Dog Walking Jackson Park

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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: Ivanna H.
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Ivanna H.
from
$30
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53215

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Sarah J.
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Sarah J.
from
$18
per walk
5.0 out of 5 stars
532 reviews
96 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: Berenice B.
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Berenice B.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
275 reviews
114 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice has been great stopping in and taking my dog on walks a few times a week. He still pulls on walks and is just overly excited to meet anyone but Berenice has handled it in stride!

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John G.
Sitter Profile Image: Fatima B.
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Fatima B.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
2 years of experience
West Allis, WI, 53214

About: I am a dedicated pet caregiver committed to keeping your furry friend happy, healthy, and safe. I will strictly follow your pet's specific daily feeding and medication schedules to maintain their comforting routine. As an experienced and enthusiastic walker, I ensure they get plenty of exercise, fresh air, and fun outdoor adventures. Your pet will receive attentive, loving care and the absolute highest quality companionship every single day. I am a teacher so my schedule during the weekdays are from 8am-4pm. On the weekends I’m available all day. Feel welcome to send me a message! I will always follow the instructions that the pet owner gives me. Hiring me your pet will always be fed on schedule, enjoy play time, and treats. Every home I visit will be respected and well taken care of.

Sitter Profile Image: Vanessa B.
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Vanessa B.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
83 reviews
31 repeat clients
5 years of experience
Burnham Park, Milwaukee, WI, 53215

Vanessa has been walking my dog regularly for several weeks now and I couldn’t be happier with her help. She’s been very patient and loving with my dog, flexible on the schedule, and provides great walk reports and pictures. Thanks, Vanessa!

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Lily D.
Sitter Profile Image: Leandrea R.
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Leandrea R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
269 reviews
75 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

I have had my sweet little dog for over 15 years. No one has walked her except for family members and the people at doggy daycare. She is also deaf and partially blind. So I was extremely nervous to have somebody else walk her. But this was perfect! Leandrea did a great job with Jolie! She was on time, didn’t mind Jolie dragging her around the condo building several times, and give her kisses. It was wonderful to hear and to see Jolie happy and excited in all the pictures.

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Melissa S.
Sitter Profile Image: Lisa N.
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Lisa N.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
5 reviews
5 repeat clients
35 years of experience
West Allis, WI, 53227

About: I have a way with animals. Pets that don't like people typically tend to be my best friends. I have always loved animals ever since I was little. My goal is to be friends with every animal I meet. You have fun and I will make sure your pet does as well. I work full time in sales, so I am quite flexible. I can typically work my schedule to fit around what I need to do. I am happy to drop in and hung out with your pet while you are away. I love to go for walks, so I will be happy to tire a pet out with some good walk time.

Sitter Profile Image: Neida S.
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Neida S.
from
$15
per walk
1 repeat client
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

About: I’m a reliable and attentive pet sitter. I provide the exercise, affection, and midday relief they deserve. I treat every pet like they’re my own. Currently I’m working part time only on the weekends, so I have all the time during the week to care for your pets! Mornings, afternoons, and nights. My pets live the best life in my home! In your home trust me I will care for them as my own. I will follow whatever instructions you give me.

Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
72 reviews
23 repeat clients
30 years of experience
GREENFIELD, WI, 53220

Mary has been so helpful and supportive the last two weeks. I had a couple of deaths in my family and Mary was able to walk my dog and check in on her when I had to fly home for a funeral. She’s so sweet and thoughtful and it was so great to know my pup was being so well taken care of! She’s the best ❤️

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Linnea S.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$16
per walk
5.0 out of 5 stars
42 reviews
10 repeat clients
10 years of experience
West Allis, WI, 53219

Amanda was so quick to reply and helped me out last minute. She did a great job dealing with our stubborn but sweet dog!

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Julia L.
Sitter Profile Image: Mars S.
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Mars S.
from
$10
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
19 years of experience
West Milwaukee, WI, 53214

About: I do part time senior Care and some of my clients have animals I find it very important that they are well taken care of and happy as they bring a lot of comfort to my clients when I'm away This means plenty of walks up and down hills going out and sitting on the grass at live music shows and tons of interactions with other dogs while we shop for groceries downtown Food schedules almost go hand in hand when Im meal prepping for my human clients We've invented a few new games with my one clients and her lab misty Her favorite being the wagon tire I attacted to a bind of cordage and a spring up in a tree limb misty loves to jump and snatch the tire while it bounces around Well I love to work out throughout the week and on weekends I would normally go for small hikes woth my friend but she has developed a respiratory issue and can no longer do so I find it would be amazing to get some energy out with so eager to run and play dogs I monitor a lot of potential puppy problems as I call them after all big dogs share a lot in common with toddlers you have to make sure that they arnt biting scratching chewing or marking any beloved items or areas in the house Getting sufficient exercise helps stimulate the dog's and corner these bad behaviors Plenty of treats and positive reinforcement goes a long way as well

Sitter Profile Image: Kimberly P.
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Kimberly P.
from
$16
per walk
6 years of experience
West Milwaukee, WI, 53214

