
Pet-friendly holiday rentals in Waukesha
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Waukesha
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Waukesha pet-friendly home rentals
Pet-friendly house rentals

Oconomowoc Downtown River View
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!

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee
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!

Beautiful home on Okauchee Lake, WI
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!

The Stallis Palace
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!

Cheerful, open space, and relaxing 1 bedroom home.
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 .

Charming Lake Geneva, Wisconsin 3BR/2Bath Home
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

Auburn Place: Cozy 3BR Home in Wauwatosa
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.

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

Cute and cozy 2 bedroom house perfectly located!
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!!

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

Vacation home: heated inground pool on 4+ acres
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!

FUN-tana All Year Round Abbey Springs Fontana WI
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).

Abbey Springs 5 Star Resort on Lake Geneva
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!

Relaxing Summer Getaway near Lake Geneva w/ Pool
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.

Luxury Log Cabin retreat home
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.

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

Cozy Renovated Retreat in Tosa
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.

Massive yard & basement with cinematic experience
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

Okauchee Lakefront Cabin Escape
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!

Cozy Home in Central Milwaukee
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.

Fully Furnished 2BR+Study Home in Menomonee Falls
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!!

A-Frame in forest on bike trail!
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!

Charming Retro Apartment
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.

Hilltop House - Escape
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
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Madison Holiday rentals
- Lake Geneva Holiday rentals
- Wisconsin Dells Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Side Holiday rentals
- Evanston Holiday rentals
- Oshkosh Holiday rentals
- Naperville Holiday rentals
- Chicago Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Six Flags Great America
- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Geneva National Resort & Club
- Illinois Beach State Park
- Bradford Beach
- Racine North Beach
- Grand Geneva Resort & Spa
- Milwaukee County Zoo
- Moraine Hills State Park
- Richard Bong State Recreation Area
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee Country Club
- West Bend Country Club
- Springs Water Park
- Heiliger Huegel Ski Club
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Blue Mound Golf and Country Club
- America's Action Territory
- Sunburst