Dog Walking Jackson

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Over 13
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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: Cynthia O.
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Cynthia O.
from
$15
per walk
30 years of experience
Jackson, WI, 53037

About: I’ve been surrounded by animals my entire life and have always had a special connection with dogs and cats. As a lifelong pet owner, I understand that every animal has their own unique personality, routines, and needs. I’ve cared for pets through all stages of life, from playful puppies and kittens to senior pets who need extra patience and attention. I know how much trust it takes to let someone into your home and care for your furry family member. My goal is to provide loving, dependable care while keeping your pet comfortable and happy in their own familiar environment. My hybrid work schedule gives me the flexibility to offer daytime visits on Thursdays and Fridays, plus weekends, and evening visits Monday through Wednesday. I love being able to provide pets with the attention, companionship, and care they need while you’re away — all from the comfort of their own home and familiar routine. My own dog Sunny has me that every dog has their own personality and comfort zone which is why I prefer to offer care in your home, where they feel the safest.

Sitter Profile Image: Monica D.
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Monica D.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
17 reviews
10 repeat clients
20 years of experience
West Bend, WI, 53095

Monica is amazing with my two pups. She takes them on good long walks. And if there is additional tasks that the dogs need she does it for me. Me and my fiancé definitely recommend her.

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EmmaLee G.
Sitter Profile Image: Tasia P.
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Tasia P.
from
$25
per walk
5.0 out of 5 stars
38 reviews
10 repeat clients
9 years of experience
Germantown, WI, 53022

Great with my dogs and cats. I appreciate her willingness to and positive attitude. Even my one dog that’s somewhat nervous loves being with her. Thanks Tasia

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Susan M.
Sitter Profile Image: Arial K.
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Arial K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
Jackson, WI, 53037

About: I have 6 years of experience with dogs through working for 2 greatly reviewed boarding facilities. I thrive off helping and loving all fur babies! I am highly confident and experienced in feeding, medicating, walking, taking out to potty, cleaning after, and loving all sizes and breeds of dogs. I own 3 giant goofballs of my own🐾 I currently work at an Elementary school through the West Bend School district. I work from September to June yearly. I have full availability during the summer (with some expections due to travel) to accommodate your pets needs! I have experience with all different pet personalities and requirements to keep their lives running smoothly. I am able to watch over them with any specifics you may need (crating, special toys they may need for emotional support, supervising puzzles and treats, on leash only animals, animals that resource guard, animals who only enjoy the company of humans, etc.)

Sitter Profile Image: Bridget F.
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Bridget F.
from
$12
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
1 year of experience
Richfield, WI, 53076

Bridget is great! She arrives on time, takes the dogs on a nice long walk. She picks up their waste and they get so excited when they see her.

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Deb W.
Sitter Profile Image: Nicole K.
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Nicole K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
19 reviews
5 repeat clients
25 years of experience
Germantown, WI, 53022

Nikki was great with our dog a few days ago. She was more than willing to help us out in a pinch as new clients. She is very thorough with her rover cards and responds quickly. We will definitely use her in the future if we need to!

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Payton B.
Sitter Profile Image: Sonja T.
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Sonja T.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
104 reviews
33 repeat clients
30 years of experience
West Bend, WI, 53090

As always, Sonja was amazing! She completely understands our dogs and takes such great care of them. We are so blessed to have her help with our two dogs.

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Dawn P.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
96 reviews
32 repeat clients
20 years of experience
Germantown, WI, 53022

Paul was excellent with Luna! He was very responsive and flexible with our timing needs. He sent pictures and used the walk update feature on rover so I could see exactly what Lunas walks looked like. Would definitely book with him again!

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Sarah K.
Sitter Profile Image: Heather Z.
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Heather Z.
from
$20
per walk
5.0 out of 5 stars
16 reviews
6 repeat clients
10 years of experience
Germantown, WI, 53022

Heather was a great dog walker for Petey.. she communicated right away never had a problem getting a hold of her. This request was for the next day and she jumped right in… thank you so much!

