Dog Walking Watertown

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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: Sadie S.
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Sadie S.
from
$20
per walk
5.0 out of 5 stars
13 reviews
4 repeat clients
16 years of experience
Watertown, WI, 53094

Sadie is so sweet and kind! She's great with my highly energetic dog, Scout. She walks him all around my neighborhood and is kind to all of our neighbors she meets on our walk. She's very dependable and has great communication skills. I am so glad I found her to help me with Scout!

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Sandy G.
Sitter Profile Image: Nikki B.
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Nikki B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
226 reviews
71 repeat clients
35 years of experience
Lake Mills, WI, 53551

Nikki was great with our dog while we were out of town. Since it was our first time using her as a walker, she came over a couple days before and did a meet and greet which was nice for us and our dog to get to meet her. Would definitely use Nikki again!

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Angela D.
Sitter Profile Image: Yasmin U.
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Yasmin U.
from
$45
per walk
5.0 out of 5 stars
2 reviews
4 years of experience
Watertown, WI, 53094

About: With years of hands-on experience caring for both dogs and cats, I bring a well-rounded and deeply committed approach to pet care. I am the owner of Oh My Paws, a pet-sitting business I started during college, and have worked as a kennel technician, dog handler for Can Do Canines, and am currently completing an apprenticeship at a Humane Society. These roles have given me experience with a variety of temperaments, medical needs, and behavioral challenges. What truly sets me apart is my background in dog behavior and training. I am currently studying to earn my CPDT-KA (Certified Professional Dog Trainer – Knowledge Assessed) certification and have experience training service dogs through the Falcon Fetch program. This gives me a unique ability to understand body language, reduce stress in pets, and ensure a safe, enriching environment during their care. Pet care is a central part of my life and something I prioritize in my weekly routine. I have very open availability on weekends (Saturday–Sunday), and I’m also available on Mondays if needed. This flexibility allows me to provide consistent and dependable care, whether it’s for daily visits, overnights, or last-minute bookings. Because I run my own pet-sitting business and am actively involved in training and animal welfare work, I structure my schedule around the pets I care for. I take the time to provide each animal with individualized attention, exercise, enrichment, and a calm, safe environment. Whether caring for pets in my home or in a client’s home, safety and trust are always my top priorities. I begin with a detailed intake to learn about each pet’s routine, medical needs, triggers, and preferences, and I tailor my care accordingly. I use positive reinforcement and clear communication to build trust with animals, helping them feel safe and comfortable. In a client’s home, I maintain their pet’s usual routines as closely as possible to reduce stress. I’m respectful of the home environment, leave things exactly as I found them, and provide regular updates with photos and notes for peace of mind.

Sitter Profile Image: Julia T.
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Julia T.
from
$25
per walk
5.0 out of 5 stars
1 review
33 years of experience
Johnson Creek, WI, 53038

About: Agnes Mable, my dachshund of 12 years taught me patience better than anyone. I love spending time cuddling, giving belly rubs, sniffling frito feet, & running around the yard chasing them like a screaming banshee. I stay at friends & neighbors houses frequently when they're away to watch their dogs, cats, & fish. I also have friends & neighbors dogs over for weeks at a time. I've been doing this the since moving back to Wisconsin in April 2024. I love taking care of pets like their my own. Once I have a fenced in yard, I will welcome another dachshund into my life, but until then I fill my cup with caring for other's doggos & kitty cats. I'm excited to meet you! Extra treats for pugs & extra belly rubs for the heavy weights that can fetch & return! I work from home & the days I'm traveling for work will be unavailable to book. We'll spend all day together! I've got a spacious yard, large back deck that gets direct sun light for the one's that like to bake, & if they get along with other dogs, sometimes I walk over to my sisters with them to meet my favorite pug, Potato! I live in a duplex on the bottom floor so it's easy in & out, no stairs. My yard is massive with lots of plants & trees to sniff around. I'll always take my fur friends outside on a leash. I do have a small crate available for dogs under 15 pounds, toys, treats, & extra leashes just in case you forget something. Most importantly, I have a big lamby & a small lamby.

Sitter Profile Image: Ashley S.
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Ashley S.
from
$20
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
21 years of experience
Reeseville, WI, 53579

About: I have helped my family take care of our pets almost my whole life! Since moving out I’ve had my own pets (cats and dogs). I understand the importance of giving your pet attention while you’re gone, since they could be stressed with the change in routine! I’m a farm girl at heart! I’ve taken care of dogs, cats, horses, donkeys, sheep, ducks, chickens, cows, pigs, rats, hamsters….you name it! I work from home so I’m available to spend time with your pets throughout the day! As long as I have access to Wi-Fi I can work from anywhere! I am comfortable with crate training if your pet needs it. I follow direction very well so just leave me with a detailed note on how things run and I’ll keep it as consistent as possible for your pet!

Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
54 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

We are super thankful to Ramsey for stepping up to our request of walking our pup, pretty last minute. She was very communicative, punctual, and sent pictures & details of her walks with our Jetta. We would definitely use Ramsey again!! THANK YOU!!

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Carmen J.
Sitter Profile Image: Bayli M.
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Bayli M.
from
$16
per walk
5.0 out of 5 stars
1 review
1 year of experience
Oconomowoc, WI, 53066

About: Hi! 🐾 I’m a teacher with summers off and a lifelong animal lover. As a dog mom myself, I know how important it is to have someone you trust caring for your pets. Whether your pet needs walks, playtime, cuddles, or dropin visits, I’ll make sure they feel safe, loved, and well cared for while you’re away. I can’t wait to meet your furry family members! 🐶🐱💕 During July, I teach summer school, so I’m available anytime after 12 PM for walks, drop-ins, and pet care. In August, my schedule becomes much more flexible, allowing for additional daytime availability. Once the school year begins, I’ll primarily be available on weekends and for evening/late-night care. As a teacher and animal lover, I enjoy spending my free time caring for pets and making sure they get plenty of attention, exercise, and love. I treat every pet like my own! I maintain routines, provide loving care, and create a safe, comfortable environment where pets feel happy and cared for while their families are away.

Sitter Profile Image: Ning W.
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Ning W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
13 reviews
8 repeat clients
5 years of experience
Waterloo, WI, 53594

Ning is amazing! She has shown such wonderful care for my boy, Cosmo!

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Toni M.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$20
per walk
30 years of experience
Neosho, WI, 53059

About: I have had pets all my life. I have 5 of my own dogs of various shape and size and foster for a couple different rescues! I am very flexible, I'm available most of the time and love to meet new pets. I try to fit the needs of pet owners where I can. I don’t plan on doing any home care. I have 5 dogs of my own and also foster. This just isn’t possible at this time.

Sitter Profile Image: Jaymie S.
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Jaymie S.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Watertown, WI, 53098

Jaymie is the best! Cosmo is very shy and he warmed right up to her! I really appreciate her gentle approach to him, and you can tell how excited he is to see her!

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Toni M.
Sitter Profile Image: Jade B.
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Jade B.
from
$30
per walk
10 years of experience
Oconomowoc, WI, 53066

About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.

Sitter Profile Image: Ashlyn J.
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Ashlyn J.
from
$15
per walk
4 years of experience
Johnson Creek, WI, 53094

About: I have always had a dog in my house growing up, so i understand the basics of dog care. Currently I work at a dog daycare. I've been working there for 2 years and it has helped me understand more about dog behaviors, and care for them efficiently and effectively. Before that I volunteered at the Jefferson Humane Society for 3 years helping clean out animal cages/rooms and providing affection to all the rescued animals. I'm looking for extra work during the summer in between my internship and job. Internship is 3 days a week, job is 2. So I don't have a bunch of time but I do have some open hours where I can do dog walks and some daycare shifts. I have a lot of experience with a variety of dogs and their behaviors. I can create dogs when needed and can walk dogs without any issues.

