Dog Walking Upper East Side

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 36
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Upper East Side, 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: Emily Z.
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Emily Z.
from
$25
per walk
5.0 out of 5 stars
• 69 reviews
28 repeat clients
20 years of experience
Milwaukee, WI, 53211

“Emily came through for me last minute to walk my two dogs this week! She was responsive and provided nice updates. Would highly recommend her. Thank you Emily!”

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Savannah T.
Sitter Profile Image: Miriah P.
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Miriah P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 40 reviews
11 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

“Miriah was great. We weren’t home and Miriah texted me when she arrived, during the walk, info about feeding Louie, etc. I felt very confident that our dog was well taken care of.”

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Vicki H.
Sitter Profile Image: Robert E.
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Robert E.
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Northpoint, Milwaukee, WI, 53211

“Robert was great! He was easy to work with, communicative, and understood directions clearly. He even helped clean up after my pup! I would definitely recommend him and will book with him again!”

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Andi G.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 382 reviews
117 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“Travis did a very good job walking my dog Mikah while I was away. He is very friendly and my dog warmed up to him instantly. He was very persistent with the report cards and sending photos. Definitely would work with him again and recommend!”

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Shari S.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$20
per walk
4.8 out of 5 stars
• 26 reviews
11 repeat clients
24 years of experience
Milwaukee, WI, 53211

About: Pet Care Experience: I’ve had dogs my whole life and have extensive hands-on experience caring for dogs of all sizes, breeds, and ages. In addition to caring for my own pets, I have provided pet care for friends and family for several years and have experience through Rover providing walks, drop-ins, and house sitting. I also have professional veterinary experience as a certified ER veterinary technician, where I’ve gained hands-on experience caring for animals in a medical setting. I’m comfortable with feeding, walking, bathing, ear cleaning, administering medications as directed, and providing attentive general care. I have experience caring for senior dogs and dogs with mobility challenges, including providing support when walking or going to the bathroom. I’m also comfortable following individualized care instructions for pets with additional needs. When an owner provides appropriate instructions for their particular pet, I’m comfortable assisting with tasks such as bandage changes or injections. While dogs are my primary area of experience, I’ve also cared for numerous cats through drop-ins and house sitting. I’m comfortable with feeding, playtime, litter box care, and cleaning up whatever messes they may leave behind. Above all, I treat every pet with patience, compassion, and the same care I would want for my own pets. Schedule: I’m currently attending school full-time, and pet sitting through Rover is my only job. During the school week, I spend my days near UW–Milwaukee and offer dog walking in the UWM/Shorewood area during the day and into the early evening. I’m also available for house sitting in the UWM/Shorewood area, including longer stays, and can continue attending classes while caring for your pets. On weekends, I’m based in Hartford and offer drop-in visits there. I keep my Rover calendar up to date so my availability is always accurate. Hartford-area clients: Drop-in visits can also include a walk! If your dog needs a walk rather than feeding or playtime, just let me know how you’d like the 30- or 60-minute visit used. Safety and Trust: My experience caring for dogs and cats, along with my professional veterinary experience, has taught me how important it is to understand each pet as an individual. During the meet and greet, I take the time to learn your pet’s routine, personality, needs, and any special instructions so I can provide care that is safe, comfortable, and consistent with what they’re used to. My veterinary experience also gives me a valuable ability to recognize subtle changes in a pet’s behavior, appetite, energy level, mobility, or bathroom habits that could signal that something isn’t quite right. I know that pets, especially cats, can sometimes hide signs that they aren’t feeling well, so I pay close attention to changes from their normal behavior and will communicate promptly with you if I notice anything concerning. I believe meet and greets are extremely important, so I’m always happy to find a time to meet with pet parents before a booking. This gives you the opportunity to meet me, see how I interact with your pet(s), ask any questions or address concerns, and go over important details in person. During both house sittings and drop-ins, I provide plenty of updates, pictures, and information so you can feel confident that your pets are safe, happy, and well cared for while you’re away.

Sitter Profile Image: gabi r.
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gabi r.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53211

“Needed someone to look after my dog while I was working during the holidays and Gabi did a great job at looking after him and sending updates. Would absolutely recommend and book again!”

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Camille P.
Sitter Profile Image: Kalina M.
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Kalina M.
from
$19
per walk
1 repeat client
8 years of experience
Upper East Side, milwaukee, WI, 53211

“We ❤️ Kalina! She is super responsive, flexible with timing, and so caring and thoughtful. She also takes the cutest pics of my girl Korra!”

