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
4.86 out of 5 average rating, 76 reviews

Oconomowoc Downtown River View

ShoshanaRating, 5 stars1 month 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!
Guest favourite
Home in Milwaukee
4.91 out of 5 average rating, 227 reviews

Historic East Side Duplex, 3BD. No Cleaning Fee!

JulietRating, 5 stars5 days ago
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!
Top Guest favourite
Home in Milwaukee
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!
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!!
Guest favourite
Home in Bay View
4.94 out of 5 average rating, 105 reviews

Charming Bayview House, steps from MKE Merriment!

RobertRating, 5 stars1 week ago
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.
Superhost
Home in Riverwest
4.89 out of 5 average rating, 457 reviews

Turn of The Century Modern

KimRating, 5 stars1 week ago
Great place for 1 or 2 people to stay. A quick drive to the downtown. Very accessible!
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
Home in Wauwatosa
5 out of 5 average rating, 18 reviews

Auburn Place: Cozy 3BR Home in Wauwatosa

J BlairRating, 5 stars1 week 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.

Pet-friendly home rentals with a pool

Guest favourite
Home in Delavan
5 out of 5 average rating, 24 reviews

Family friendly & dogs welcome

LindseyRating, 5 stars4 months ago
We felt right at home at Jane's place. everything was as listed, the place was super homey, and Jane was a great host.
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 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!!
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
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!
Guest favourite
Home in Cudahy
4.78 out of 5 average rating, 152 reviews

Make Yourself At Home! Close to Lake & Airport!

TanyaRating, 5 stars3 months ago
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.
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. 😎
Superhost
Apartment in Bay View
4.5 out of 5 average rating, 6 reviews

Sunny Bayview Apts - Walk to everthing!

NovelRating, 5 stars31 months ago
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

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

Cozy Renovated Retreat in Tosa

KirstenRating, 5 stars5 days 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.
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 West Allis
4.96 out of 5 average rating, 67 reviews

The Stallis Palace

DiannaRating, 5 stars3 days ago
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.
Top Guest favourite
Apartment in Waterford
4.97 out of 5 average rating, 34 reviews

Charming Retro Apartment

AilingRating, 5 stars3 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
Barn in Waukesha
5 out of 5 average rating, 65 reviews

Willow Springs Loft @ Wern Valley

MichaelRating, 5 stars2 weeks ago
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!
Top Guest favourite
Cabin in Waterford
4.98 out of 5 average rating, 50 reviews

Cabin, Waterfront, Firepit, Dog Friendly

PatrisiaRating, 5 stars6 days ago
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.
Guest favourite
Home in Waterford
4.92 out of 5 average rating, 86 reviews

Lakefront Cottage, Cozy Modern Farmhouse ~Dog OK

KellieRating, 5 stars1 month ago
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!
Top Guest favourite
Home in Racine
5 out of 5 average rating, 72 reviews

Beautiful home with amazing Lake Michigan views

NickRating, 5 stars2 weeks ago
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

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