Dog Walking Jackson

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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: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 49 reviews
26 repeat clients
20 years of experience
Slinger, WI, 53086

“Great care of our Rocky!”

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Carey H.
Sitter Profile Image: Monica D.
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Monica D.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 23 reviews
11 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: Jacalyn K.
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Jacalyn K.
from
$16
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
17 years of experience
West Bend, WI, 53095

About: My name is Jacalyn, and I am a dedicated pet caregiver/house sitter in the West Bend area. When I’m not spending time with animals, I am a freelance artist working on long-term creative projects. Because my artwork is completely mobile, it makes me the perfect companion for your pets! I provide a consistent, calm presence in your home, ensuring your animals are never lonely, stressed, or left unattended for long periods. Specialized Experience & Skills: Unlike standard dog walkers, I have a deep, lifetime background in diverse animal care. You can completely trust me with your entire household ecosystem. Dogs: I grew up with a toy poodle in our home, caring for him when my parents went away. I would also house sit for our neighbor with medium-large dogs as a young adult. I have more recently house sat overnight for friends and my previous boss with two large dogs, providing structured feeding, walks, and plenty of play time. Small Pets: I formerly worked at a pet store where I was responsible for the daily care, feeding, and habitat maintenance of cats, dogs, birds, fish, rabbits and rodents. I also cared for my own pet mice, rats and rabbits over the years. I adore all animals, big and small. Animal Shelter Volunteer Roots: My love for animals started early—I volunteered at our local animal shelter with dogs and cats as a kid, learning how to handle different temperaments, walk the dogs, and keep environments clean and safe. If you have an animal friend that needs care while you're away, dog walking or a permanent home/vacation home that needs house sitting and check ups, don't hesitate to send me a message. I aim to provide the best care for your fur baby tailored around your work day, weekend plans, holiday travel, or seasonal vacations. My radius includes within 15 miles of West Bend. I am available for all of the services listed Tuesday-Sunday. My week is open for your nanny needs. Whether you are a local heading out on a vacation, long work days, or a tourist renting a cabin and looking to explore the local landscape, I am here to help. Why Choose Me? Because I balance my pet care with my art projects, your pets get the absolute best of both worlds: structured, energetic outdoor time combined with hours of quiet, indoor companionship while I work. I am detail-oriented, highly respectful of your property, and communicative with plenty of photo updates. Not only will i take care of your family member, but make sure everything is spotless when you return. I look forward to meeting you and your unique pets! Please feel free to reach out with your upcoming dates.

Sitter Profile Image: April P.
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April P.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
20 years of experience
Slinger, WI, 53086

About: I have had one or more dogs my entire life and have trained them as well. Dogs are a part of our home and are treated as an additional family member! I work from home so I’m available all throughout the day for pet care. We like to play and go for walks as well as getting in some good snuggle time. We have an electronic/underground pet fence along with two friendly dogs in our home to play with (3 year old female petite Goldendoodle and a 1 year old female mini Bernedoodle.

Sitter Profile Image: Samantha R.
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Samantha R.
from
$25
per walk
5.0 out of 5 stars
• 19 reviews
3 repeat clients
10 years of experience
Jackson, WI, 53037

“Samantha was great! She helped us out in a pinch and did so good with our dog! She is very responsive and genuine! Definitely would book her again and highly recommend her to others!”

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Payton B.
Sitter Profile Image: EmmaLee G.
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EmmaLee G.
from
$16
per walk
5.0 out of 5 stars
• 1 review
8 years of experience
West Bend, WI, 53095

About: I currently work at Hightest kennels part time. I’ve also fostered 14 dogs/puppies for Hightest kennels. I am very good at taking care of dogs at all ages. I also follow your instructions very well. I have taken care of puppies, dogs with disabilities and, senior dogs. I have potted trained many dogs and have been successful every time. I am very patient with animals. I am also going to school to become a veterinary assistant. I am currently working part-time at Hightest kennels I would be able to work after Hightest and on my days off. I usually work 2-3 days a week. I will fit pet care in whenever I am not at work. At my home I have two labs that love being around other animals. I have a fenced in area for my dogs to give them time outside. In a client’s home I want to know if your dog has a routine and keep your pet on their routine. I take my pets out many times a day if they are not in their fenced in area. I can also create my dogs if wanted.

Sitter Profile Image: Inga G.
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Inga G.
from
$16
per walk
10 years of experience
Cedarburg, WI, 53012

About: I’ve been surrounded by animals my entire life and currently care for four dogs and one cat of my own. Caring for multiple pets has taught me patience, responsibility, and how to recognize each animal’s unique personality and needs. From energetic playtime and long walks to quiet cuddles and sticking to feeding routines, I’m comfortable providing attentive, loving care. Also, I am comfortable and experienced in handling medication for dogs as one of my dogs at home has diabetes. I understand that every pet is part of the family, and I’ll treat yours with the same kindness, respect, and affection that I give my own. I’m currently working part-time, which gives me a flexible schedule to care for your pet. I’ll do my best to accommodate your preferred days and times, and I’m happy to work with you to find a schedule that fits both you and your furry friend. Your pet’s safety and comfort are my top priorities. I have experience caring for my own four dogs and one cat, so I’m familiar with different personalities, energy levels, and routines. Whether I’m caring for your pet in your home or taking them for a walk, I’ll make sure they receive plenty of attention, exercise, fresh water, and lots of love. I’ll also respect your pet’s routine, follow any feeding or medication instructions carefully, and provide regular updates so you can have peace of mind while you’re away.

Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$30
per walk
5.0 out of 5 stars
• 16 reviews
7 repeat clients
40 years of experience
Cedarburg, WI, 53012

“Cynthia is great! She sent awesome pictures and took the best care of Russell!”

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Caroline S.
Sitter Profile Image: Brendan B.
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Brendan B.
from
$10
per walk
5.0 out of 5 stars
• 4 reviews
3 repeat clients
1 year of experience
Hartland, WI, 53029

“Brendon and Eli had a wonderful walk”

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Heather L.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Hartland, WI, 53029

About: I've been taking care of all types of animals for several years. Including snakes, lizards, cats dogs, and even a tarantula. I've provided exercise, care and the same love I have for my animals at home. I care daily for my own two cats, and work part time as a pet/ house sitter. Please check with me for my upcoming availability. I can rearrange my schedule to suit your needs. I will take care of your animal's needs with attention and care. Whether that means following a special meal plan, going on ten walks a day, or anything else they require. I’m happy to provide references from past clients. If you ever have any questions or concerns, feel free to call or text me anytime. My phone is always open to you.

Sitter Profile Image: Noah B.
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Noah B.
from
$16
per walk
15 years of experience
Grafton, WI, 53024

About: I've cared for puppies and senior dogs alike. I've been taking care of dogs my entire life and I am familiar with all breeds. From Daschund to German Shepherd I have been with them all. I currently even own a very well trained Dachshund and shes almost 2 I'm available most everyday rain or shine. I am very attentive and capable of taking care of most any dog. I always take the necessary time to care for a dog as they need it and when they need it I don't offer this service, but I am willing to take care of your pets in your home at any time that you may need it.

Sitter Profile Image: Larissa M.
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Larissa M.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
10 years of experience
Murray Hill, Grafton, WI, 53024

About: I have experience as a dog/ cat owner and fosterer and have been a reliable sitter for friends and family for the last 15 years. As a sitter or walker you can expect me to be punctual, respectful, cleanly, communicative, available, aware, responsible, alert, playful and loving. I am primarily offering care in YOUR home at this time for pet sitting. I currently live in Grafton, WI. I look forward to meeting you and your pet! I work very part time at the moment and from home so I am very flexible and can usually help out last minute and am happy to do so. I cannot do in my home cares at this time. aaaa a a a a a a a a a a a a a a a a

Sitter Profile Image: Lisa F.
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Lisa F.
from
$50
per walk
5.0 out of 5 stars
• 19 reviews
10 repeat clients
27 years of experience
West Bend, WI, 53095

“Lisa is wonderful. She walked my pup for a few days while I was out of town. She took great care of him and let me know how he did. I will definitely rebook with Lisa and would recommend her!”

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Blaine B.
Sitter Profile Image: Courtney G.
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Courtney G.
from
$35
per walk
5.0 out of 5 stars
• 13 reviews
20 years of experience
germantown, WI, 53022

About: Being with animals isn't a job for me, it's my favorite thing to do! I've grown up with animals around me my whole life, and I started walking dogs when I was 16. Almost 20 years later I am still loving on pets whenever I can. I currently own a Bearded Dragon and a senior pup - But I owned special needs kitties for 19 years. Here's some about me and my experience! 70% of my one-time clients have booked me again or become regular clients! Please reach out with any questions on rates, experience, or anything else you want to discuss! Pet Care Experience: - Dogs: Puppies older than 6 months, juveniles, adults and seniors - Cats: Kittens older than 8 months, juveniles, adults and seniors - Small mammals like guinea pigs, hamsters - Reptiles like Bearded Dragons and Leopard Geckos - Fish What can I do that sets me apart? - Medication administration with mild- to moderate-tempered cats (oral, topical, injection) - Experience with Separation Anxiety, high-energy, and pets that don't do well with other animals (keeping walks, etc safe!) - Experience with multi-pet homes and environments. I've watched 13 cats and 2 dogs in the same home once! - Manual feeding assistance for sick pets - LOTS of attention. My visits are longer than most as I love to just sit with pets and give them attention in the ways they need or want. For overnight stays, I'm a homebody so I love to stay at the house and just hang out with the animals! - A LOT of Flexibility: I don't work full-time right now, and my sleep schedule isn't regular. This means I have no issues with adjusting schedules even last minute. Need me to come earlier? Or come back when your flight is cancelled? No problem. - *Cat Whisperer* I have been told by most of, if not all, cat clients that are standoffish like me quicker or more than a normal stranger. I love cats the most, so I think they can sense it ;) - *Coming Soon* Insurance for your pet and home during my stays! Any tips will be going towards that and training classes so I can grow. About me: - I've lived in WI since 2009 - I have 18 years of working experience - clerical, customer, administrative and sales support, retail - In my free time I like going to concerts, listening to music and doing crafts/projects, playing video games or hanging out with my friends and family Currently my schedule is completely open! I am flexible for even last minute bookings or changes. I have my own transportation and things are taken care of for me at home. So long stays, short stays or visits work for me. I work around whatever needs you and your pets have so make sure everyone is as comfortable as possible. I'll ask for a digital or typed/written instructions so I can follow them to the letter! I keep areas clean and make sure everything is secure before I leave a home. I also always send a "closing" message for overnight stays with details like mail collection etc! Your pet's safety and your ease of mind are my top priorities.