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Elle R.
Sitter Profile Image: Jenna P.
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Jenna P.
from
$22
per walk
5.0 out of 5 stars
• 55 reviews
9 repeat clients
12 years of experience
Riverwest, Milwaukee, WI, 53212

“Jenna is fantastic! She's responsive and willing to help with special requests. We are so grateful she can help our pup get outside for a walk once a week. Highly recommend!”

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Elissa S.
Sitter Profile Image: Amelia H.
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Amelia H.
from
$17
per walk
10 years of experience
Upper East Side, Milwaukee, WI, 53211

About: I have taken care of animals all my life. I have experience with cats, dogs, birds, and reptiles. Everyone I work with is guaranteed to be satisfied and well taken care of. My passion for taking care of animals goes beyond making sure their basic needs are met. My 7+ years of volunteer work at cat shelters and 10+ years of pet sitting are perfect for any kind of pet regardless of their needs. I am currently a full time student, so in between classes, I am able to stop by and take care of your critters. I have two cats of my own and understand the importance of routine. I am flexible and caring when it comes to taking care of your furry family. I always let the dog or cat drive the interaction. I am safe, friendly, and patient when entering a home or approaching a new situation. I always come prepared.

Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$15
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Northpoint, Milwaukee, WI, 53211

“Ben is great with Evie and thus far really reliable and friendly. So far just perfect !!”

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Nancy B.
Sitter Profile Image: Malissa N.
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Malissa N.
from
$25
per walk
5.0 out of 5 stars
• 56 reviews
22 repeat clients
8 years of experience
Upper East Side, Milwaukee, WI, 53211

About: I am a huge lover of all animals and have had several pets growing up, but mostly dogs. I have taken care of my childhood dog (black lab) for 10 years which included walking, feeding, grooming, playing, and socializing with other humans/animals. Also, I have taken care of multiple friend’s dogs while they were away from home. Usually, when my friends go on vacation I'm the first person they call to provide my services. I have been told by others that I have a calm demeanor which pairs well with all animals. While you’re away your furry friend will be well loved in the comfort of your home and will continue to stay on their normal schedule or routine as I can accommodate most! I do have a full time job that is hybrid. I go into the office Monday mornings and Tuesday afternoons and home from Wednesday-Friday. I am able to work at owners homes if they have a work from home set up for me. I care for my clients pets in their homes where they are most comfortable and fulfill all the duties I am given for each unique dog. I will make sure they receive the normal care they are used to getting from their owners. I do have a full time job that is hybrid. I go into the office Monday mornings and Tuesday afternoons and home from Wednesday-Friday. I am able to work at owners homes if they have a work from home set up for me. I care for my clients pets in their homes with given instructions for each animal. They will receive the normal care they are usually given by their owners.

Sitter Profile Image: Hannah L.
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Hannah L.
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Harambee, Milwaukee, WI, 53212

About: Hi! I’m Hannah and I’m an animal lover who understands that pets are family. While I don’t have pets of my own, one of the reasons I love pet sitting is that I get to enjoy spoiling them and spending quality time with them! I’m happy to provide walks, playtime, feeding, cuddles, and plenty of love while you’re away. My goal is to make your pets feel safe, comfortable, and cared for while keeping them on their normal routine and in an environment where they feel at ease. I’ve been pet sitting for family members for the past 10 years and also spent some time dog walking during college. I’m now looking to take on some additional opportunities to spend time with and care for other pet families in my community. I’m dependable, attentive, and will treat your furry family members with the same care and attention I’d want for my own! I currently work a hybrid full time job, I am home 3 days a week and in office 2. Those days are flexible from week to week which allows me to be flexible with the schedule of your pets! I understand how important it is to feel comfortable and confident when inviting someone into your home to care for your pets. I treat every home with the same care and respect I would my own, and I take the responsibility of caring for your pets very seriously. I’ll follow your instructions and your pet’s normal routine as closely as possible, including feeding schedules, walks, medications (if needed), and any household guidelines you provide. Your pet’s safety and comfort are always my top priorities. I’m attentive to their behavior and surroundings and will make sure doors, gates, and other areas are secure to help prevent any escapes or accidents. I’ll also keep you updated while you’re away so you can have peace of mind knowing your pets are happy, safe, and being well cared for. My goal is to leave your home just as I found it while giving your pets plenty of love and attention!

