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

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
The property is just lovely, especially if you value peace when outdoors. We were just as pleased with our stay. It was first time we stayed in Pewaukee. The town itself and the neighboring towns had plenty to do. Howevere, we found ourselves at the airbnb mostly between the hot tub and sauna there was plenty to do.

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!

Lake Michigan Paradise Apartment
Nice place, well worth the price. Very clean and comfortable. Grill was out of propane, but a full tank provided within 30 minutes. Hosts were extremely nice and responsive. Wouldn't hesitate to book this property agian.

Your home away from home
Sondra was great and the house fit our needs! It was great to have a home away from Home after long days at a robotic competition. Sondra was responsive to questions and even asked how the competition was going. Would definitely recommend and would stay there again if we were in the area.

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.

MKE Spacious 4BR 2Bath. Central Location.
We had a great time at this Airbnb! The location and cozy atmosphere were exactly what we were looking for. Despite some minor inconveniences (you may want to bring an extra power strip if you need grounded outlets), the value for the location was great and there was plenty of room for us all to hang out and have a great time. The house was clean as a whistle and cozy with plenty of furniture. Lynzi was great with communication and giving us the details we needed to enjoy our stay. 5/5, Thanks!

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!
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

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!

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

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!!

Entire Wauwatosa Home!
Great location, walkable to restaurants. Short distance to baseball stadium. Very comfortable accommodations.

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.

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.

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.

Relax In Tosa—Near Downtown MKE!
We had a wonderful time in Milwaukee this past weekend, and Kris's place was a fantastic home base! The unit itself was clean and well-decorated, the area was lovely, parking and entry were convenient, and we could get everywhere we needed easily within 10-15 minutes (Am Fam Field, for example). We especially loved Highlands Cafe (mere steps away from the Airbnb), Cold Spoons Gelato (a 2-minute walk), and Rainbow Booksellers (for kids - 5-min walk). We definitely would like to say at Kris's place again next time we're in town.
Quick stats about holiday rentals that are pet-friendly in Waukesha
Total rentals
20 properties
Nightly prices starting at
$33 NZD 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
- Bradford Beach
- Grand Geneva Resort & Spa
- Racine North Beach
- Richard Bong State Recreation Area
- Moraine Hills State Park
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Milwaukee Country Club
- Harrington Beach State Park
- West Bend Country Club
- Springs Water Park
- Heiliger Huegel Ski Club
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Sunburst
- Blue Mound Golf and Country Club
- America's Action Territory