Pet Sitting Jackson Park

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Over 6
pet parents in Jackson Park have booked pet sitting

Jackson Park, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Leandrea R.
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Leandrea R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 292 reviews
82 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

“Leandrea was lovely to work with. She followed instructions well and had excellent communication. My cat was very calm after I returned from my week long trip, which tells me he was well cared for. Thank you so much, Leandea!”

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Raechel R.
Sitter Profile Image: Stephany N.
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Stephany N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Milwaukee, WI, 53219

About: Providing reliable, professional care for your pet (DBA Pawtastic Pet Sitting)--we appreciate any feedback & reviews en lieu of tips *Schedule availability update: Walks & drop-ins: Mon-Fri anytime after 3:30pm - Midnight Sat-Sun 24 hour availability Boarding: Drop offs/pick ups Mon-Fri before 6:30 am or after 3:30 pm Sat-Sun anytime My availability has changed for the holiday season. Thank you for understanding! I offer dog walking and house sitting services in your home or overnight boarding. If your dog has special care needs I can accommodate one dog at a time for a more comfortable stay. Free Meet & Greet with all new clients so we can review your dog's routine, go over your expectations, and decide if I am a good fit for you. You'll receive regular photo updates throughout your pet's stay. Please reach out with any questions! I am available for services throughout the week and on the weekends part-time with some flexibility depending on the dates. I can accommodate longer stays based on circumstances and care requirements, happy to discuss further! I will follow the owner's guidelines and treat your house and pets with respect. I use a common sense approach to safety and will stay vigilante when spending time with your loved one. I believe in clear communication and am happy to update you as much as needed. Thank you allowing me to help relieve some of the petcare duties for your dog or cat. My personal goal is to keep your pet comfortable and happy while you are away!

Sitter Profile Image: Vanessa B.
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Vanessa B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 84 reviews
31 repeat clients
5 years of experience
Burnham Park, Milwaukee, WI, 53215

“Vanessa is always amazing. Our English Bulldog is old and needs a patient and caring person to look after him. Vanessa is out go-to for that reason. She is the best.”

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Brandie C.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$25
per visit
5.0 out of 5 stars
• 561 reviews
99 repeat clients
5 years of experience
West allis, WI, 53219

“Sarah has become part of our family. She's an awesome communicator and is so good with my dog who has anxiety issues among other things. He just loves her, and she makes him feel safe and happy. On her own she introduced him to doggy puzzles which I hadn't thought of.”

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Cheryl H.
Sitter Profile Image: Courtney B.
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Courtney B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 82 reviews
12 repeat clients
38 years of experience
St Francis, WI, 53235

“Courtney was FANTASTIC with my puppy Ivy! Not only did she go above and beyond with her care of my pup, but she communicated with me about my own wants/ needs with training and the well being of Ivy. We hope to continue to use Courtney as long as she will let us! Thanks Courtney! ☺️”

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Jenna P.
Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 304 reviews
122 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice had great communication and was able to take a last minute l booking. She was also able to adjust the time she came. We appreciated her flexibility and attentiveness!”

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Sonia G.
Sitter Profile Image: Mary C.
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Mary C.
from
$18
per visit
5.0 out of 5 stars
• 75 reviews
24 repeat clients
30 years of experience
GREENFIELD, WI, 53220

“Mary is amazing! My pup is my everything and he is in the best care with Mary. She gives a great update with how the visits go! We are beyond lucky to have her in our life!!”

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Lindsay P.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$20
per visit
5.0 out of 5 stars
• 65 reviews
20 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

“Lacey was amazing with our cats and took great care of them while we were away for a long weekend!! We will for sure be booking her in the future on another trip ?”

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Hannah H.
Sitter Profile Image: Angie B.
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Angie B.
from
$20
per visit
5.0 out of 5 stars
• 36 reviews
10 repeat clients
30 years of experience
West Allis, WI, 53219

“Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!”

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Becky D.
Sitter Profile Image: Jess V.
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Jess V.
from
$15
per visit
5.0 out of 5 stars
• 17 reviews
2 repeat clients
15 years of experience
Euclid Park, Milwaukee, WI, 53227

“Jess was great! Even my scaredy cat came out for her. She was communicative and very nice. I will definitely try to book her for my future needs!”

