
Pet-friendly holiday rentals in Pewaukee
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Pewaukee
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Pewaukee 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!

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.

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!

Whitefish Bay 3Bedroom Entire House Sleeps 4
We had a wonderful stay at James' home located in a quiet neighborhood in charming Whitefish Bay. It's a very walkable area. The home is thoughtfully outfitted with everything needed for a relaxing stay, including coffee for my coffee-loving husband! After a quick trip to one of the nearby grocery stores, we could easily prepare our meals in the well-stocked kitchen. The house was spotless and we could see that our host had taken care to thoughtfully provide items that a guest might have forgotten (small shampoo, bandaids, etc). We'd definitely stay here again Thanks for a great stay!
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!

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

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

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
A most peaceful and picturesque stay just outside of Delafield. Everything was wonderfully appointed, beds were very comfortable, and the outdoor scenery top notch. Pictures don’t do it justice :) The walk down the to the lake is an absolute must. Highly recommend Kristen and her home. Thank you for such a pleasant stay!
Private, pet-friendly home rentals

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.

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!

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!

Entire home, ideal for families & pets.
This is a wonderful place to stay...Maria is attentive, kind and helpful. The home has everything you could need...above expectations. A nice, quiet and safe neighborhood too. We will be back again soon.

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 holiday rentals that are pet-friendly in Pewaukee
Total rentals
20 properties
Nightly prices starting at
$63 AUD before taxes and fees
Total number of reviews
560 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
- Downtown Chicago Holiday rentals
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- House Rentals with a Pool United States
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- Apartments with a Hot Tub United States
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- Dog-Friendly Cottages United Kingdom
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- Milwaukee Public Museum
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Wilmot Mountain Ski Resort
- Six Flags Great America
- Geneva National Resort & Club
- Grand Geneva Resort & Spa
- Alpine Valley Resort
- Racine North Beach
- Illinois Beach State Park
- Milwaukee Country Club
- Richard Bong State Recreation Area
- The Bull at Pinehurst Farms Golf Course
- Heiliger Huegel Ski Club
- Springs Water Park
- Bradford Beach
- Harrington Beach State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee County Zoo
- Blue Mound Golf and Country Club
- West Bend Country Club
- America's Action Territory
- Discovery World
- Sunburst