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Ann Marie J.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
40 reviews
21 repeat clients
20 years of experience
Slinger, WI, 53086

Great care of our Rocky!

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Carey H.
Sitter Profile Image: Ally B.
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Ally B.
from
$20
per walk
5.0 out of 5 stars
15 reviews
2 repeat clients
10 years of experience
Germantown, WI, 53022

Very communicative and helpful. My dog seemed to like her almost instantly.

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Trent B.
Sitter Profile Image: Krystle A.
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Krystle A.
from
$20
per walk
35 years of experience
Slinger, WI, 53086

About: I’ve been surrounded by animals my entire life and caring for them has always been a huge part of who I am. Over the years, I’ve had the joy of sharing my home with dogs, cats, guinea pigs, a rabbit, birds, and even reptiles—so I’m comfortable with a wide variety of pet personalities and needs. My fiancé and I currently have five cats, and they keep life fun, active, and full of love. I have a deep compassion for animals of all kinds and all ages, from energetic puppies to senior pets who need a little extra patience and care. I’ve also taken in several strays over the years, helping reunite them with their owners or finding them safe, loving homes. That experience has made me especially attentive, responsible, and intuitive when it comes to animal care. I truly value time outdoors and believe regular walks and activity are key to a happy, healthy pet. Whether it’s playtime, exercise, or just keeping your pet company, I’ll treat them like one of my own—with love, attention, and respect. I work part time as a massage therapist this leaves lots of times available for in home pet care. My schedule can be open more then what days/times I have on my profile. Currently I'd be coming to your home to care for or walk your pet. If needed I could possibly board. I do have 5 cats, they sleep most of the day.

Sitter Profile Image: Isabella A.
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Isabella A.
from
$20
per walk
4.8 out of 5 stars
4 reviews
1 repeat client
1 year of experience
West Bend, WI, 53095

About: I have dreamed about walking dogs since I was a little girl and now I have found a way to do it and get paid! I have two Weiner dogs at my mom's house, a labordooddle at my dad's, and two cats of my own.I know and love all kinds of dogs and cats! I will care and treat them like they are my own so trust me they will get the best care ever! They may even get a little spoiled... But I can be strict if you have certain rules you want them to abide by! I have training. Please consider me when thinking about who can care for your furry children. I will give them the best care they deserve! I work part time and have a flexible schedule, so I can be available when needed. I have a car for easy transportation as well. My cats get supervised time outside on harnesses and time in the breezeway with open windows to get some fresh air. My neighborhood is good for taking dogs on walks and there is a wonderful dog park near by!

Sitter Profile Image: Autumn R.
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Autumn R.
from
$25
per walk
4.8 out of 5 stars
26 reviews
12 repeat clients
8 years of experience
West Bend, WI, 53095

About: Hey there! A little about me, I am a huge animal lover, I grew up with my mom house sitting on rover! So I’m very used to many dogs of all sizes! I am in college (hybrid) and don’t have the space for my own pup, so caring for others animals gives me my fix! I was the neighborhood dog walker, I have pet sat for family and friends, I also have experience with cats, and exotics, chinchillas, ferrets, birds, bunnies, farm animals, you name it!:) My days are super flexible, I’m always communicative about when I’m gone. My classes are hybrid, so I don’t have to go in to school often, if I do it’s normally short periods! Meaning plenty of time for your lovely pets!! I have lots of experience with all type of temperaments when it comes to dogs and cat’s and other animals, I’m also very communicative and send lots of updates and photos!

Sitter Profile Image: Kelly B.
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Kelly B.
from
$18
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
1 year of experience
Cedarburg, WI, 53012

About: I have always loved taking care of family pets growing up. I can’t have a dog where I live, so want to help others get some stress off their plate while I’m currently able to. I currently have a very flexible schedule, and am available most days of the week or weekend. I spend a lot of time helping my parents around their house in Grafton, but am otherwise pretty free. I’m happy to take your dog on a nice long walk and to communicate with you along the way. I have experience walking family dogs growing up, but since I’m new to Rover I’d prefer to not walk very large dogs (100lb +) that have trouble on a leash.

