Dog Walking Jackson Park

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Over 8
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Jackson Park, Find top rated dog walking

Prices are estimates per walk. 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
$20
per walk
5.0 out of 5 stars
• 292 reviews
82 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

“Leandrea always provides stellar service and communication no matter what she does. We had Leandrea stay in our house and used her walking services. Each time she was awesome in both caring for my scared dog and with communication!”

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Eric T.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$18
per walk
5.0 out of 5 stars
• 563 reviews
99 repeat clients
5 years of experience
West allis, WI, 53219

“Sarah was great! Communication was clear and she arrived when asked. She even extended our walk on short notice. Will be booking another walk soon!”

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Amanda K.
Sitter Profile Image: Denise A.
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Denise A.
from
$18
per walk
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: Liz B.
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Liz B.
from
$25
per walk
5.0 out of 5 stars
• 47 reviews
17 repeat clients
12 years of experience
West Allis, WI, 53214

“Liz is the BEST!! Maggie is a very anxious dog, so usually it takes her awhile to warm up to people. Liz immediately recognized this and brought all the right treats to win over Maggie. She usually isn’t food motivated, but for Liz she is! Liz is very responsive and I’ve had no problem (or even worries) about a no show. The report cards I get of Maggie make me so happy and help get me through my day. If you need someone to take care of your dog, reach out to Liz!”

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Austin T.
Sitter Profile Image: Hayley J.
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Hayley J.
from
$16
per walk
2 years of experience
Alverno, Milwaukee, WI, 53221

About: I am a lover of all animals (dogs, cats, snakes, you name it) and have always owned cats. I've regularly dogsat for family members while they're on vacation, but my cat Lily does not get along well with dogs, so I have never had one personally. I am very active and outdoorsy, and would make sure your furbabies remain active and happy while they're being cared for by me. I am comfortable caring for animals who may require a little extra care, as I'm accustomed to administering my family cat Lily with her twice daily medication. I work a part-time service industry job, so I am always available before 3pm on weekdays, and do not tend to work very long shifts on any day of the week other than Saturday. My schedule varies every week, but I would not accept a job for days that I will be working too much. My family cat, Lily, is 17.5 years old with severe hearing loss and a twice daily medication. I regularly medicate her and ensure she is happy and healthy throughout the day, and would do the same with your furbabies.

Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 14 reviews
7 repeat clients
10 years of experience
Bay View, Milwaukee, WI, 53207

About: No kids or pets of my own and a big Jeep means my outdoorsy lifestyle is open and flexible for your fur babies. I'm comfortable with dogs from all walks of life. I have confident experience with reactive dogs and big breeds especially. I'm a part time barista, working mostly evenings, so morning and mid-day walks work best for me. I am available for night walks after work as well, if that works for your schedule. Weekend boarding is best with advance notice, as I occasionally pick up Friday and Saturday shifts at the coffee shop. I live on the second floor with access to a fenced in backyard. Hardwood floors in home. No kids or other pets of my own. I do have houseplants if your dog is sensitive to soils, fungus, or has a history of plant eating. Crating is an option I'm comfortable with if that's what helps your furry friend feel safe, though my ideal set up is to share my whole space and enriching lifestyle with your pup, or to visit them in their home where they're already comfortable. I'm mobile with the Jeep as well, so we don't have to stick to my neighborhood if your dog is reactive and needs some extra space.

Sitter Profile Image: Angie B.
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Angie B.
from
$18
per walk
5.0 out of 5 stars
• 36 reviews
10 repeat clients
30 years of experience
West Allis, WI, 53219

About: My children and I love dogs! I have been around dogs my entire life. I had a dog growing up who I adored. She was part of our family so I do understand how important it is that you feel comfortable with your dog sitter while you are away. I live in West Allis in a 3 bedroom townhouse with a decent size unfenced front yard and several parks in the neighborhood that we go to often. I would love to provide a caring environment for your dog. I offer overnight stays in my home, drop in visits, and dog walking services. I am more than happy to send daily photos, text updates, or phone calls regarding your furry family member's care. Look forward to meeting you and your pet.

