LisaRating, 5 stars4 days ago
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.
Top guest favourite
Home in Racine
4.98 out of 5 average rating, 41 reviews

Mid-Century Modern Dream Getaway

CatherineRating, 5 stars1 month ago
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!
Top guest favourite
Home in Port Washington
5 out of 5 average rating, 45 reviews

Family Fun! | Arcade | Walk to the Lake

JenRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Wauwatosa
5 out of 5 average rating, 42 reviews

Meticulously Restored Tosa Village Historic Home

KerryRating, 5 stars1 month ago
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.
Top guest favourite
Home in Wauwatosa
5 out of 5 average rating, 25 reviews

Tosa Gem: Home Away from Home

BettyRating, 5 stars1 week ago
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.
Guest favourite
Home in Waterford
4.92 out of 5 average rating, 85 reviews

Lakefront Cottage, Cozy Modern Farmhouse ~Dog OK

KellieRating, 5 stars1 month ago
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

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Waukesha County
  5. Pewaukee
  6. House rentals