Sitter Profile Image: Malarie B.
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Malarie B.
from
$25
per walk
10 years of experience
Oconomowoc, WI, 53066

About: I am outgoing, energetic, and a happy over achieving girl! You can always trust me. I’ve had dogs between golden retrievers, beagles , labs, blue healers, German Shepard’s I’ve dog sat and have been around them all! And let’s just say they love me :) So I do have a crazy job, so if you’re looking for someone to be there all day I won’t be your girl, I usually work 6-10 hours every day tue-Friday my hours vary depending on the day of the week my thursday hours (12-8)(fri8-3)(every other Saturday 8-2) (Sunday off) Mondays I work one Monday a month (4 hours) (tue 9-5 sometimes vary)(wed 8-8) I do massage therapy full time. But when I dog sit I only go to work and tend to your dogs! I make no plans and hangout with my furry friends all my free time I walk my dogs every day! I keep the homes clean just like you left them! And I’ll give the dogs all the love and snuggles in the world

Sitter Profile Image: Ella W.
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Ella W.
from
$14
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

My pup absolutely adored Ella! She was so excited to see her and just wanted to play and play. Ella gave me lots of picture and video updates and I could tell she treated my pup just like she would her own. Super easy to get along with a took great care of my baby!

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Julia M.
Sitter Profile Image: Emily D.
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Emily D.
from
$17
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Marshall, WI, 53559

About: I have taken care of dogs for as long as I can remember! I love training and have lots of prior experience with a variety of behaviors from reactivity to separation anxiety. My previous dog required lots of medical care and I am a human nurse so I am very comfortable providing any care your dog needs. Lastly I do have experience fostering so I have had lots of experience with different personalities and types of dogs! I do have one dog at home who loves other dogs and loves to play as well as a cat who is dog friendly (for shorter stays she can be kept in a spare bedroom)My days off of work are fully open and I do not book more than 1 dog at a time, so your dog will have all my attention. I will send lots of pictures and updates as I understand it can be anxiety provoking to trust your dog with someone new! I do work full time, but only 3 days a week. This schedule varies week to week so while I don’t have a consistent schedule, my days off work can be fully devoted to you and your pet! On days I do work I am available for early morning or late evening drop ins The back part of my yard is fenced in so your dog will have lots of room to run around and explore. There’s also plenty of shade to keep them cool! I do live by a park and a small walking trail so I there are lots of ways for us to get our exercise in! If I am walking a dog in your home, I am flexible and accommodating and am comfortable using whatever methods/tools you prefer to keep your dog safe.

Sitter Profile Image: Deann S.
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Deann S.
from
$25
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
27 years of experience
Watertown, WI, 53094

About: I've had dogs my whole life! Most have been middle size dogs - lab mixes, etc. I have experience with taking care of all size of pets though.I also walked dogs at a local humane society until I adopted my own bundle of joy! I have dog sat for all different sizes and types of dogs and genuinely enjoy being around them. Like I said above - I sometimes prefer dogs over people haha! I would love to get back into walking and socializing dogs looking for good homes! I love being able to help them find new homes! I just have a connection with dogs and love being around them! I currently work during the day but am free nights and weekends and would love to meet your member(s) of the family! :)

Sitter Profile Image: Megan B.
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Megan B.
from
$25
per walk
5.0 out of 5 stars
14 reviews
1 repeat client
20 years of experience
Ixonia, WI, 53036

About: I’m a lifelong dog owner and have often been called a “Deaf Dog Whisperer” throughout my life — a title I happily agree with. I currently have three dogs, including two Deaf dogs and a Deaf Dogo Argentino. I have experience with a wide range of dogs, from Chihuahuas to Great Danes and Mastiffs, including high-energy, Deaf, and special-needs dogs. Being Deaf has strengthened my bond with dogs because we’ve learned to communicate without relying on spoken words. I naturally pay close attention to their behavior, body language, and the little ways they communicate with me. I’ve always had an easy time connecting with dogs and understanding what they need to feel comfortable, safe, and understood. I work from home, allowing me to provide plenty of companionship and attention throughout the day, especially during house sitting. I’m comfortable with different routines, dogs in diapers, baths, basic nail trims, and keeping dogs mentally engaged with puzzles, chews, sniffing, and play. I’m also happy to offer treats with your approval or take your dog for a car ride if they find it relaxing. I follow care instructions closely and often go the extra mile — something my customers and reviews have complimented me on. I treat every home with the same respect I’d want for my own, making sure it’s left the way I found it, or even a little cleaner. Your dog’s routine, preferences, and care instructions are important to me.

Sitter Profile Image: Cara H.
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Cara H.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
1 year of experience
Jefferson, WI, 53549

About: I have a rescue dog so I have a lot of patients! I’ve always loved animals and I’m working towards volunteering for a foster company! I am working part time so I have a lot of time on my hands to help take care of others pets! I will be able to spend a lot of quality time with your pup! I have a crate if needed for your dog. I do have a fenced in backyard that has multiple toys for dogs. If I come to your house I will follow any rule you have for animals and people in your home.

Sitter Profile Image: Jenn S.
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Jenn S.
from
$40
per walk
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Lake Mills, WI, 53551

About: I grew up on a horse farm and always had a variety of animals around me. A cat and dog were our constant companions, so caring for animals has always felt natural to me. As an adult, I realize that growing up that way taught me responsibility from an early age. I understand how important it is to have someone you can rely on and trust when you’re away from home, and I want you to feel completely at ease knowing your pets are in my care. When I care for your pets, I’ll follow their normal routines as closely as possible so they feel comfortable and secure while you’re away. I’ll give them the attention, affection, exercise, food, and care they need—and of course, I’ll clean up after them and leave your home just as I found it, if not better.

Sitter Profile Image: Angela U.
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Angela U.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Jefferson, WI, 53549

About: I am a Certified Veterinary Technician and have experience in pet sitting and the veterinary field for the past 20 years. I owned a pet sitting business for 5 years (2008 - 2012) and experience in general practice, emergency, specialty, and shelter medicine. Having a medical background allows me to pick up on medical issues and emergencies in a timely fashion, allowing for treatment if necessary. I am also able to administer medications as needed. I treat others' dogs the same way I treat my own pets and keep daily routines as close to their normal as much as possible. I work full time at a clinic and part time at the local humane society. I am available limited days during the week for walks and drop in services. Please see the calendar for up to date availability! I discuss your pets routine with you so I can keep it the same as possible during my visits. This helps keep your pet's schedule uninterrupted and allows for calmer and happier experiences!

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

Dog parents share their Rover experiences - Watertown

1 / 1
5.0 out of 5 stars

Sadie is so sweet and kind! She's great with my highly energetic dog, Scout. She walks him all around my neighborhood and is kind to all of our neighbors she meets on our walk. She's very dependable and has great communication skills. I am so glad I found her to help me with Scout!

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Sandy G.
Dog Walking
5.0 out of 5 stars

Bella was awesome! I had a conference scheduled in DC and needed someone to help with walking my elderly mother’s dog twice a day while I was gone. Bella not only stepped up to the task but did do with kindness and patience!

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Tina B.
Dog Walking
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Popular requests for dog walking - Watertown

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Sitters in Watertown average 3
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FAQs for Dog Walking - Watertown

Frequently asked questions about Rover

The average cost for Dog Walking in Watertown on Rover is $18.87 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 1,330 sitters on Rover offering Dog Walking across Watertown. 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 Watertown. 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 Watertown.

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 Watertown. On Rover:

  • 91% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 99% 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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