House holiday rentals in Waukesha

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Popular amenities for Waukesha house rentals

House rentals with a pool

Superhost
Home in Lake Geneva
4.94 out of 5 average rating, 18 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, 41 reviews

Cute and cozy 2 bedroom house perfectly located!

CourtneyRating, 5 stars1 month ago
I cannot say enough how clean, comfortable and convenient Elizabeth’s place is! I spent a month here and felt right at home instantly - I cannot wait until my next stay. Elizabeth is so accommodating and responsive which is an added bonus! Cannot recommend enough!!
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 stars2 weeks 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 Fontana-on-Geneva Lake
5 out of 5 average rating, 16 reviews

Abbey Springs Home! Hot Tub + Golf Cart

KathyRating, 5 stars2 months ago
A wonderful home that was well appointed, clean & a great location! We hosted Easter here with my adult Kids and grandson. We all enjoyed the beautiful surroundings and all the wildlife-many deer and even a coyote! So much room and a great layout for us to enjoy the home together!
Guest favourite
Home in Mequon
5 out of 5 average rating, 11 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!
Guest favourite
Home in Riverwest
4.87 out of 5 average rating, 15 reviews

Big BLUE Skyline VIEW

RobertRating, 5 stars1 month 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, 77 reviews

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

CindyRating, 5 stars6 days ago
We only stayed for one night so weren't able to take advantage of all the community amenities, but the house was very comfortable and we had a good night's sleep. Seemed like a peaceful retreat just outside of the main shopping/dining area of Lake Geneva. We would return!
Superhost
Home in Lake Geneva
5 out of 5 average rating, 6 reviews

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

ADAMRating, 5 stars3 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

Top Guest favourite
Home in Pewaukee
4.92 out of 5 average rating, 60 reviews

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Michelle RacquelRating, 5 stars4 days ago
What a hidden gem. We needed a place to stay in Wisconsin while our daughter had a break from her full time camp counselor position. Our son was in on break from the Army. We wanted an ace to just hand out, reconnect as a family and play a few board games BUT we only had one night and many places require at least two. We reached out to four in the area and Andy was the only one willing to accommodate. Not only did we get a flexible check in and out but the place was perfect! It felt like home the minute we walked in. There’s so much to say from the gorgeous landscaping to the deer literally in the front yard to the warm of the accommodations. We never wanted to leave. The best part was having our family together in a hot tub laughing surrounded by beautiful Wisconsin. Thank you from the bottom of our hearts. You have no idea how much we needed this.
Top Guest favourite
Home in Milwaukee
5 out of 5 average rating, 75 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

MayraRating, 5 stars3 days ago
Absolutely loved our stay! The place was beautiful—clean, cozy, and stocked with all the essentials. The location was perfect, super close to the cutest local cafés and restaurants. There was even a super helpful binder with local recs and info that made getting around easy. The host was warm and welcoming from the start. I’d 10/10 recommend this spot and would definitely stay here again!
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 stars4 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
4.93 out of 5 average rating, 81 reviews

Beautiful home on Okauchee Lake, WI

SandyRating, 5 stars6 days ago
Cathy’s lake home is lovely. We stayed for one week. We were able to bring our boat and keep it in the water the entire time. Okauchee Lake is incredible. We enjoyed water ski practice show two evenings and there was room for our daughter and our friends to visit for the day. Grocery store was very close and we ate at a couple of the restaurants on the water. We had a great week! Thank you, Cathy.
Guest favourite
Home in West Allis
4.96 out of 5 average rating, 69 reviews

The Stallis Palace

BradRating, 5 stars4 days ago
Great location for all the attractions we were interested (Milwaukee county zoo, downtown, American Family Field). Easy to find. Easy parking. One small hiccup with the AC but Michael was quick to respond to messages about the issue and quick to get the problem solved. By the time we had returned from our days activities the repairs had been made!
Guest favourite
Home in Waukesha
4.82 out of 5 average rating, 55 reviews

Spacious Fully Equipped 3BR | Waukesha

KathleenRating, 5 stars1 month ago
Perfect place for our family! Will definitely be back.
Guest favourite
Home in Wauwatosa
4.91 out of 5 average rating, 65 reviews

Brew City Boho - Wauwatosa

EmmaRating, 5 stars6 days ago
We really enjoyed our stay at this house. The location was great and was close to grocery stores, parks, restaurants, and attractions such as the zoo. It was also very quiet. We really appreciated the off street parking. Overall a great experience.
Top Guest favourite
Home in Waukesha
4.97 out of 5 average rating, 63 reviews

Convenient & Spacious Suburban Escape w/ KING BED

KaylaRating, 5 stars1 week 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 Oconomowoc
4.86 out of 5 average rating, 77 reviews

Oconomowoc Downtown River View

ShawnRating, 5 stars2 weeks ago
What a fantastic place! Clean! Has all you could need and then some! Great location to everything in town! We would definitely rent this place again!
Guest favourite
Home in Mukwonago
4.94 out of 5 average rating, 53 reviews

Relaxing Lake House Getaway on Phantom Lake

SusieRating, 5 stars1 month ago
We had a great stay while visiting Wisconsin
Top Guest favourite
Home in Palmyra
4.98 out of 5 average rating, 50 reviews

A-Frame in forest on bike trail!

JaneRating, 5 stars1 month 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, 27 reviews

Tosa Gem: Home Away from Home

Kaaj-SabRating, 5 stars2 days ago
Pao was a great host and communicated well when needed. The house was the most cozy, homey feeling, and beautifully esthetic. Would definitely stay here again and share with friends and family!
Guest favourite
Home in Waterford
4.92 out of 5 average rating, 86 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!
Top Guest favourite
Home in Franklin
5 out of 5 average rating, 39 reviews

The Rawson House

MichaelRating, 5 stars1 day ago
The house was perfect for the six adults and one child in our party. The house is minutes from the airport and downtown Milwaukee. It has a great backyard with lots of room to play. I highly recommend this house to anyone visiting Milwaukee.
Superhost
Home in Muskego
5 out of 5 average rating, 3 reviews

Relax at Muskego Lakehouse – 30 mins to Downtown!

MariaRating, 5 stars9 months ago
This was our second time staying here and it was just as perfect as the first stay. So peaceful, clean and felt right at home!
Guest favourite
Home in Milwaukee
4.89 out of 5 average rating, 9 reviews

Charming Spacious Retreat Near Tosa | Free Parking

DeniseRating, 5 stars1 week ago
Nelly's place was exactly what we needed for our trip to Milwaukee. Three bedrooms 1 and 1/2 bathrooms work perfect for two couples. The duplex was large and very comfortable. Nelly is a very great communicator, always checking in to see if anything was needed. We enjoyed our time there.

Quick stats about house rentals in Waukesha

  • Total rentals

    30 properties

  • Total number of reviews

    760 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

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