Dog Walking Jackson Park

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

End
Search

Over 8
pet parents in Jackson Park have booked dog walking

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.

1 / 1
Sitter Profile Image: Stephany N.
Verified Enhanced Background Check
Stephany N.
from
$18
per walk
5.0 out of 5 stars
6 reviews
15 years of experience
Milwaukee, WI, 53219

About: I am new to Rover and looking forward to providing the best care for your loved one. I have worked with dogs through shelters and personal pet sitting for family and friends. I am new to Rover and work part-time with animals. I am available for pet sitting, walks and drop-ins during the weekends all day and with some flexibility during weekdays. We can discuss boarding on a case by case basis. 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.
Verified Background Check
Vanessa B.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
81 reviews
30 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!

Profile image
Lily D.
Sitter Profile Image: Ashling I.
Verified Enhanced Background Check
Ashling I.
from
$18
per walk
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.

Sitter Profile Image: Mars S.
Verified Enhanced Background Check
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: Sarah J.
Verified Enhanced Background Check
Sarah J.
from
$18
per walk
5.0 out of 5 stars
516 reviews
93 repeat clients
5 years of experience
West allis, WI, 53219

Thank you for the short notice walks, you have been great and it was so nice to get updates on Gus throughout his walk. Thanks again and I look forward to booking with you again!!!!

Profile image
Lucas W.
Sitter Profile Image: Mary C.
Verified Enhanced Background Check
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 ❤️

Profile image
Linnea S.
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Leandrea R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
258 reviews
71 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.

Profile image
Melissa S.
Sitter Profile Image: Faith K.
Verified Enhanced Background Check
Faith K.
from
$16
per walk
5.0 out of 5 stars
1 review
9 years of experience
Greenfield, WI, 53219

About: I’ve had pets my whole life, so I understand how stressful it can be to find someone to take care of your pets while you’re away or even just gone for the day at work. Our pets are the whole world to us so it’s important you find someone you trust. I hope that once you get to know me I can be that person for you! I have over 13 years experience as I have been around animals my whole life. I love learning their little personalities the things they love whether it’s going for a walk and they have a specific fire hydrant they always stop at or a specific toy at home they always love to play with. Currently I have a cat named Stella who has provided me lots of experience in anxious cats as well as in tricks on giving medication. I am currently a substitute teacher with the summer off so I can provide pop in visits throughout the week as well as the weekends! Safety of pets is my number one priority with your pets as well as my own. I will always care for your pet like they are my own when I am with them to ensure they have adequate care. I will get to know your pet and notice when things may seem off if they aren’t feeling well. I also maintain safety when walking with your pet and making sure to learn their temperament before walks as well.

Sitter Profile Image: Lisa N.
Verified Enhanced Background Check
Lisa N.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
4 reviews
3 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.
Verified Enhanced Background Check
Neida S.
from
$15
per walk
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: Berenice B.
Verified Enhanced Background Check
Berenice B.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
270 reviews
111 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was great with our pup! She quickly gained her trust with treats and wiped her paws off after walking in the snow. She was on time and respectful of our home. Will definitely use Berenice again!

Profile image
Katy L.
Sitter Profile Image: Trevor G.
Verified Enhanced Background Check
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: Liz B.
Verified Enhanced Background Check
Liz B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
46 reviews
17 repeat clients
10 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!

Profile image
Nicole S.
Sitter Profile Image: Ivanna H.
Verified Enhanced Background Check
Ivanna H.
from
$30
per walk
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: Alexis G.
Verified Enhanced Background Check
Alexis G.
from
$20
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!

Profile image
Joan B.
Sitter Profile Image: Emily V.
Verified Enhanced Background Check
Emily V.
from
$16
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
12 years of experience
Walker's Point, Milwaukee, WI, 53204

Emily was incredibly responsive to messages and was able to come by on short notice to do a meet and greet prior a few scheduled walks we unexpectedly needed later that day. In the pictures, it looked like our dog Ducky had a great time.

Profile image
Sabrina C.
Sitter Profile Image: Julie T.
Verified Enhanced Background Check
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 :)

Profile image
Brennan F.
Sitter Profile Image: Piper S.
Verified Enhanced Background Check
Piper S.
from
$13
per walk
1 repeat client
3 years of experience
Bay View, Milwaukee, WI, 53207

About: Hi! My name is Piper and I am a huge pet lover! I’ve grown up with dogs and frequently pet sit for friends and family. I am reliable, communicative, and passionate about providing the best support to your furry friends. I have this summer off from work, so I have lots of availability! I’m primarily offering house sitting, dog walking, and drop-in visits I will follow any routines/rules that you have with your pet and your home. I’m very communicative to ensure I can provide the best support for your pet. I love to send photos and any updates!

Sitter Profile Image: Fatima B.
Verified Enhanced Background Check
Fatima B.
from
$18
per walk
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. In July I will have open availability. Please refer to my calendar or feel welcome to send me a message. I am also very accommodating. 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: Hailey Q.
Verified Enhanced Background Check
Hailey Q.
from
$15
per walk
5.0 out of 5 stars
16 reviews
7 repeat clients
8 years of experience
West Allis, WI, 53219

Hailey has been an absolute blessing! She is prompt, reliable, trustworthy and Rooney loves his walks with her! I don't worry about a thing knowing she has him covered while I'm at work. I don't know what we'd do without her.

Profile image
Michelle D.
1 / 1
View more sitters

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 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!

Profile image
Michelle D.
Dog Walking
5.0 out of 5 stars

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.

Profile image
Melissa S.
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.

Profile image
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.

Profile image
Amy N.
Dog Walking
5.0 out of 5 stars

We recently moved to the area and needed to find a dog walker for our two dogs. I reached out to Bella, did a meet and greet, and then she walked them three days this week. She is FANTASTIC! Excellent communication, and she provides several pictures. It's clear she loves dogs and I love that. She was also very understanding when we had to cancel the fourth day due to my husband staying home because he was sick. We will definitely be booking with her again!

Profile image
Tracy W.
Dog Walking
5.0 out of 5 stars

Alexandra is the best!! She’s been coming to walk and play with my two pups weekly for a few months now. Besides my babies having a great time with her, she has great communication with me, and she really enjoys teaching them new things. She helped give medication and walking my girl pup with a sling after she had a TPLO knee surgery. I am very thankful for Alexandra.

Profile image
Jackie A.
Dog Walking
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Jackson Park average 4
repeat dog walking clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge