House Sitting in Wyrick Park, Milwaukee, WI

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Top rated Wyrick Park house sitters

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Sitter Profile Image: Lily S.
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Lily S.
Star Sitter
from
$85
per night
5.0 out of 5.0 stars
53 reviews
17 repeat clients
25 years of experience
Milwaukee, WI, 53212

Lily was fantastic with my animals! She got sick while I was gone, poor thing, but worked right through it, even cleaned the carpet when one of my babies threw up. I would definitely trust her with my animals and place and will be using her services in the future!

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Heidi A.
Sitter Profile Image: Ivy G.
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Ivy G.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
10 reviews
3 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy took amazing care of my dog. She took her on daily walks and adventures that my dog loved. I would absolutely recommend her:)

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Natalie D.
Sitter Profile Image: Madison F.
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Madison F.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
11 reviews
4 repeat clients
10 years of experience
Shorewood, WI, 53211

Madison was amazing! Our dogs immediately fell In love with her at the meet and greet and she was great with them. Awesome communication with us and I felt confident our pups were safe and sound and well taken care of the whole time. Would absolutely book with her again!

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Frances T.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$28
per night
5.0 out of 5.0 stars
85 reviews
17 repeat clients
17 years of experience
Fox Point, WI, 53217

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

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Vicki W.
Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$57
per night
4.9 out of 5.0 stars
89 reviews
25 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jamila is the Best! Repeat dog walking and in-house sitting and she is consistently great with our now 9year old dog and cat. She is a part of the pack now :)

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Jennifer H.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
47 reviews
15 repeat clients
40 years of experience
Shorewood, WI, 53211

Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!

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payton t.
Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$85
per night
5.0 out of 5.0 stars
56 reviews
17 repeat clients
15 years of experience
Milwaukee, WI, 53223

About: 🐾 Buddy’s Boarding — Where Pets Feel at Home Hi! We're Percy and Darik — two experienced pet lovers offering premium dog boarding from our home in Brown Deer. One of us is home full-time, giving us the flexibility to provide reliable, personalized care for every pup we host. 🐶 Why pet parents love Buddy’s Boarding: • Spacious fenced in yard for play and potty breaks • Flexible pick-up/drop-off times with clear communication • Convenient location — just 10 minutes from I-43 and Hwy 41 • Quiet, dog-friendly neighborhood with sidewalks and green space • Two attentive, dog-experienced sitters under one roof ✨ Our Story Buddy’s Boarding is named after the dog that started it all. At 10 years old, I found Buddy as a stray near my dad’s business and begged my mom to let us keep him. She said yes — and from that moment on, my bond with animals was sealed. That connection still fuels the love and care we give every dog who stays with us. Whether your pup is active and playful or chill and cuddly, we tailor each stay to their needs. Let us know your dog’s routine and preferences — we’re happy to accommodate. We can’t wait to welcome your dog into our home. 🐾 👉 Send us a request to get started — we’d love to meet your pup! Pet care fits seamlessly into our daily routine. My partner Darik works from home as a graphic designer, so there’s always someone present to supervise and care for the dogs. I work part-time as a dog handler in the mornings, which means I bring both experience and structure to our day. Between the two of us, we’re able to give pets plenty of attention, play, and potty breaks throughout the day — with flexibility for early drop-offs, midday walks, and evening wind-downs. It’s a rhythm that’s built around making dogs feel safe, happy, and at home. Safety We prioritize safety by pet-proofing our home, keeping hazardous items out of reach, and supervising pets at all times. Whether it’s backyard play or a leashed walk, we ensure dogs are always in secure, pet-friendly environments. We also tailor safety measures to each dog’s personality, energy level, and needs. Trust Building trust with both pets and their people is at the heart of what we do. We take time to understand each dog’s routine and preferences, and we maintain regular communication with pet parents — sharing updates and photos so they always feel connected and confident in our care. Environment Our home is clean, cozy, and designed with dogs in mind — with plenty of space to move, comfy spots to rest, and loving attention throughout the day. We create a calm, positive environment and adjust our approach to meet each dog where they’re at. If we’re caring for pets in their home, we follow their routine closely to ensure they feel safe, secure, and comfortable in their own space.

Sitter Profile Image: Rachelle P.
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Rachelle P.
from
$28
per night
10 years of experience
Brown Deer, WI, 53223

About: I've grown up with pets ever since I was little. I've been trusted even from young ages to walk, feed, and clean up after dogs. I've never had a bad experience and I'm always willing to encounter any and every kind of dog out there with lots of love and care! I have my own pet at home, had him for 10 years. Even after so long, it's so easy and even fun sometimes to do the little things for your pets like feeding them, walking them, and just making sure you spend some quality time with them! There's never a moment I don't want to be around my pet, or any pet for that matter! I always think the key to good pet care is real love and attention. Watching for what your pets want and giving them it will make them happy. If it's attention, bring on the cuddles! If it's a walk, let's do it! And that goes for pets that aren't mine as well. I always care for them like they're mine, and will pay attention to what they want as well as what their owners know is best too!

