
Pet-friendly holiday rentals in Whitefish Bay
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Top-rated pet-friendly home rentals in Whitefish Bay
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Pet-friendly house rentals

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!

Modern Luxury | Steps to Brady St
The house and area are beautiful. There is lots to do in the area and this part of Milwaukee is very walkable. Everything was as advertised and our dog loved having the fenced in yard. I would recommend staying here if you are visiting Milwaukee.

★Cozy Beach Themed Home★2 Beds★Spacious Parking★
Just like the photos. Comfortale, clean small 2 bedroom place with a basic kitchen and some rather funky charm. If you're there on a Tuesday or Sunday, check out the West Allis Historical Society Museum. Close by, it's an interesting and eclectic collection (vintage toys to factory machinery, plus a recreated classroom, in a beautiful 1880s school.

Charming Pet-Friendly 3-BR Home, Backyard, Firepit
This was the perfect house for our first trip with both kids and both dogs. The kids had their own bedrooms, the yard was fully fenced and large for the dogs to run around. The location seemed very nice and walkable to a few restaurants, and very close to the lake and beach. Maira also went above and beyond installing baby gates at the top and bottom of the stairs to keep the kids safe, which also helped us keep the dogs on the main level so we didn’t have to worry about them going on the beds! We would definitely stay here again!

3 Bedroom Muskego Home
We enjoyed the stay although mine was cut short. Very nice home and friendly owners. Beautiful yard Enjoyed the stay

Stunning Vintage/Modern! Brady St! Tons of Extras
The place was great and accommodated our needs perfectly. Only wish the water and ice dispenser in the fridge was functional but the tap water was fine. The Brady St area is very vibrant and I’d highly recommend exploring the area.

Vintage UWM Duplex on Downer - Pet-friendly 2BR
Great location. We happened to be there after school ended so it was a peaceful neighborhood at the time. Easy to get to the lake and not far from other areas in the city. We were able to check in a little early and it was nice being able to bring our dogs. Lacy was a great host and we’d definitely stay again. One thing I’d say is that if it was during the peak summer months, it would have been very hot with no air conditioning.

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!
Pet-friendly home rentals with a pool

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!

Nautical Escape •Spacious Home•Pool /Cedar Hot Tub
We loved the pool and quiet neighborhood. Check-in was easy - Matt let us know we could check in early at 1. The hot tub wasn't heating up all the way so we contacted Matt and he came over and fixed it within 10 minutes. He was very responsive and attentive. We had everything we needed and it was a nice space to have a few friends over and hang out in the pool. The hot tub was nice, very comfortable to sit in and heated up quickly. Overall we had a great experience and would visit again, for sure!

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.

Rare Find! Indoor Swimming Pool, Pets Allowed!
We enjoyed our stay!

2 Story - 2Br Condo
Dwayne is a very responsive host. The neighborhood feels safe and the condo has plenty of space with a small wood patio. Check in and out was great with flexibility.

The Peacock Place w/ Seasonal Outdoor Heated Pool
We cant say enough about our stay with Stephanie and Jesse. We were only there for a night, but we found the place to be spacious, comfortable and well maintained. The house itself was gorgeous and it felt like an authentic Milwaukee home. The surrounding neighborhood was walkable and beautiful as well. The morning we left we noticed our tire was flat. Stephanie and Jesse were super proactive in helping us fix the flat. Jesse, who was extremely handy, was able to take the nail out and fill the hole so that we could return the rental car. We were all super thankful for their help as they took all the stress out of what would have otherwise been a somewhat stressful situation. They were great hosts and we cannot recommend them enough!

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.

Sunny Bayview Apts - Walk to everthing!
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

Upper east side apartment
Great space. Very clean and close to Downer Avenue. A walkers paradise.

Vintage Motel Dig | City View | Free Parking | Gym
I would happily stay here again. Close to plenty of things to do, yet tucked away from the hustle & bustle. The space is decorated in a thoughtful way, has excellent linens, and a very comfy bed. Loved having access to the parking space. Definitely recommend!

Palmer House MKE
We enjoyed a lovely stay at Palmer House. It was super convenient to many attractions in MKE, many restaurants, coffee shops and grocers within walking distance…plus easy street parking. The flat is beautifully decorated and comfortable for 2-4 people. I felt we had found a “hidden gem” in the Brewers Hill district. We would definitely recommend.

The Art Loft House
Wow, just wow. This was a beautiful home! We were blown away when we arrived. The decorations and attention to detail were spot in. The location of the home was great, close to restaurants and walkable to coffee shops. Parking was perfect because we traveled with our kids. Thank you, Jenni and David. Highly recommend this home!

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.

MKE#238 -Milwaukee's Best! -Pet Friendly Downtown
We really enjoyed staying here, it’s a very comfortable apartment is a super cool location right near 3rd St Market and a quick walk to Third Ward.

*FREE PARKING*Milwaukee Haven-Modern Central-Brady
This home was exactly as described, centrally located and walkable to many restaurants and bars or an easy ride share to other nearby neighborhoods. The host was experienced and instructions were clear and timely. Highly recommend.

Relaxing 2-bedroom upper unit close to everything
We came to town to visit our daughter and needed a place which could also accommodate our dog. This was the perfect place for our stay! Check-in was easy. Everything was clean. Beds and furniture were all in good shape and working order. We love our coffee and enjoyed the Keurig and provided K-cups! The kitchen had enough cookware we were able to cook a few meals when we chose not to go out. The dog bowls and dog biscuits were a neat touch. When we had a couple of questions, Crystal got back with us quickly. Overall, we had a fantastic experience and would stay here again!
Quick stats about holiday rentals that are pet-friendly in Whitefish Bay
Total rentals
10 properties
Total number of reviews
80 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Local attractions
Klode Park, Big Bay Park and The Bay Restaurant
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- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Kohler-Andrae State Park
- Geneva National Resort & Club
- Illinois Beach State Park
- Racine North Beach
- Bradford Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Pine Hills 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