Sitter Profile Image: Emily S.
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Emily S.
from
$20
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Jackson, WI, 53037

She is absolutely amazing and will definitely be calling her again in the future.

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Bianca E.
Sitter Profile Image: Patricia D.
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Patricia D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
34 reviews
21 repeat clients
15 years of experience
Cedarburg, WI, 53012

About: NOW BOOKING SUMMER VACATIONS! I am a mom of 4 energetic boys & one spoiled golden retriever. I enjoy keeping the gang busy outside, on nature hikes & any adventures you can think of to tired them all out. I’ve been on both sides of doggie-sitting and love the convenience of sharing in the comforts of home rather than a kennel. My family loves welcoming new pets into our home—we treat them as our own. I am happy to follow all routines your pet is used to, communicate throughout the day and share pictures! I do request that we do a short meet & greet ahead of time so to make sure that all get along—must work well with kiddos. Our golden is a big baby so she will probably just lay on her back with her tail wagging. I work part-time as a substitute teacher and my husband works from home-- we're rarely gone more than a few hours a day. If your pet likes vehicles, they’ll just tag along with the crew on the few occasions we’re doing pick ups. I have over an acre of yard to play in! My golden is trained w an electric fence, but we also have a long line to keep your pet safe when we’re not out. We have a golden, so your dog would join in daily walks and belly rubs. The dog is just another family member in our crew! We never let our visiting dogs left out unattended and either stay on leash or tethered while we’re outside. I also work with the owner to see what works best for your pet!

Sitter Profile Image: Ellie A.
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Ellie A.
from
$20
per walk
5.0 out of 5 stars
2 reviews
3 repeat clients
6 years of experience
Jackson, WI, 53037

About: Hi, I’m Ellie! A little about me, I grew up surrounded by all kinds of animals from cats and dogs to birds and snakes! And I’ve loved going above and beyond to care for them, for as long as I can remember. I have a 10 year old pup myself (Toby) that has helped me understand the dedication and commitment required when caring for pet; especially during a time that might be a bit difficult or confusing for them. I’ve also learned that each pet has their own personality and I will adapt my care to be able to provide exactly what your pet needs. In addition to pet care, I’ll also be able to provide other house sitting needs such as watering plants, gathering mail or anything else that may be needed.

Sitter Profile Image: Cori W.
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Cori W.
from
$20
per walk
35 years of experience
Jackson, WI, 53037

