
Pet-friendly vacation 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.

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!

Entire Wauwatosa Home!
It was a great experience, felt right at home would highly recommend! Thank you Tiffani.

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 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

House in Alverno Neighborhood
This was one of my favorite Airbnb stays! We loved the historical items in the house, especially the laundry chute, milk delivery door, etc. We felt right at home, and thoroughly enjoyed our stay! Plus, Justin left us a surprise snack. We would definitely stay here again if we are in the area!

Fabulous Walkers Point Mansion w/ Bar andFireplace
We had a wonderful stay at this memorable and beautiful house! It was perfect for a bachelorette weekend. Lots of space for everyone to feel comfortable and be able to gather together. And of course, very fun and unique style to set the tone. Appreciated that it was close to restaurants and bars and had lots of parking. I was also impressed that there was a full length mirror in every room—he gets us.
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).

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.

Living the High Life Pool House
Had a great stay! House was clean and cozy indoor pool was amazing. (Pool is about 12 feet deep.) Had a bunch of games we could play great outdoor area. Would recommend.

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

The Butterfly Cottage
We took our family on a long weekend vacation to explore Lake Geneva and this was such a perfect lake side cottage that was only 20 mins from Lake Geneva. It was so nice to come home to a quiet spot to fish and relax. The cabin is so clean, cozy, cute and had more then everything we needed.

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!!

Tosa Village Gem: Luxuriously Renovated 2BR
Clean residence in a nice neighborhood. Very walkable to a lot of amenities. Close to eating and university hospital. Missing a few amenities that I’ve come to expect such as soap and shampoo, ice cube trays, tea and coffee. Overall a very nice place.

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.

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.

The Third Floor A-Frame with King Bed
Had a great stay in Milwaukee last weekend at Paige’s spot. Be sure to register your car immediately after checking in using the QR code just up the stairs, I was glad I was able to find easy parking each day in front of the house. Everything was clean and as described in the listing. Thank you!
Quick stats about vacation rentals that are pet-friendly in Waukesha
Total rentals
20 properties
Nightly prices starting at
R360 ZAR 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
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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
- 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