Pet-friendly holiday rentals in Waukesha

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Waukesha pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Oconomowoc
4.85 out of 5 average rating, 75 reviews

Oconomowoc Downtown River View

ShoshanaRating, 5 stars3 weeks ago
I was in Oconomonowoc for a conference, so had too little time to spend in Danielle's comfy home. I loved the time I did spend there! Especially comfortable beds, and I also appreciated having beautiful dishes to use. Thanks for a wonderful stay!
Top guest favourite
Home in Bluemound Heights
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 Nashotah
4.94 out of 5 average rating, 79 reviews

Beautiful home on Okauchee Lake, WI

DonRating, 5 stars2 weeks 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!
Guest favourite
Home in West Allis
4.95 out of 5 average rating, 65 reviews

The Stallis Palace

BrettRating, 5 stars1 week ago
We had a great stay! This home fit our needs perfectly—two couples with toddlers and an infant visiting the Milwaukee area for a weekend. The location was ideal, centrally positioned between the children’s museum, zoo, and Brewers stadium, and more affordable than staying downtown. The bedrooms were spacious enough for pack n plays, and the main level had plenty of space for the kids to play. Parking was super convenient with space for two SUVs on the concrete slab off the alley. The host provided clear instructions and was easy to communicate with. The only minor downside was the creaky upstairs floors, which is to be expected in an older home—just something for parents of light-sleeping little ones to keep in mind. That said, it wouldn’t stop us from staying again. Highly recommend!
Top guest favourite
Home in Okauchee Lake
4.98 out of 5 average rating, 53 reviews

Cheerful, open space, and relaxing 1 bedroom home.

MarcoRating, 5 stars1 month ago
Exciting stayng in a wonderful Place. Okochee Is a stunning Little Town on the lake where you can find relax, peace and beautiful panorama. In the house of Kathy, Everything Is studied and smart. We Hope to come back to this Amazing accomodatiion. Thank you tò Kathy and Jacky .
Superhost
Home in Lake Geneva
4.88 out of 5 average rating, 138 reviews

Charming Lake Geneva, Wisconsin 3BR/2Bath Home

ClaireRating, 5 stars2 weeks ago
This was a GREAT AirBnB. The home was so spacious, comfortable, free of clutter, and homey. Also very quiet. Appreciated the lighting indoors and outdoors, with some motion sensors. Have experienced homes with inadequate lighting in the past, so this was something we really noticed. This feature added a lot to our stay. The kitchen and coffee station was well stocked and very clean. The yard was perfect and well kept. Also glad to have plenty of trash cans inside and out. Something we don't always see at other homes. Had a wonderful stay. Will certainly try and stay here again when we are in the area. One of our top 3 AirBnB's we have stayed in the past 10 years as we travel across the country. Thank you. Claire
Top guest favourite
Home in Wauwatosa
5 out of 5 average rating, 17 reviews

Auburn Place: Cozy 3BR Home in Wauwatosa

J BlairRating, 5 stars4 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.
Guest favourite
Home in Bay View
4.94 out of 5 average rating, 97 reviews

2BR Sunny Upper in Prime Bay View - w/ Parking

KristiRating, 5 stars2 weeks ago
This was our second stay here, and our second time hosting an out-of-town guest in this fun space. Our hosts went above and beyond. I made a major mistake in my booking date, and I could have had a major scramble to find an alternative, and they responded immediately, and with such grace, flexibility, and kindness. On top of that, this is such a great location for seeing Bay View and the rest of the city. We sampled more restaurants, we took walks, and we had everything we needed to be comfortable when we were back at the apartment for downtime. Highly, highly recommend.

Pet-friendly home rentals with a pool

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
Cabin in East Troy
5 out of 5 average rating, 36 reviews

Kettle 2BR Cabin on 15 lush acres w pool and lake

ZoeRating, 5 stars3 weeks ago
We had a fantastic stay at this cozy cabin! It’s rustic in all the right ways—full of charm and character—but also very clean and well maintained. The bed was incredibly comfortable and the kitchen was well stocked. The property is a real gem. One of our favorite parts was fishing off the pier—we caught lots of small bass and even landed a 4–5 pounder! The pool and gazebo were also wonderful spots to unwind and enjoy the peaceful surroundings. Noam was welcoming and friendly, which made the experience even better. We recommend checking out this spot if you’re looking to unplug, enjoy the outdoors, and stay somewhere that’s both comfortable and unique!
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!
Superhost
Apartment in Fontana-on-Geneva Lake
4.78 out of 5 average rating, 182 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