About: I have been around animals, my whole life it doesn’t matter if it’s my pets, my friends, pets or even my families pets. I have had rabbits, fish, cats, and dogs. When I was first born and at a very young age, my parents had a cat named Misty. Misty was a farm cat, and I learned at the young age of how to take care of a pet and a cat. It didn’t matter if it was giving the cat exercise, feeding the cat, giving it water or even cleaning out the litter pan. I also at a young age at around eight learned how to take care of a dog as my family got a golden retriever. We got this golden retriever named Sam from Humane Society, and Sam was an older dog about eight years old. I learned how to take care of an older dog, feeding it, giving exercise and water, and of course playing fetch, because what golden retriever doesn’t like fetch. After these animals, I got a Maine Coon cat named Cowboy. Again I learned how to take care of Cowboy by feeding Cowboy, giving Cowboy water and emptying the litter pan along with playing with Cowboy. Cowboy was a bit younger when I got him and was about eight months old. After cowboy, I was Lucky enough to get a black lab as a puppy, named Lucky. I named Lucky Lucky because what dog is not lucky to have me as their owner to take them on runs! Lucky was about four months old and again a potty trained Lucky, took Lucky to training classes and also trained Lucky on my own at home helping Lucky to learn to sit stay and play. After Lucky I got a rescue dog named Dyno, Dyno was a rescue dog from a high kill shelter in Alabama and when I did a DNA test on Dyno, Dyno came out to be a black lab pointer mix with a little bit of terrier and boxer in her as well. Dyno was approximately four months old as well when I got her. I helped Dyno learn to be potty trained took her to training classes and train her at my house as well. I helped Dyno to learn, sit and stay, and also place along with playing dead. I recently just moved out of my house, and unfortunately Dyno had to stay with my parents, because Dyno doesn’t get along with other dogs as well. I did have to be very cognizant, while I took care of Dyno, to make sure Dyno did not injure or hurt other dogs, and keep Dyno safe as well, so I’m very good at making sure and keeping track of dogs when they’re along with other dogs so that they don’t fight. I am smart and know the signs dogs have if they are nervous, worried, or scarred. I moved in with my fiancé, who has a seven year-old golden retriever named Molly, and I am currently taking care of Molly. Molly is an unbelievable golden retriever dog, loves to go for runs and play fetch. If you have a dog that loves to go for runs or walks I will gladly take them for runs and walks to get my exercise in with them. What dog does not like to go for a run? Hope I can help you walk/run and take care of your animals just like I love to take care of my own! I am a police officer and have many days off during the week. So if you need someone to let your furry friends out while at work I am perfect for that. One week I work Monday Tuesday Friday to Sunday. I’m off Wednesday and Thursday the following week off Monday Tuesday and the weekend. In my professional life, I am a police officer, so not only do I take care of animals in my personal life, but also in my professional life when they are lost, and I need to get them back to the owner, or even dropping them off at the Humane Society so they are safe. Recently on the Snowmobile Trail. I actually found a kitten and was able to get the kitten to come to me so that it did not freeze to death in the woods and get it to a business near the Snowmobile Trail so that it could be returned to the Humane Society to stay safe . Based off of my schedule in my professional life of being a police officer, I have many days off during the week. So if you’re at work and need your furry friends to be let outside, I am the perfect person. As I have many off days on Monday Tuesday Wednesday and Thursday while others are working. I can explain my schedule better however here is a break down. Week one. I work Monday Tuesday Friday Saturday Sunday. I am off Wednesday and Thursday Week two. I only work Wednesday and Thursday off the rest of the week. Even if you are home and you’re an individual that doesn’t like to go for runs or walk or are older, I could take care of your animal and let them out take them for a walk or run while you were at home as well, just to get them exercise, I would be happy to do that because then I get my exercise as well. On the weekends, I would be available most all the time as well, unless I am busy, but I would do drop in short notice type calls as well! With me working in the school during the school year, I have off days during the school year that your kids are off as well. So spring break I am open all day, or just even random days during the week they are off as well. So please keep that in mind. In the summer I am free at 2pm to let your dog outside. My schedule just changed and I work night shift. So I am available anytime during the day as long as I’m not sleeping. The days I work stays the same regarding off days and not. Right now I am not planning on having dogs or cats stay at my house with my dog Molly, so this is not something you need to worry about however, if I’m walking or taking your dog for a run, I would make sure to bring my light up light collar for your dog so that your dog is safe whether it’s dark out. If you have one I would use yours. This will make sure your dog has your collar on with its leash and keep your dog or cat safe.

Sitter Profile Image: Lexi B.
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Lexi B.
from
$35
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
12 years of experience
Jackson, WI, 53037

About: I have taken care of pets since I was 12 years old. I have worked with animals of all ages and personalities. I've had experience in taking care of pets with special medical needs. My schedule is very open and flexible. I am accustomed to waking up early around 5:30 am which is perfect for morning walks and exercise. I have a fenced in yard with no other animals present. I live nearby a beautiful open space which is excellent for walks and exercise.

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The median cost per walk for dog walking in Jackson is $20

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Popular requests for dog walking - Jackson

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Sitters in Jackson average 3
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FAQs for Dog Walking - Jackson

Frequently asked questions about Rover

The average cost for Dog Walking in Jackson on Rover is $20.69 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of August 2026, there are 2,054 sitters on Rover offering Dog Walking across Jackson. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Jackson. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Jackson.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Jackson. On Rover:

  • 92% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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