Sitter Profile Image: Lenys H.
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Lenys H.
from
$65
per night
4.8 out of 5.0 stars
18 reviews
6 repeat clients
12 years of experience
Brown Deer, WI, 53209

I can’t recommend Lenys enough! She took such great care of my floof while I was away, making sure she was well-fed, comfortable, and had plenty of company. I loved receiving daily updates and adorable photos, which really gave me peace of mind. She even went above and beyond by suggesting and installing a new cat fountain to keep my cat hydrated and happy. On top of that, she made sure any packages delivered during my trip were safely brought in and secured. Truly thoughtful, reliable, and caring, she'll get the job done and more! Definitely booking her again!

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Arvind M.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5.0 stars
15 reviews
3 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

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Lauren S.
Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter
from
$85
per night
4.9 out of 5.0 stars
29 reviews
16 repeat clients
8 years of experience
Bayside, WI, 53217

Katelyn was friendly and easy to communicate with. She sent us updates and pics of our pups every other day while we were on vacation (she also seemed respectful of wanting to let us truly enjoy our time away). The house was left very clean when we returned and our boys were happy and loved!

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Ryan H.
Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$28
per night
5.0 out of 5.0 stars
5 reviews
3 repeat clients
40 years of experience
Fox Point, WI, 53217

Felt very safe knowing she was taking care of dogs.

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Carol L.
Sitter Profile Image: Marilia D.
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Marilia D.
Star Sitter
from
$75
per night
5.0 out of 5.0 stars
70 reviews
22 repeat clients
15 years of experience
Estabrook Park, Milwaukee, WI, 53217

Marilia did a great job staying with our pup and walking , feeding, playing and just being there for him. She spent 3 nights and fleas very responsive and respectful of our home . Was thankful she was available, Will hire again .

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Jennifer R.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5.0 stars
30 reviews
14 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

As always, Keisha did a wonderful job taking care of my fur babies while I was out of town! Came home to happy pets and a clean house after a long day of traveling.

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Kate C.
Sitter Profile Image: Jenn L.
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Jenn L.
from
$50
per night
5.0 out of 5.0 stars
9 reviews
2 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

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Michelle P.
Sitter Profile Image: Tegra R.
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Tegra R.
from
$40
per night
5.0 out of 5.0 stars
49 reviews
16 repeat clients
30 years of experience
Milwaukee, WI, 53223

Tegra was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.

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Bret K.
Sitter Profile Image: Joan P.
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Joan P.
from
$45
per night
5.0 out of 5.0 stars
13 reviews
1 repeat client
20 years of experience
Grantosa, Milwaukee, WI, 53222

Joan stayed for 3 days with my dog Charlie at my house. She was timely, responsive and took excellent care of both my home and my dog. I would absolutely ask Joan to pet/house sit for me again. Charlie is an old guy who can have separation anxiety causing him to pee in the house. Joan did such a great job making him feel safe and happy.

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Jessica R.
Sitter Profile Image: Samantha L.
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Samantha L.
from
$55
per night
5.0 out of 5.0 stars
16 reviews
5 repeat clients
20 years of experience
Milwaukee, WI, 53224

Samantha was a great match for us. She took great care of Millie and was an excellent communicator. She was overnight several nights and and I had no concerns. You can tell Samantha is a dog lover and is kind and patient.

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Kemmy S.
Sitter Profile Image: Jaclyn O.
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Jaclyn O.
from
$50
per night
4.9 out of 5.0 stars
82 reviews
36 repeat clients
25 years of experience
Park Knoll, Milwaukee, WI, 53225

Jax was phenomenal! Our pup can be a handful at times and she handled him so well. She took the time to not only take him out but to play with him and get him tired out. Not to mention our pup absolutely loves her. I will be booking with her again!

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Sami B.
Sitter Profile Image: Jeff G.
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Jeff G.
from
$72
per night
4.9 out of 5.0 stars
53 reviews
14 repeat clients
15 years of experience
Glendale, WI, 53209

Jeff was amazing! We were very nervous about a dog sitter having never used one before. Jeff was great at making us feel comfortable and at ease during our week long trip overseas. The daily updates were greatly appreciated. Our dog can take time to warm up but seemed to like Jeff right away. At a certain point we thought our dog was having a better time than us on our trip. He also made our cats very comfortable. When we got home the place was spotless, going above and beyond to give us a nice home to return to. We will definitely use Jeff in the future for any of our pet sitting needs.

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Matthew H.
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