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Lizza B.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$38
per visit
4.9 out of 5 stars
• 15 reviews
4 repeat clients
13 years of experience
White Manor, Milwaukee, WI, 53219

“Samantha was great with our dogs! She arrived on time, and was kind and helpful with their first-time nerves”

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Courtney B.
Sitter Profile Image: Denise A.
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Denise A.
from
$20
per visit
40 years of experience
Milwaukee, WI, 53215

About: I work primarily from home, outside of home for just a few hours a couple days a week. I love, love love dogs! have two fur babies right now, 11 years old and quite friendly. They have a mild temperament and enjoy playing with other dogs although they have slowed down in the past few years. I've had dogs my entire life with my first dog was given to me by my father when I was 3 years old and I can't recall a long span of time where I didn't have a dog. That is except a 4 year period after my fur baby Misha passed away 20 years ago. I play with my girls daily, give them massages, brush them and just make sure they get enough attention throughout the day. We go for short walks also...they are small so they don't make it too far without tiring out. They do enjoy the dog parks occasionally.

Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 126 reviews
46 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Ashlee was great at communicating and went above and beyond for my large dog with medical needs. She was able to assist him outside using a sling and adhere to his physical restrictions post surgery.”

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Jamie L.
Sitter Profile Image: Melissa V.
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Melissa V.
from
$15
per visit
27 years of experience
Bay View, Milwaukee, WI, 53207

About: I have over 27 years of personal dog care experience, looking to help those in the community that need their best friends walked and cared for. My soulmate Olaf crossed the rainbow bridge May 2026 and I am looking to utilize my energy to help those in the community care for their dogs. I live with two Dachshund mixes that aren't much of walkers themselves, so I'd love to walk with some dogs that appreciate time outdoors. In that 27 years, I have experience with multiple breeds including "bully" breeds and small dogs. I have worked with numerous types of dog breeds and sizes, and personalities, and I open to work with any dog that needs that special care while you are out. I have experience with different harness and leash types, as well as environments for taking your dog on a stroll (city, country, downtown, etc). I practice patience with each new dog for them to get to know and trust me, while adding some fun and extra pats into the mix. I have a fairly set work schedule though can be available any evening of the week with proper notice. I am open to discuss availability to help care for your dog and get them the care they need while you are taking care of others things. For dog walking services and drop-ins, it will be best for me to come to your home to care for them to best accommodate you and your dog's needs.

Sitter Profile Image: Maria R.
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Maria R.
from
$50
per visit
5.0 out of 5 stars
• 10 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53215

About: I had dogs and cats of my own throughout my life and I love to care for them as if they are my own with lots of attention . I’m always home and could care for your pet, with frequent potty breaks, play with them , and take them for walks. They will love to be in my home with lots of love and attention . I will never leave your dog or cat unattended, I will always have them next to me when I take them outside to play or potty.

Sitter Profile Image: Emily M.
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Emily M.
from
$50
per visit
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

“Emily is great with Scout! Scout is a bit of a difficult dog due to temperament and physical disability, but Emily handles her well, and Scout loves her!”

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Caitlin A.
Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per visit
5.0 out of 5 stars
• 36 reviews
14 repeat clients
10 years of experience
West Allis, WI, 53214

“Thanks”

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Greg W.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 228 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“Jessica did has looked after our cat a few times and always has done a great job. She always provides great updates and lots of photos and does a great job engaging with our shy kitty”

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Aidan D.
Sitter Profile Image: Hailey I.
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Hailey I.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 59 reviews
10 repeat clients
10 years of experience
Mitchell West, New Berlin, WI, 53151

“Hailey did such an amazing job with our cat! She sent a thorough and thoughtful update with tons of pictures and showed our girl was not just checked on but cared for. Highly recommend!”

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Bo A.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
• 6 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Emma is the best! There’s honestly only positive things I could say, she is so easy to communicate with and the genuine care for my dog she has is obvious! Ive felt comfortable leaving her in the hands of my dog and home every time she’s come over which in my opinion is the biggest complement! Me and Journey are so glad to have you there when I can’t be, see you soon and thank you always Emma!!”

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Hope B.
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The median cost per visit for pet sitting in Jackson Park is $20

Pet parents share their Rover experiences - Jackson Park

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5.0 out of 5 stars

Once again, Mallory is so wonderful and makes our trip even more enjoyable knowing our babies are in good hands with her. Thank you so much Mallory!!

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Jenna H.
Drop-In Visits
5.0 out of 5 stars

Leandrea was able to accommodate a last minute request. She was professional and on time. She provided a recap and photos after she finished the visit! I would recommend her to others looking for a trusted sitter to give your pup a mid-day break!