Sitter Profile Image: Richard R.
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Richard R.
from
$20
per walk
12 years of experience
Milwaukee, WI, 53211

About: I have been the primary walker/caretaker for my childhood dog’s entire 12-year life. Her name is Stella and she is a sassy rat terrier, so I have plenty of experience with energetic breeds. I have also occasionally cared for the pets of neighbors and family, including my uncle’s 4 Tibetan mastiffs. I have a very flexible schedule as I am currently studying from home for the Bar. I am a recent college grad with a wide open schedule. I plan on moving to Milwaukee in June, so until then I am seeking gig work while I live with my parents in Lake county I will cherish your pets and shower them with affection when they are under my care. Unfortunately, I cannot host pets in my home as I live with my parents.

Sitter Profile Image: Ixzel R.
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Ixzel R.
from
$14
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
7 years of experience
Milwaukee, WI, 53212

About: What sets me apart is both my personal and professional experience caring for animals of all ages, sizes, and personalities. I’ve grown up around dogs my entire life and currently work at Dogtopia, where I care for and supervise dogs daily. This has helped me become patient, attentive, and comfortable working with different temperaments and energy levels. I also have experience with both senior dogs and puppies. My senior dog, Otis, had arthritis, so I learned how important patience, comfort, and attentive care are for older pets. I also helped raise and train our pug puppy with basic training, routines, and socialization. Because of these experiences, I understand that every pet has different needs depending on their age and personality, and I always try to make pets feel safe, active, and cared for like they’re my own.⭐️😊 Pet care is already a big part of my daily routine. I work at Dogtopia, where I help maintain a safe, clean, and fun environment for dogs of all sizes and personalities. 🐾 My job has taught me the importance of paying close attention to dogs’ behavior, safety, and overall well-being throughout the day. When I’m home, I also spend a lot of time caring for my own dog. I enjoy taking him on long walks by the lake, staying active with him through runs and playtime, and making sure he gets plenty of attention, exercise, and care every day.🦮🏃‍♀️❤️ When caring for pets in my home or a client’s home, I always prioritize safety, comfort, and keeping pets on their normal routine as much as possible. I make sure the environment is clean and secure by checking doors, gates, food, and anything that could be unsafe or easily gotten into by curious pets.🤗 I also pay close attention to each pet’s behavior, energy level, and individual needs to help them feel comfortable and stress-free while their owner is away. Whether it’s feeding, walks, playtime, medication reminders, or simply giving them attention and companionship, I always try to make pets feel safe, cared for, and at home.

Sitter Profile Image: Cate M.
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Cate M.
from
$20
per walk
21 years of experience
Northpoint, Milwaukee, WI, 53202

About: I am excited to offer dedicated dog walking and personalized in-home sitting tailored to your pet's specific personality. My goal is to maintain the comfort of their home environment while providing the physical and mental stimulation they need. A typical visit or walk includes: Structured Exercise: Brisk walks or backyard fetch to burn off energy. Mental Enrichment: Basic command reinforcement and puzzle toy play. Safety First: Leash safety, checking water bowls, and ensuring your home is secure. Personalized Attention: Brushing, belly rubs, and companionship for those who just want a friend nearby. I have been surrounded by dogs literally since the day I was born, giving me a natural "dog intuition" when it comes to reading body language and moods. Currently, I am raising my own puppy, which has given me specialized, hands-on experience with the "hard stuff": potty training, teething, high-energy management, and the patience required for consistent training. Whether your pet is a senior who needs a gentle touch or a rambunctious puppy still learning their manners, I have the experience to handle both ends of the spectrum with ease. As a student at SCAD, my schedule is predictable and fits perfectly with pet care. I am not a 9-5 office worker; instead, I use the breaks between my classes to check in on my furry clients, ensuring they aren't left alone for long periods. I am primarily available for early morning walks, midday drop-ins, and overnight house sitting. When I’m house sitting, I treat your home with the same respect I treat my own. Since I’m often working on my creative projects, I am the perfect "passive companion" for pets who thrive on having someone in the room. You can expect frequent photo updates and open communication so you can have total peace of mind while you're away. As a SCAD student, my schedule is consistent and easy to plan around. I’m available for morning and evening walks, and I strategically use the breaks between my classes to check in on your pets. When I’m house sitting, I treat your home with the utmost respect. My own experience raising a puppy has made me highly disciplined with routines; I ensure your dog gets their exercise, feedings, and plenty of one-on-one attention exactly when they expect it. Whether I’m dropping in for a quick walk or staying the night, your pet’s safety and happiness are my top priorities! In Your Home: Safety is my top priority. Having a puppy of my own, I am hyper-aware of 'pet-proofing'. keeping chewable hazards, toxic plants, and small objects out of reach. I am a firm believer in the 'Double-Door' rule and always ensure gates or doors are secure before unleashing a pet. During walks, I am vigilant about surroundings, keeping a firm grip on the leash and avoiding interactions with unknown dogs to ensure a stress-free experience." Building Trust: I understand that your home is your sanctuary. I pride myself on being respectful, clean, and communicative. I provide detailed photo and text updates after every walk or check-in so you never have to wonder how your pet is doing. As a SCAD student, I am used to following strict schedules, so you can trust that feedings, medications, and potty breaks will happen exactly on time.