Sitter Profile Image: Rachelle P.
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Rachelle P.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
10 years of experience
Brown Deer, WI, 53223

About: I've grown up with pets ever since I was little. I've been trusted even from young ages to walk, feed, and clean up after dogs. I've never had a bad experience and I'm always willing to encounter any and every kind of dog out there with lots of love and care! I have my own pet at home, had him for 10 years. Even after so long, it's so easy and even fun sometimes to do the little things for your pets like feeding them, walking them, and just making sure you spend some quality time with them! There's never a moment I don't want to be around my pet, or any pet for that matter! I always think the key to good pet care is real love and attention. Watching for what your pets want and giving them it will make them happy. If it's attention, bring on the cuddles! If it's a walk, let's do it! And that goes for pets that aren't mine as well. I always care for them like they're mine, and will pay attention to what they want as well as what their owners know is best too!

Sitter Profile Image: Kayra A.
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Kayra A.
from
$15
per walk
6 years of experience
Germantown, WI, 53022

About: since the day I was born, I’ve been surrounded by all types of animals that you can imagine of I’ve own dogs, cats, etc., my neighbors my friends all rely on me to take care of their pets when they’re not home or in need of someone and I can say that I have a really good relationship with all types of animals because I’ve been surrounded by so many of them currently, I’m on summer break and my schedule is very flexible, but it can vary on the day because I work at a part-time job as well in the drop in service, I will check in with your pet take the dog out for a walk play with them spend time with them until you are back to your fur babies

Sitter Profile Image: Shameka M.
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Shameka M.
from
$20
per walk
3 years of experience
Northridge, Milwaukee, WI, 53224

About: I absolutely love dogs and have a Yorkie myself that I've raised since 6 weeks. She is very friendly and has been spaded and vaccinated; she would love some company from time to time!! Dogs love that I am an active and playful person. I enjoy going on walks and the doggy park. Also, all dogs love a TREAT so they will play games and receive yummy treats!! I'm very passionate about dogs and that they to be treated with integrity and love. I really hate to see any type of animal undergo abuse and mistreatment when they did not ask to be here. I would see that your dog is well taken care of in my care. They'll love my doggy talk and playful nature for sure!!

Sitter Profile Image: Shane B.
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Shane B.
from
$21
per walk
10 years of experience
Fox Point, WI, 53217

About: I have 2 dogs, and can help let your pups out when you’re stuck at work, or can’t get back home! Let them get out and stretch their legs Im free mornings or afternoon! Late nights if need as well!. I have a flex schedule, so with notice, I can make it happen when you need! I have 2 dogs with a backyard. They love playing together. They love the outside and playing, even in the cold. I can come and take care of your dog of any breed or size

Sitter Profile Image: Mary A.
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Mary A.
from
$50
per walk
5.0 out of 5 stars
• 3 reviews
30 years of experience
Hartford, WI, 53027

About: Dog owner x 30years. Had 2 dogs x 10 years, otherwise only 1 dog. Dogs enjoyed family adventures. Currently enjoying being a Grandma to my Grand pastor and foster pups Working part-time as RN, Jazzercise and caregiver for seniors. Schedule flexible. Have a SUV that I can transport dog to the dog park if desired. I use a long leash for yard. Enjoy walking dogs on heel when in residential areas. Enjoy the variety of parks, hiking trails and water in my neighborhood.

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

“Rover asks me how well Sylvia enjoyed her time with Travis. Though I’ve asked her a couple of times, she just won’t elaborate. What I can tell you is that Travis is a good communicator and is prompt. 🙂”

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

Dog parents share their Rover experiences - Jackson

1 / 1
5.0 out of 5 stars

Samantha was great! She helped us out in a pinch and did so good with our dog! She is very responsive and genuine! Definitely would book her again and highly recommend her to others!

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Payton B.
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How to book dog walking

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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 of Dog Walking in Jackson on Rover is $21 per walk as of October 2026. Most bookings cost between $8 and $39 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,965 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Jackson after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 88% of walkers can help with special care needs
  • 94% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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