
Pet-friendly vacation 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

HGTV Renovated Home with GREAT backyard!
Jenni and David’s place was exactly as described, it was wonderful! Jenni was so responsive, respectful and flexible! We LOVED the location of the home, it was very walkable, we always felt safe. It was close to some great restaurants and bars that we visited. I would highly recommend staying here!

Updated, modern ranch home near to shops + more
I stayed at Megan’s place with my dog. The neighborhood is great with wide sidewalks and well maintained homes. I felt completely safe and at ease walking my dog as a solo female. While close to a main road, the house itself is very quiet and peaceful inside. The fenced yard was clean and private, and my dog enjoyed having a secure place to relax outside. Location was great and convenient to food stores and anything else you could need. The inside was immaculately clean with ample natural light, nice decor and a really nice layout. Communication was easy and friendly. I would stay here again. I’ve stayed in more than 100 Airbnbs, and this is one of the top five for sure.

Baby and Toddler friendly House by the Beach
We had a wonderful stay at Sitora’s house. The best house and location for ones with little kids. What a beautiful home. The distance to the beach was key for us. We enjoyed walking to both Atwood Park/beach and Shorewood nature preserve.

Heart of MKE-Private Backyard-Free Netflix-BBQ
Chambers was the perfect stay. The house is beautiful and modern exactly like the pictures, it felt like your home away from home. Very spacious for big groups, comfy beds, fully equipped kitchen and bathrooms, walkable distance to coffee shops, restaurants and parks. Nayeli was very friendly and responsive. I would stay here again.

Astor 1880 MKE - Open & Spacious Brady St. 3 bdrm
Place looked better than pictures. All rooms were very spacious and super clean. Water pressure was awesome! Location was great ! Lot of different restaurants and market places around and very conveniently located near all of Milwaukee’s biggest tourist spots. Parking was easy to find. Me and my friends felt right at home ! Group of 6 comfortably seated in the living room to watch scary movies. Kitchen was equipped with everything you need. Decoration is super cool. Since we were watching scary movies, the lighthing coming from the closed basement was scary 😵😆 10/10 ! I’m sooo glad I picked this place.

Wonderful Family Home Across from Park
We loved this house!!! It had absolutely everything we needed. Great location in a nice neighborhood across the street from a park, but just a few minutes from all the fun in Bay View and a very easy drive to downtown. The house was spotless and comfortable, and it was so nice being able to bring our dogs. We really felt at home. Thank you!

3 Bedroom Muskego Home
Kathy and Tim have a wonderful place with lots of parks within a walkable distance. Tons of amenities and very helpful recommendations!

Whitefish Bay 3Bedroom Entire House Sleeps 4
Such a lovely place in a quiet neighborhood, yet close to great restaurants and close to city features. The host was organized and made it easy to find and be at home.
Pet-friendly home rentals with a pool

Family friendly & dogs welcome
Jane responded fast to text messages. very kind, offered to tell about restaurants and local entertainment. I had an issue with the door ( operator error ) called Jane and she called me back to see if i was able to fix the issue, which was a simple fix. I will definitely make sure I reserve there again when I go back into town if available.

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
Noam was very communicative and friendly. His cabin was cozy and everything I wanted. He had disc golf on the property as well as a beautiful private lake. We will definitely be back next year and highly recommend this spot!

90+ 5 stars Best Reviewed Condo in Lake Geneva
Perfect retreat for our family of 4 to get offline and outdoors. The condo was everything we needed and more. From snacks and wine left for us, a full kitchen with dishwasher, plush linens and the fluffiest towels, we felt right at home. The golf cart and club access was incredible to have. The kids stayed busy with plenty to do and were super cozy at days end. We will definitely visit again!

Lake Geneva Home w/ Pool near the Lake!
House was a great space, well kept and supplied for all you need. Easy access wonderfully responsive in communication and genuinely caring in helping out if needed. Yard is spacious and cleaned very nicely for our fur baby. Will definitely come back again

Vacation home: heated inground pool on 4+ acres
This is the perfect place to get away from it all! Clean and quiet. Surrounded by nature. A true place to relax, spend time with the family, and reset from a busy life. Thank you!!!

Nautical Escape •Spacious Home •Pool /Hot Tub
This cozy getaway was absolutely perfect for our weekend getaway!!