Sitter Profile Image: Sarah S.
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Sarah S.
from
$15
per walk
15 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I've had animals my whole life. From fish to frogs. Dogs ranging from a Corgi to a Rottweiler. Once had 6 cats and 3 dogs. I currently have a 15yr old hound mix who is half blind and deaf. I am no stranger to medicine and little accidents I work full time Monday through Friday but I have every weekend and evening off! Looking to spend time with any furry friend. I feel as though a walk after a work day is healing. I am an early riser or a night owl. I will walk any distance because I love hiking. Me and your fur baby will go on multiple adventures.

Sitter Profile Image: Diana M.
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Diana M.
from
$16
per walk
5 years of experience
Milwaukee, WI, 53202

About: I love all pets, big and small! I’ve pet sat for family and friends (from puppies to tripod cats) over the last few years. I don’t have any pets of my own so I always enjoy meeting new dogs/cats :) I work 9-5 (mon-friday) and typically work from home once a week. I’m available when I wfh, weeknights and weekends! Would love to use some of my free time to take care of your pets. For overnight stays, I’m available to stay at your house. I know every pet has their own personality, routine and quirks - I do my best to stick to what makes them feel comfortable. I’ll follow your care instructions and treat your pet the way I’d want someone to treat my own. Whether that’s a long walk, trip to the park, pup cup or being a house hippo, I’m happy to accommodate.

Sitter Profile Image: Victoria F.
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Victoria F.
from
$20
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Riverside Park, Milwaukee, WI, 53211

About: With a Bachelor’s degree in Animal Behavior and experience as a veterinary assistant, I provide knowledgeable, compassionate care tailored to each pet. I’m comfortable with puppies (including basic training support), senior pets, and animals who need medications or extra patience. I focus on keeping pets safe, happy, and stress-free while keeping owners updated — treating every animal like my own. Pet care fits naturally into my daily routine. I already structure my days around animal care through my work and schooling in veterinary medicine, so feeding, walking, enrichment, and medication schedules come second nature to me. I plan my week intentionally to ensure pets in my care receive consistent attention, exercise, and affection, with flexibility for special needs or last-minute changes. Your pet will never feel like an “extra task” — they’ll be part of my everyday routine. I prioritize safety, trust, and a comfortable environment for every pet in my care. In my home or yours, I make sure pets have a secure space to relax, play, and explore safely. I follow feeding schedules, exercise routines, and any special care instructions, while closely monitoring behavior and well-being. I treat every pet like family, building trust through gentle handling, positive reinforcement, and consistent attention so they feel happy and safe at all times.

Sitter Profile Image: Camryn U.
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Camryn U.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
3 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I have worked at a dog and cat boarding center for 3+ years now, and have exceptional experience in animal care. I also recently adopted a dog of my own this past year, which has taught me a lot about day to day life with dogs! I am currently a college student who has mostly online courses. I have a lot of free time and a passionate love for animals, so why not combine it into one! I have my own dog that I care for deeply, and would treat your pet as if it were my own. Making sure your pet is well cared for and happy is always my goal!

Sitter Profile Image: Zoe M.
Verified Enhanced Background Check
Zoe M.
from
$20
per walk
11 years of experience
Northpoint, Milwaukee, WI, 53202

About: I’ve been a pet sitter since I was a kid and i’ve loved every second of it. I know that each animal is different and i’m prepared to give your pet the care it deserves. I’m working part time with a flexible schedule but I am mostly unavailable in the mornings. I will be more available in the late afternoon and night. I have been around dogs my whole life so I am experienced in the needs of dogs in their homes. I always prioritize the pets safety according to their owners instructions.

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The median cost per walk for dog walking in Upper East Side is $20

Dog parents share their Rover experiences - Upper East Side

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5.0 out of 5 stars

We ❤️ Kalina! She is super responsive, flexible with timing, and so caring and thoughtful. She also takes the cutest pics of my girl Korra!