Sitter Profile Image: Alexis S.
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Alexis S.
from
$35
per walk
5.0 out of 5 stars
• 14 reviews
4 repeat clients
12 years of experience
Highwood Estates, Milwaukee, WI, 53219

“Alexis does an amazing job taking care of my pup while I’m at work. She spends time playing with him in my back yard and uses the rest of her time to take him for a nice walk!! This has been super easy and makes me feel happy that my dog Willie gets some time to stretch his legs and play while I’m away ❤️❤️❤️”

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Aaron V.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$38
per walk
4.9 out of 5 stars
• 15 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53220

About: My house has 2 cats and 1 little dog. They are all dog friendly for dog boarding. I have had a cat for over 10 years and I have dog sat for family friends for 7 years. I love all animals and lots of them. I love playing with dogs, and taking them for walks. I can drive and have my own car. I have dog sat for many of my co workers and they are all repeat customers. I dog sit them 3 times a year. I don’t do anything for holidays so I am available during the hard to book times. I don’t have many people on here so if you would like one of my references off this site just let me know. Otherwise if you have anymore questions just message me. I work full time in Brookfield and live in Milwaukee. I also do week stays over night at your house. I will try my best to make my schedule fit what your dogs/cats need. I love caring for your pets in your home because I want the time you are gone to be smooth and stress free for your pets. I will so anything you tell me that will help your dog be relaxed and calm when you are gone.

Sitter Profile Image: Samantha W.
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Samantha W.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
20 years of experience
Concordia, Milwaukee, WI, 53208

About: Over 20 years of experience, including elderly dogs and puppies. I love dogs and enjoy walks, park visits, games and couch snuggles. I know how important it is that your fluffy family members are taken care with as much love and stability as possible when you are away. I currently have a 10 month old standard poodle and she is my whole world. I understand how important this job is! I am an artist and work part time at my home studio. My flexible work schedule allows plenty of time for dog walks, park visits, play, attention and engagement throughout the day. I have a fully fenced in yard and a very friendly (well socialized) 10 month old standard poodle who loves having friends to play with. Our home is 4,200 square feet with plenty of space for dogs to play and settle in. We also have the first floor entirely puppy proofed, making it safe for even the youngest of curious explorers.

Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per walk
5.0 out of 5 stars
• 58 reviews
13 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

“Lilyia was so great! She was super responsiva and communicative and took our walk requests on last minute notice.”

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Courtney & Jack J.
Sitter Profile Image: Kaleigh S.
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Kaleigh S.
from
$22
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
5 years of experience
Bay View, Milwaukee, WI, 53207

“Logan and Lola are so excited to see Kale every time! They always come home smiling and tired, and Kale has been awesome at reinforcing our training for Lola.”

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Alicia C.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$16
per walk
5.0 out of 5 stars
• 17 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Kyra A.
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Kyra A.
from
$14
per walk
10 years of experience
West Allis, WI, 53227

About: I've had dogs and cats my whole life, and have spent the last four years taking care of dogs at a doggy daycare where I became an assistant manager! I've become skilled in positive reward based training, applying/giving medication, and reading animal body language. I am very willing to be as flexible and communicative within the restraints of my current job. So my availability changes around quite a bit, feel free to reach out to me regardless of what my calendar availability says so we can see if we can work it out!🐾💛 I have lived in a household of three playful pups, and separately lived in a house of five cats. I understand the maintenance and hard work that may be required to properly care for house pets-they are family!💛

Sitter Profile Image: Trevor G.
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Trevor G.
from
$16
per walk
24 years of experience
Milwaukee, WI, 53220

About: I’ve worked with animals my entire life, growing up with pets to helping neighbors, family, and friends with pets. I have worked in pet stores and vet clinics and lots of pet sitting! I work at a school part time and I am looking for a side hustle that I will enjoy and love during the summer while school is out and even when school is back! I am super open for the next month or two! I make sure all the needs given by the owner is done efficiently and thoroughly as well as giving the love and affection needed for the pet!

Sitter Profile Image: Isabella R.
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Isabella R.
from
$15
per walk
4.6 out of 5 stars
• 16 reviews
2 repeat clients
10 years of experience
West Allis, WI, 53214

About: I have owned dogs and cats my entire life. I also have had the opportunity to own guinea pigs, a rabbit, fish, and lizards. Being around all of these different animals throughout my life allows me to be flexible with your animals. My Labrador used to pull on the leash while walking, so I know how to handle a dog that struggles walking on a leash. My older sisters dog has severe anxiety, therefore I also know how to handle an anxious dog. I will do my best to adapt to your animals quirks to work with them rather than against them. I am extremely comfortable with all animals, and I hope you will be comfortable with me caring for them while you are gone.

Sitter Profile Image: Steven S.
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Steven S.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Walker's Point, Milwaukee, WI, 53204

“Steven was fantastic! As a first-time dog owner, I’ve never left my puppy alone or with anyone else until now, so this was a big step for me. I’m so grateful to have found someone I (and Moose!) trust and feel comfortable with. He took great care of Moose, and it definitely showed - Moose is happy and completely worn out after the day. Thank you for taking such good care of him!”

