Pet-friendly holiday rentals in Pewaukee

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Pewaukee pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Walker's Point
4.93 out of 5 average rating, 186 reviews

HGTV Renovated Home with GREAT backyard!

HaileyRating, 5 stars7 months ago
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!
Guest favourite
Home in Milwaukee
5 out of 5 average rating, 7 reviews

Cozy Home in Central Milwaukee

JudithRating, 5 stars8 months ago
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.
Top guest favourite
Home in Milwaukee
5 out of 5 average rating, 24 reviews

Updated, modern ranch home near to shops + more

Kendra GRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Riverwest
4.97 out of 5 average rating, 58 reviews

Heart of MKE-Private Backyard-Free Netflix-BBQ

PamelaRating, 5 stars1 week ago
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.
Guest favourite
Home in Lower East Side
4.89 out of 5 average rating, 137 reviews

Astor 1880 MKE - Open & Spacious Brady St. 3 bdrm

AndreaRating, 5 stars2 weeks ago
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.
Superhost
Home in Cudahy
4.83 out of 5 average rating, 101 reviews

Wonderful Family Home Across from Park

TimerieRating, 5 stars1 month ago
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!
Guest favourite
Home in Milwaukee
4.88 out of 5 average rating, 111 reviews

That 70s Bungalow

KevinRating, 5 stars1 week ago
Eva's place was our home away from home for week with our two dogs. The large fenced in yard was essential for our dogs (husky and cattle dog) to run around throughout the day. The location is a couple miles from Currie Park, which is possibly the best fenced dog park we have ever been to! The bed was very comfortable and we absolutely loved the charm of the place. Highly recommend this AirBnB if you need a home base for activities around Milwaukee and have dog(s) in tow!
Superhost
Home in Milwaukee
4.88 out of 5 average rating, 64 reviews

❤️ Travel + Work + Holiday Refuge

MaggieRating, 5 stars4 months ago
We had a great stay during our time in town visiting family over Christmas! The home was clean and comfortable and had everything we needed during our time there. It was great having a dedicated parking spot in the back. Super clean bathroom, plenty of clean linens, nice shower. Hosts were very responsive and helpful. We would definitely stay here again next time we are in town!

Pet-friendly home rentals with a pool

Top guest favourite
Home in Delafield
4.95 out of 5 average rating, 39 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars1 month 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!!
Top guest favourite
Cabin in East Troy
5 out of 5 average rating, 35 reviews

Kettle 2BR Cabin on 15 lush acres w pool and lake

MikeRating, 5 stars5 months ago
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!
Guest favourite
Home in Mequon
5 out of 5 average rating, 9 reviews

Vacation home: heated inground pool on 4+ acres

MandolynRating, 5 stars8 months ago
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!!!
Guest favourite
Home in Racine
4.88 out of 5 average rating, 26 reviews

Nautical Escape •Spacious Home •Pool /Hot Tub

CarltonRating, 5 stars7 months ago
This cozy getaway was absolutely perfect for our weekend getaway!!
Home in Caledonia
4.85 out of 5 average rating, 75 reviews

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!

SherriRating, 5 stars1 month ago
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.
Townhouse in Milwaukee
New place to stay

2 Story - 2Br Condo

FenessRating, 5 stars1 month ago
The place was clean, the area was peaceful/quiet and the host was amazing very sweet and was helpful with everything! Loved it ! Felt like I was right at home

Private, pet-friendly home rentals

Top guest favourite
Bungalow in Bay View
4.96 out of 5 average rating, 290 reviews

Our Cozy Bay View Bungalow Getaway

AllisonRating, 5 stars1 week ago
Loved our stay here! Bayview is a perfect neighborhood in Milwaukee, close to restaurants, parks, bars, museums and downtown (7 minute drive), walkable, quiet, safe. This place is charming, has every amenity needed, easy parking, very clean and great interior design. Comfortable beds and bedding, plenty of towels. Card games for the kids, kitchen is well stocked. Air filters and good hot water and heat. Will definitely stay here again when next in Milwaukee!
Guest favourite
Home in Muskego
4.89 out of 5 average rating, 114 reviews

Muskego Hideaway on 2 Acre Lot

MarcyRating, 5 stars2 weeks ago
This is our second stay at Jeff’s place and it is one of our favorites. It’s always very clean, the back yard is beautiful and perfect for dogs, and Jeff is fantastic with communication. The house has a great layout and super comfy furniture, and there is plenty of seating and a fire pit outdoors. Just an absolutely fantastic stay.
Guest favourite
Bungalow in Lake Geneva
4.98 out of 5 average rating, 59 reviews

Sunny Lakeside Retreat. Dog Friendly!

CallieRating, 5 stars2 months ago
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!
Guest favourite
Home in Wales
4.94 out of 5 average rating, 125 reviews

Charming, Updated and Historic

DavidRating, 5 stars1 month ago
Loved this place! The place is definitely unique and definitely historic. Family and I will look to book when we return to Waukesha .
Guest favourite
Home in Bay View
4.95 out of 5 average rating, 111 reviews

This Must Be the Place- Bayview Bohemian Vibes

NaomiRating, 5 stars3 months ago
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!
Superhost
Home in Greenfield
5 out of 5 average rating, 7 reviews

Charming 3 bed, 1.5 bath, fenced yard & parking!

RayRating, 5 stars3 weeks ago
The place we reserved had a water issue in the shower, we were informed prior to arrival. When we arrived the was no water in the shower, not low pressure as we were told. We contacted the host and were assured they would resolve the issue promptly. Within 30 min they had a new rental 15 min away at a much larger more updated place. it was lovely, we had a great time and crisis averted. Very happy, thank you!
Top guest favourite
Flat in Elkhorn
4.94 out of 5 average rating, 397 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

AnneliekeRating, 5 stars1 week ago
Staying with Bente and her husband is so relaxing. We fully enjoyed being outside, surrounded by animals on a peaceful farm. The children spend most of their time in the hay stable: swinging, chatting and petting the cats. The blossoming orchard was very pretty for a small walk. The children already asked when we can go back for another weekend.
Superhost
Apartment in Milwaukee
4.89 out of 5 average rating, 54 reviews

Relaxing 2-bedroom upper unit close to everything

TomRating, 5 stars1 week ago
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!

Quick stats about holiday rentals that are pet-friendly in Pewaukee

  • Total rentals

    20 properties

  • Nightly prices starting at

    £30 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

  • Wifi availability

    20 properties include access to wifi

Destinations to explore