
Pet-friendly holiday rentals in Waukesha
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Top-rated pet-friendly home rentals in Waukesha
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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!

Historic East Side Duplex, 3BD. No Cleaning Fee!
Had a wonderful and comfortable stay! Extremely great value for the space and amenities. Lots of places to walk to nearby (lovely park and restaurant options) while also being a close distance from downtown Milwaukee. Patrick is responsive and attentive. Would absolutely come again!

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!

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!!

Charming Bayview House, steps from MKE Merriment!
Great 2 bedroom bungalow for a 2 night stay in Milwaukee. Attended a Brewers game with another couple. Location perfect for the game and dinner out on Tuesday night. Cooked in on Wednesday. House works perfectly for 4 adults and would work well for a family with 2 children. Deck in backyard was great for morning coffee and evening drinks. Very quiet neighborhood. Also being able to park in a garage was a big plus.
Turn of The Century Modern
Great place for 1 or 2 people to stay. A quick drive to the downtown. Very accessible!

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!

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.
Pet-friendly home rentals with a pool

Family friendly & dogs welcome
We felt right at home at Jane's place. everything was as listed, the place was super homey, and Jane was a great host.

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!

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!!

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!

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!

Make Yourself At Home! Close to Lake & Airport!
Ann went above and beyond to be a fantastic host!!! Her listing gives a very accurate overview of the living space and what to expect during this airbnb experience. She makes you feel at home and like you're staying at a friend or family member's house vs. an impersonal hotel. Her wonderful pets are an added bonus. There was a furry welcoming committee there to meet us at the door and to offer snuggles :) I would recommend this airbnb to anyone! It's in a peaceful neighborhood and only a short drive to shopping centers and restaurants galore.

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. 😎

Sunny Bayview Apts - Walk to everthing!
This place was a steal for the price and location!! Close to Mitchell International Airport. Quiet with lots of stores and restaurants around. There were unique amenities and accommodation made at this unit that wasn't listed. My family (twin 12 year old boys and miniature poodle) felt right at home. From bedding, kitchenette with gas range to cleanliness. Definitely would stay again and recommend to individuals or families.
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.

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!

The Stallis Palace
We had a wonderful stay for our family of 6 and dog! Michael was super responsive and is an excellent host. Beds were heavenly and comfortable. It took us an extra couple of minutes to find the lockbox, as it wasn't next to the front door and we checked in at night, with everything dark, but once found, we had no problems at all.

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.

Willow Springs Loft @ Wern Valley
Everything was wonderful. Exactly as described. While we were only there for a few days, we enjoyed being able to walk the property with our dogs and pet some of the animals. Our hosts were excellent, extremely helpful and great to talk with. This was our second time visiting and would definitely come back again. Highly recommend!

Cabin, Waterfront, Firepit, Dog Friendly
I needed a dog friendly, quiet place with wi-fi to work on my dissertation and this place was exactly perfect! The backyard was very nice for my dogs and very pretty to look at from the big comfy chairs in the house. The bed was very comfortable and the kitchen had EVERYTHING I could've needed. When I need another working trip I will definitely be booking here again.

Lakefront Cottage, Cozy Modern Farmhouse ~Dog OK
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!

Beautiful home with amazing Lake Michigan views
Really enjoyed the spacious location with views of the water and a well supplied kitchen (you don't see that often, all the tools ready to go and a beautiful space to cook in!) The four of us had fun and were comfortable the entire stay, great place!
Quick stats about holiday rentals that are pet-friendly in Waukesha
Total rentals
20 properties
Nightly prices starting at
$31 AUD 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
Wi-Fi availability
20 properties include access to Wi-Fi
Destinations to explore
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- Six Flags Great America
- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Geneva National Resort & Club
- Illinois Beach State Park
- Racine North Beach
- Bradford Beach
- Grand Geneva Resort & Spa
- Milwaukee County Zoo
- Richard Bong State Recreation Area
- Moraine Hills State Park
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee Country Club
- West Bend Country Club
- Springs Water Park
- Heiliger Huegel Ski Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Blue Mound Golf and Country Club
- America's Action Territory
- Sunburst