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Ali F.
Drop-In Visits
5.0 out of 5 stars

THANK YOU SO MUCH!! I came home very late last night to a very happy, kitty. He means so much to me and your loving care really shows!

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Matthew Q.
Drop-In Visits
5.0 out of 5 stars

Rachael was a wonderful with my high anxiety dog. She knew exactly how to get her trust and the visits went well. Brinley looked happy in the pictures she sent me and that gave me peace of mind during our day trip. I highly recommend Rachael!

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Wendy B.
Drop-In Visits
5.0 out of 5 stars

Stephany was a lifesaver during my six-week trip abroad. She walked Cloud every morning, played with him, and kept in touch beyond the app updates with texts and videos, so I always knew how he was doing. When a cyst between his toes flared up, she carefully followed my care instructions, took him to the vet when it didn't improve, and managed his medication exactly as prescribed. Reliable, caring, and a fantastic communicator. Highly recommend!

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Egle L.
Drop-In Visits
5.0 out of 5 stars

Mary was great while I was out of state. I have 1 finicky cat and 1 territorial and aggressive cat. She was patient and attentive to both and I felt (and saw) that they were in great hands. Communication was awesome! Instructions were followed 100%. I would definitely rebook.

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Tina P.
Drop-In Visits
5.0 out of 5 stars

Neida was so considerate and communicative for my dog and spent extra time making him more comfortable during her drop ins. Love her!

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Daphne
Drop-In Visits
5.0 out of 5 stars

Maiah has been a pleasure to have as a drop in cat sitter on multiple occasions. She is a trusted go to whenever I have been in need, especially on an emergent/last-minute basis

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Dana S.
Drop-In Visits
5.0 out of 5 stars

Vanessa was AMAZING to have to watch my cat Dexter, while I was out of the country for 2 weeks. He tends to not come out for people he doesn’t know and he came out the very first day and everyday after that, which is a huge things for him. Getting the daily food, water, bowel updates with photos of him made me feel a lot more at ease with leaving him. I highly recommend her for anyone’s pet needs, I will be using her again in the future!

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Shawna R.
Drop-In Visits
5.0 out of 5 stars

Michele did an outstanding job with our senior dog and provided multiple updates on him while we were gone. She also agreed to meeting him beforehand and learn his preferences. Will definitely use her again!

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Veronica Z.
Drop-In Visits
5.0 out of 5 stars

Great sitter! Very attuned to both me and my dogs needs, asks thoughtful questions, and goes above and beyond. Will definitely hire again.

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Shawn M.
Drop-In Visits
5.0 out of 5 stars

Rebooked with Keisha for a couple of drop in visits with our dog! She was wonderful as always and we appreciate her so much!

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Riely J.
Drop-In Visits
5.0 out of 5 stars

Amanda always does such an amazing job with Gwar! She is timely, follows instructions and my cat absolutely adores her. I will always book with her when she’s available!

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Danielle N.
Drop-In Visits
5.0 out of 5 stars

Liz is always my top choice for taking care of my boys, whether for one night or a long vacation. Great communication and she truly cares about the kitties.

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Rebecca R.
Drop-In Visits
5.0 out of 5 stars

Amazing as always. She takes good care of my cats and always sends cute pics. She has no problem doing a bit weird instructions for my cat that has severe allergies.

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Jennifer S.
Drop-In Visits
5.0 out of 5 stars

Have nothing but great things to say about Katherine. All of our pets love her! Great with communication.

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Todd S.
Drop-In Visits
5.0 out of 5 stars

Kristine took great care of my cat while I was away! Multiple pictures and updates with every visit were much appreciated, since my cat is older and very wary of new people. Thanks for the care and would not hesitate to book again!

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Kristen L.
Drop-In Visits
5.0 out of 5 stars

This chick is phenomenal! She has a great personality and is very engaged with animals. My German shepherd loves her and even gets to play in the water with her. Her communication skills are stellar. I received live updates and photos while at work. If you want someone reliable and dedicated to your fur babies, she is it. I HIGHLY recommend her! <3

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Katrina B.
Drop-In Visits
5.0 out of 5 stars

Another great drop in day with Sarah! Spent time playing and being outside. Came home to a happy pup!

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Jenna Z.
Drop-In Visits
5.0 out of 5 stars

Alexis and her husband were both so great with our animals and went out of their way to help clean up our dog after he finished playing in our yard during the mud season. I would highly recommend Alexis for your next rover booking!

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Victoria K.
Drop-In Visits
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