House holiday rentals in Pewaukee

Find and book unique houses on Airbnb

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Popular amenities for Pewaukee house rentals

House rentals with a pool

Guest favourite
Home in Brewer's Hill
4.92 out of 5 average rating, 140 reviews

The Gem of Brewers Hill w/hot tub & seasonal pool

GerryRating, 5 stars2 weeks ago
Excellent location and plenty of beds and bathrooms.
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!!
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 stars3 weeks 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 Riverwest
4.87 out of 5 average rating, 15 reviews

Big BLUE Skyline VIEW

RobertRating, 5 stars3 weeks ago
Great neighborhood! loved this place. Great restaurants nearby. close to public transportation. thanks for letting us stay in your place!
Guest favourite
Home in Lake Geneva
4.96 out of 5 average rating, 74 reviews

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

SarahRating, 5 stars1 day ago
We had a great stay at Steven’s lake condo! The place was exactly as described and had everything we needed. Steven was a great host and provided a very helpful guide ahead of time with information about check-in, the condo, and the surrounding area. We would definitely stay here again!
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!

Weekly house rentals

Superhost
Home in Waukesha
4.88 out of 5 average rating, 56 reviews

Cozy 3BR Ranch Home Away From Home

KylaRating, 5 stars1 week ago
Super clean and comfortable airbnb. Stayed with 4 adults and two infants. Back yard was nice!
Guest favourite
Home in Nashotah
4.97 out of 5 average rating, 87 reviews

Okauchee Lakefront Cabin Escape

BenjaminRating, 5 stars6 days 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!
Top Guest favourite
Home in Milwaukee
5 out of 5 average rating, 73 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

KateRating, 5 stars6 days 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!
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!!
Guest favourite
Home in Nashotah
4.94 out of 5 average rating, 78 reviews

Beautiful home on Okauchee Lake, WI

DonRating, 5 stars1 week ago
Lovely house on the lake, as advertised. House was tastefully furnished and everything worked. Good restaurants nearby, but a special shout out to Smoke on the Water BBQ. It was in Cathy's recommendations, but we ate there a lot. We hope to stay there again next time we are in the area!
Top Guest favourite
Home in Hubertus
5 out of 5 average rating, 47 reviews

Cozy Cabin On Lake

mattRating, 5 stars1 week 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 starstoday
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.
Top Guest favourite
Home in Wauwatosa
5 out of 5 average rating, 16 reviews

Auburn Place: Cozy 3BR Home in Wauwatosa

J BlairRating, 5 stars3 days ago
Nice property with off street parking, close to everything you want to do in Milwaukee. *Almost* walking distance to watch a Brewers game (2.5 miles). Great grocery stores and restaurants nearby - some within walking distance. Check in earlier than most properties - and check out instructions were easy and reasonable. The hosts communicate well and any questions or concerns I had were answered promptly. Tosa is a quiet, safe, family suburb. This is a good option if your plans bring you to Milwaukee.

Private house rentals

Guest favourite
Home in Milwaukee
4.92 out of 5 average rating, 65 reviews

The Good Land Getaway: Ideal location, hot tub

RebeccaRating, 5 stars2 weeks ago
We really enjoyed our stay. Denise was communicative and everything was easy. The house is beautiful. Its on a quiet street with lovely neighbors. Its directly off bike/walking trails, whis is why we chose it. The house is right off of the highway but it was never intrusive. We hung out at the fire pit and it was honestly just quiet background noise. The kitchen is perfect and had everything we needed and wanted. We cooked simple meals and everything was easy. The bed in the main bedroom was so comfy, all the linens and towels were plush. The hot tub was such a nice luxury. We were about 18-20 minutes from every restaurant we tried. Denise was super flexible about our timing, which we really appreciated. All in all it was a great experience and a place we would return.
Top Guest favourite
Home in Caledonia
5 out of 5 average rating, 15 reviews

Massive yard & basement with cinematic experience

SiddharthaRating, 5 stars2 weeks ago
We had a fantastic stay at this beautiful property over the Memorial Day weekend! The home was exactly as described—spacious, clean, and thoughtfully stocked with everything we needed for a comfortable and relaxing getaway. The peaceful surroundings were ideal for quality time with our group of friends and family, including kids. A special shoutout to Jose, who coordinated the entire visit and stayed in constant touch with us—checking in, offering help, and making sure everything was going smoothly. His support truly made our stay stress-free and enjoyable. David and Amber were wonderful hosts as well—responsive, thoughtful, and welcoming throughout. We would absolutely recommend this place to anyone looking for a serene, well-managed escape. Already looking forward to returning! — Sid & Family/Friends Group
Guest favourite
Home in Mukwonago
4.94 out of 5 average rating, 53 reviews

Relaxing Lake House Getaway on Phantom Lake

SusieRating, 5 stars2 weeks ago
We had a great stay while visiting Wisconsin
Guest favourite
Home in Hartford
4.9 out of 5 average rating, 40 reviews

The Pike Lake Cottage House

LisaRating, 5 starstoday
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.
Guest favourite
Home in Waukesha
4.82 out of 5 average rating, 55 reviews

Spacious Fully Equipped 3BR | Waukesha

KathleenRating, 5 stars4 weeks ago
Perfect place for our family! Will definitely be back.
Top Guest favourite
Home in Palmyra
4.98 out of 5 average rating, 50 reviews

A-Frame in forest on bike trail!

JaneRating, 5 stars2 weeks ago
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!
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.
Top Guest favourite
Home in Milwaukee
5 out of 5 average rating, 52 reviews

House in Alverno Neighborhood

JanineRating, 5 stars2 weeks ago
This was one of my favorite Airbnb stays! We loved the historical items in the house, especially the laundry chute, milk delivery door, etc. We felt right at home, and thoroughly enjoyed our stay! Plus, Justin left us a surprise snack. We would definitely stay here again if we are in the area!

Quick stats about house rentals in Pewaukee

  • Total rentals

    30 properties

  • Nightly prices starting at

    $66 NZD 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
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