About: I’ve cared for dogs for friends and family over the years and currently care for my own Siberian Husky, so I’m comfortable with dogs of different sizes and energy levels. I understand the importance of sticking to routines, providing plenty of exercise, and making sure every pet feels safe and comfortable. Whether your dog needs a long walk, playtime, feeding, medication reminders, or just lots of love and attention, I’ll care for them as if they were my own. I’m reliable, communicative, and happy to send photo updates during every visit. I have a flexible schedule on weekends and I work during week days but will do my best to accommodate each pet owner’s needs! Whether your dog needs a walk, a drop-in visit, or overnight care, I’ll make sure they receive plenty of attention, exercise, and affection. I’m currently not offering boarding in my own home but if it’s the right situation I can possibly make it work! I understand how important consistency is for pets, and I’ll do my best to stick to their normal routine so they feel comfortable while you’re away. I’m also happy to provide regular photo and text updates for peace of mind. Your pet’s safety, comfort, and happiness are always my top priorities. I take the time to learn each dog’s routine, personality, and any special instructions before every visit. As the owner of an energetic Siberian Husky, I’m comfortable caring for large, active breeds and understand the patience and attention they require. I’ll treat both your pet and your home with the same care and respect I would my own, ensuring your dog feels safe, loved, and well cared for. While I primarily offer walks, drop-in visits, and in-home pet sitting, I’m also open to boarding on a case-by-case basis if it’s a good fit for both your pet and mine.

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 love, as my family cat Lily is a senior girl who requires 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: Alexis G.
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Alexis G.
from
$18
per walk
5.0 out of 5 stars
12 reviews
8 repeat clients
6 years of experience
Greenfield, WI, 53221

Alexis was very accommodating right from the beginning! Not only was she able to fit me in the same week while meeting my dog prior, but she made sure to let me know when she was arriving to my apartment along with sending a picture at the end. I would definitely recommend and plan to use her again!

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Joan B.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
122 reviews
32 repeat clients
30 years of experience
Bay View, Milwaukee, WI, 53207

Angela took such good care of our boys! She was on time, a great communicator and sent awesome photos! Would highly recommend her for your pet’s care needs!

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Lindsey M.
Sitter Profile Image: Jordan T.
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Jordan T.
from
$16
per walk
22 years of experience
Greenfield, WI, 53221

About: I’ve lived with cats and dogs of many different breeds, and loved them all. Let me help out with your pet and they’ll probably like me too! Currently I have sporadic trips planned until I start classes at the end of August, then my availability will greatly differ but I’m not sure of the exact hours. I can’t care for pets in my home due to one of my cats being very unfriendly, but I will take great care in your home if necessary!

Sitter Profile Image: Cordell A.
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Cordell A.
from
$20
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Milwaukee, WI, 53215

About: Growing up my family always had dogs and pets. Since moving to Somers I haven’t taken on any pets of my own, but I occasionally dog sit for my friends and family! Your dogs will feel so loved around me they won’t want to leave! I work remotely during the day so I’ll have plenty of time to hangout with your pets! I also bartend a few nights out of the week, but during that time my better half will be home so your pets will never be alone! I currently have a spacious, 1 br apartment. I live close to petrifying springs park so me and your doggo will have access to multiple walking trails!

Sitter Profile Image: Julie T.
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Julie T.
from
$19
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
6 years of experience
Greendale, WI, 53129

Julie was great with my elderly dog! She was kind and personable and always cheerful! I appreciated her taking such good care of Rogue and walking her in treacherous conditions like ice and snow! I’d definitely recommend her and use her services again :)

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Brennan F.
Sitter Profile Image: Liz B.
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Liz B.
from
$25
per walk
5.0 out of 5 stars
46 reviews
17 repeat clients
12 years of experience
West Allis, WI, 53214

Liz is a great communicator and it was clear the first time we met that she knows a lot about dogs. Liz has been great so far with our pup and are glad Liz now is a regular part of our schedule!

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Nicole S.
Sitter Profile Image: Ashling I.
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Ashling I.
from
$22
per walk
1 repeat client
25 years of experience
Root Creek, Milwaukee, WI, 53220

About: Hi, I’m Ashling! Animals have been a central part of my life for as long as I can remember. I grew up with a Soft Coated Wheaten Terrier, spent my teenage years as the go-to neighborhood babysitter and pet sitter, and today, I’m a proud pet parent to two wonderful Wheatens of my own. ​Because of my personal experience with dogs of all backgrounds, I understand that every animal is unique. My philosophy is to always meet animals where they are at—building trust at their pace while providing a safe, confident, and structured environment. I'm currently accepting weekday appointments for now and will accept some overnights and weekends. I have a flexible schedule at this point and will be able to care for pets multiple times throughout the day and night. I will treat your home and your pets with the utmost respect and try to follow the schedule and routine to make sure your pet is comfortable in their home while you're away. Their safety and comfort is my highest priority.

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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

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5.0 out of 5 stars

Neida came promptly for her dog walk with Josie. She provided pictures and a note about about how the visit went. I look forward to her xo tuning to come on a regular basis.

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Lisa S.
Dog Walking
5.0 out of 5 stars

So very happy we found Amy! She’s so reliable and our dog loves having her come and take her for a walk. Being an older dog she is quite particular so we are happy she readily goes with her. Highly recommend asking Amy to help with your pet!

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Margaret M.
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

Lea is awesome. She is very responsive and takes great care of our puppy. He loves her! Would recommend!

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Tori M.
Dog Walking
5.0 out of 5 stars

Sarah is phenomenal and takes such great care of my little man!! Love knowing she is with him during the day and getting his walkies in!

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Michelle D.
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

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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