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Elle R.
Dog Walking
5.0 out of 5 stars

Jessica is great. She’s so helpful with last minute requests. Walks, feeds and plays with my pup. Highly reliable and recommended.

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Sarah S.
Dog Walking
5.0 out of 5 stars

Carrianne is AHHHHHMAZING!!! So loving and kind and thorough with her work with our pets! We couldn’t have been more grateful!

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Lauren O.
Dog Walking
5.0 out of 5 stars

Robert is so great! He’s very easy to work with and always communicates clearly. I’ve worked with him a few times now and will definitely continue to book with him!

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Andi G.
Dog Walking
5.0 out of 5 stars

We’ve used Jess multiple times and she’s great. Our dog loves her. I appreciate how flexible and communicative she is. Thanks Jess!

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Devin T.
Dog Walking
5.0 out of 5 stars

Abby did great with Lilly. Really loved all the pics and could tell she put extra love and care into time with her. Was nice to have while away. Thanks again!

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Gabrielle T.
Dog Walking
5.0 out of 5 stars

Mika was incredibly responsive. I booked a last min / late night request and they immediately responded and my dog is forever grateful! Thank you!

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Jazmin L.
Dog Walking
5.0 out of 5 stars

Christopher did a great job watching my dog while I was on vacation!! He was very communicative and I got photos and updates after each walk.

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Sarah H.
Dog Walking
5.0 out of 5 stars

Spencer provided great care for my pup, making sure he was comfortable and following his routine to a T!

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Elizabeth H.
Dog Walking
5.0 out of 5 stars

Maggie is great; she's been walking Bella, a Pittie who is often in the seek-and-destroy zone. She is hyper-focused on everything around her, but never on her handler. Bella Francis is my daughter's dog, who has been staying with me for the past three weeks. We hired Maggie to get Bella out on 4 30-minute walks per week, and she was a lifesaver. Thanks for everything, Maggie. If you need a walker who can handle anything and everything with a smile, I would highly recommend Maggie. She is 10 stars!

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Kris L.
Dog Walking
5.0 out of 5 stars

We are so lucky to have met Kendall! She is the absolute best with our old dog. Excellent communicator and always so flexible with our last minute requests or changes. If you are looking for someone to take care of your fur baby, look no further than Kendall!

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Isabelle P.
Dog Walking
5.0 out of 5 stars

Ashley is amazing!! She walked my dog for longer than what I booked for, sent pictures to update me, and was very responsive! She also was very helpful as I booked her less than 24 hours in advance. I would highly recommend her!

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Cameron R.
Dog Walking
5.0 out of 5 stars

Angela is great. Given her background work in volunteering with the rescue community, I trusted her to walk my big dog that is reactive to other dogs. My pup loves her and Angela is very reliable.

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Alison H.
Dog Walking
5.0 out of 5 stars

Ilene was wonderful to work with. She was very attentive and kind to Buddy. Would absolutely recommend to others.

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Karol A.
Dog Walking
5.0 out of 5 stars

Jasmine was wonderful with Olive! Followed all the instructions perfectly and Olive absolutely loves her. Best buds for life. Will be booking Jasmine again!

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Ty F.
Dog Walking
5.0 out of 5 stars

Liz and her kiddo were great! My dog loved getting to spend some time exploring with a kid during the middle of the day, and Liz was wonderfully communicative and reliable.

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Sarah S.
Dog Walking
5.0 out of 5 stars

Lucia is great! She did a wonderful job of walking our young dog who can sometimes be a bit stubborn. She was also amazing at communicating with us if anything came up. I highly recommend Lucia for dog care!

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Samantha W.
Dog Walking
5.0 out of 5 stars

I love how communicative Catie is with me and about my pet! She really seems to understand his needs.

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Marcy D.
Dog Walking
5.0 out of 5 stars

Travis is reliable and great with the dogs. He jumped in for me when someone else canceled at the last minute. 10/10!

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Amy N.
Dog Walking
5.0 out of 5 stars

Dana has been fantastic to work with and has taken great care of my dog, Vincent! She is thorough, attentive to details, and always sends reliable updates during/after her visits. She is also very responsive and flexible whenever last-minute schedule changes come up, which I really appreciate. Vincent and I would highly recommend Dana to anyone in the Milwaukee and Third Ward area looking for a reliable, trustworthy person to care for their pet!

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Lilly M.
Dog Walking
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