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!
I think this was my favorite place I’ve rented. I’m glad I found it just an hour outside the suburbs of Chicago. It’s a country feel with a ton of activities as described, plus a few extra. My boys really enjoyed the game room. There’s a TV so we played music videos while playing darts, billiards, and I enjoyed throw back video games like Donkey Kong, Centipede and Dig dug. It was cooler outside so I definitely want to return in the summer to enjoy the pool, bonfire, fishing pond, but we had one nice day so still got to enjoy the large property, paddle boat, swings, bocce ball and hot tub. The house has very comfortable furniture, like the beds and couches. We watched movies at night and slept well. Robert was a great host and I appreciated all the helpful notes around the house. I almost felt guilty it was just me and my boys, but it was a perfect getaway. Plenty to do, or do nothing and enjoy the views.
Private, pet-friendly home rentals

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!
Wonderful stay with comfortable beds, great communication, Tea/coffee for the morning, new everything, and really clean. We appreciated Ben's responsiveness and that he went above and beyond to accommodate us for our 3 night stay. It is right near the U of W - Whitewater but quiet in the apartment. There was only some noise at night upstairs one of the nights. However, a quick text to Ben and he worked with them to get it quiet again. SO appreciated this stay and Ben's hosting skills! THANK YOU!

Sunny Lakeside Retreat. Dog Friendly!
The little blue bungalow was the perfect getaway for a weekend! We are new to the Midwest and enjoyed a snowy picturesque weekend at Chelsea and Cale’s awesome place. Very cute decor, environmentally friendly, lovely hosts and great location. We’ll have to come back in the summer sometime!

Hugah Haus
My partner and I stayed here for a few days before attending a concert at the ballfield. The house has great boho vibes, and was cozy for sure! The kitchen was well equipped and the beds were comfortable and clean. Checking in and out was very efficient.We are thankful for a great place to stay for our first time in Milwaukee.

Charming, Updated and Historic
Loved this place! The place is definitely unique and definitely historic. Family and I will look to book when we return to Waukesha .

This Must Be the Place- Bayview Bohemian Vibes
What a CHARMING home! It was the perfect amount of space for our family of 5. The style of the home is boho, charming, comfortable - truly hygge (got lots of ideas to take home!). Beds were very comfortable. The living space was just enough room for us to veg and play. Hosts went out of their way to make sure we were comfortable and to provide a few toys for our kids to play with. Took us a while to figure out how to get a comfortable temperature (January) in the bedrooms , but that’s somewhat expected in older homes. Will absolutely stay there again when we come back to town!

Relaxing 2-bedroom upper unit close to everything
We had a wonderful stay in this charming and beautifully appointed second-floor apartment. The home, built in 1940, felt like a step back in time—in the best possible way. The spacious kitchen was well-equipped with everything we needed for a comfortable stay. We’d absolutely love to return!

Beautiful Oconomowoc Log Home on 5.7 acres
John and Sue were sooo sweet!! She made us a giant tub of delicious granola which our family devoured with our fruit and yogurt. He gave us a tour of the cabin and where to find things. We had our family's children for lunch and they LOVED the game room! The cabin is BEAUTIFULLY decorated and I loved the cabin theme throughout the entire house, including the bathroom. In addition to all of that, my family LOVED the peace of the cabin both inside and out.

2 Homes Near Entertainment, 3 King Beds, Sleeps 14
Hosts were so helpful With our large group wish there was more seating in dining room and living room
Quick stats about vacation rentals that are pet-friendly in Waukesha
Total rentals
20 properties
Nightly prices starting at
$20 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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- Milwaukee Public Museum
- Racine North Beach
- Wilmot Mountain Ski Resort
- Six Flags Great America
- Erin Hills Golf Course
- Geneva National Resort & Club
- Grand Geneva Resort & Spa
- Milwaukee Country Club
- Alpine Valley Resort
- Moraine Hills State Park
- Springs Water Park
- Illinois Beach State Park
- Harrington Beach State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Richard Bong State Recreation Area
- Heiliger Huegel Ski Club
- Bradford Beach
- Milwaukee County Zoo
- America's Action Territory
- West Bend Country Club
- Sunburst
- Blue Mound Golf and Country Club
- Discovery World
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