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Gillian H.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$15
per walk
15 years of experience
West View, Milwaukee, WI, 53227

About: I’ve taken care of all types of animals since I was a young girl! I’ve had many pets of my own of course, but also have cared for my friends and neighbors pets aswell! It included me feeding them, checking up on them, walking them, and pet sitting ! I love working with all types of animals and would love to meet your furry friend! (: I currently have a (mostly) free schedule, and am very flexible with hours and changes etc!! I am able to work any day of the week! I will make sure they are in my line of sight the entire time taking care of them and make sure that they receive everything they are required to have during my visits!

Sitter Profile Image: Edgar J.
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Edgar J.
from
$16
per walk
7 years of experience
Merrill Park, Milwaukee, WI, 53208

About: I have been taking care of dogs for 7 years with backgrounds in daycare, training, and grooming. I can provide some or all of these components to my sessions with your pet. Pet care is a full time routine for me. I’m available and ready to put your fur baby in my schedule! I can be as active as your pet needs or the perfect couch potato partner. I care for the animals and the home based on client needs. I also am K9 & Feline CPR certified. It’s fun to me to try and find the activities and enrichment that best suit the pet and try to give them the best day possible with me.

Sitter Profile Image: Katarina N.
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Katarina N.
from
$16
per walk
4.8 out of 5 stars
• 18 reviews
15 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

“did everything i asked. i had one happy pup”

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Roman P.
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The median cost per walk for dog walking in Jackson Park is $20

Dog parents share their Rover experiences - Jackson Park

1 / 1
5.0 out of 5 stars

Sarah took care of my lovely boy when the city was shut down to celebrate a World Series victory. She is reliable and so good with your most treasured companion <3

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Alicia C.
Dog Walking
5.0 out of 5 stars

I really like Lea! I had been messaging her on and off for a few months bc before our original meet and greet, my dog got injured so we had to delay starting walks together. She said she would follow up with me, and actually did! I’ve had many experiences here where walkers just ghost me or don’t show up to meet and greets. It was refreshing to connect with someone reliable! Normally my dogs get very anxious and pace and pant when meeting new people- not with Lea. They both laid down right away and weren’t anxious at all. I caught the end of one of their walks and Lea was so responsive to my senior dog who had started to slow down— she immediately adjusted her pace to match my dog. It was a small but important detail. She is consistent, reliable, and trustworthy. You can really tell Lea enjoys what she does. She takes the added step of putting time and effort into the relationship with dog parents which is a crucial step, often missed by walkers. I highly recommend booking her for your animal needs. She’s now my primary dog walker! 10/10 ⭐️⭐️⭐️⭐️⭐️

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Jasmine S.
Dog Walking
5.0 out of 5 stars

Excellent communication. Provided very useful information regarding details of the walk for each dog. Wonderful and much appreciated.

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Kevin H.
Dog Walking
5.0 out of 5 stars

Neida is a responsible and flexible dog walker/sitter. She communicates well and is responsive. I know that Josie enjoys having her come.

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Lisa S.
Dog Walking
5.0 out of 5 stars

We had to be away on a trip longer than we wanted to be, but our sweet Willow pup and three cats were in the BEST hands with Mallory. We got such awesome updates with photos and fun summaries of their adventures/walks. This was our second time with Mallory and she put us at such ease being far from home. We are all so blessed for her heart of gold and her priceless time. 🙏

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Jessica D.
Dog Walking
5.0 out of 5 stars

Amy was detailed in her questions and did an excellent job with the Corgis! I look forward to booking her again!

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Jake C.
Dog Walking
5.0 out of 5 stars

Caitlyn is Awsome!! My big pup loves her. You can tell that she has a true love for animals. I would highly recommend her and trust her 100 with my big guy.

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Jen Z.
Dog Walking
5.0 out of 5 stars

Alexis is great to work with. She is professional/punctual & very caring with my dog. Great experience.

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Andrea R.
Dog Walking
5.0 out of 5 stars

Not only was Vanessa amazing with Bella, she was incredibly kind and totally helped me out on a holiday to boot! And last minute! I can't tell you how appreciative I am at how flexible she was. I really appreciate everything she did and I will definitely be booking her again. Thanks, Vanessa!

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Lene D.
Dog Walking
5.0 out of 5 stars

Selena is so amazing! She is super reliable and takes such good care of my puppy. She treats him like her own and he loves her so much. She always send me pictures while they’re out walking and I love to get updates like that. It brings me a lot of peace of mind to know he’s in such good hands when he’s with her.

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Amy N.
Dog Walking
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