MollyRating, 5 stars2 months ago
Joan's daughter, Rebekah, communicated directly with me through the Airbnb app. She provided detailed check-in instructions, a phone number to contact her, etc. It seems Rebekah lives in Hawaii so please keep note of that for response times, etc. The house was comfortable, very clean, and well-appointed. Joan and Rebekah have a beautiful collection of original art, artifacts, etc. so please keep that in mind if you are bringing small children to the home. Please note that the 1st floor bedroom has a king bed and full bathroom; and the lower level has 2 twin beds in the open area, 1 full bed and 1 twin bed in the first bedroom, and 1 full bed and 1 futon in the second bedroom (including a full laundry and utility room in a closed room).
Superhost
Townhouse in Fontana-on-Geneva Lake
4.8 out of 5 average rating, 89 reviews

Abbey Springs 5 Star Resort on Lake Geneva

KrisRating, 5 stars2 months ago
Scott’s place was very nice! It was updated and clean. With the 3 bedrooms, it was a good home for our multigenerational family to have the space to come together at times and have the space we needed to spread out. The bottom bedroom was a bit chilly due to all of the beautiful, large windows, however, we found extra covers that allowed us to make due. I would suggest if you’re coming in the cooler months to bring warmer pajamas to sleep in. Thanks, Scott!
Top guest favourite
Home in Genoa City
5 out of 5 average rating, 54 reviews

Relaxing Summer Getaway near Lake Geneva w/ Pool

BenjaminRating, 5 stars3 weeks ago
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.
Guest favourite
Cabin in Lake Geneva
4.85 out of 5 average rating, 110 reviews

Luxury Log Cabin retreat home

AndrewRating, 5 stars1 month ago
Debbie was very communicative before and during our stay. The property has plenty of yard room for outdoor activities and we loved that we didn’t feel stacked up against a bunch of other houses. The driveway can accommodate a group of cars and we loved the reclining couch in the basement. I’d highly recommend this property.
Guest favourite
Home in Hartland
5 out of 5 average rating, 8 reviews

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town

LindaRating, 5 stars2 weeks ago
Enjoyed our stay. Quite quaint & inviting. Temps didn’t favor a dip in the pool, although it was 80 degree water temp. We would recommend for a family that enjoys games & swimming. We would visit again if we find ourselves in that area of WI. 😎

Private, pet-friendly home rentals

Guest favourite
Flat in Wauwatosa
4.95 out of 5 average rating, 41 reviews

Cozy Renovated Retreat in Tosa

KirstenRating, 5 stars1 day ago
Cutest space! Walking distance to grocery stores, parks, and restaurants! This was the easiest I’ve ever had for in and out of a professional sporting event. Drivable to American Family Field also can walk to catch a shuttle. Cutest town, cool restaurants, cozy space. Was the perfect weekend thanks to this space.
Top guest favourite
Home in Caledonia
5 out of 5 average rating, 16 reviews

Massive yard & basement with cinematic experience

SiddharthaRating, 5 stars3 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 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!
Guest favourite
Home in Fair Park
5 out of 5 average rating, 7 reviews

Cozy Home in Central Milwaukee

JudithRating, 5 stars9 months ago
Lorinda was as kind and helpful as a host could be. We rented the place for our son and daughter in law to be near by while they were visiting us from California with our new granddaughter. The place was clean and cozy and she left them a welcoming gift as well as flowers and a well layed out guest instruction folder. She even offered to drop off some things our son left behind after they checked out. There were no accommodations for the baby but we knew that ahead of time and we were able to bring a couple of things into the home to for her to sleep in etc. We would be happy to have our family stay there again when they come to visit.
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 Palmyra
4.98 out of 5 average rating, 50 reviews

A-Frame in forest on bike trail!

JaneRating, 5 stars3 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
Flat in Waterford
4.97 out of 5 average rating, 34 reviews

Charming Retro Apartment

AilingRating, 5 stars2 weeks ago
This place is good! It's located in the center of town, right on the main street, making it very convenient and walkable to a nearby park. The unit looked just like the photos. Personally, I really liked the way the room smelled—clean and pleasant. The only downside is that you can hear street traffic, but overall it's a great spot for a short stay.
Guest favourite
Apartment in Milwaukee
5 out of 5 average rating, 7 reviews

Hilltop House - Escape

YolandaRating, 5 stars2 weeks ago
Hidden gem. You don’t expect it, if you know Milwaukee since 1974 like me. It is a delightful home away from home.

Quick stats about holiday rentals that are pet-friendly in Waukesha

  • Total rentals

    20 properties

  • Nightly prices starting at

    $26 SGD before taxes and fees

  • Total number of reviews

    330 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore