Dog Walking Ashton

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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: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
78 reviews
26 repeat clients
14 years of experience
Middleton, WI, 53562

Amazing service provided by Stefanie! Great communication, photo updates and extras like grabbing our mail/packages. Best care for our fur baby!!

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Theresa W.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$10
per walk
16 years of experience
Madison, WI, 53705

About: Dogs are a huge part of my life! Before moving to Wisconsin, I owned and operated a dog walking and overnight boarding business in Maryland for two years. These days, I spend much of my time fostering dogs for a local rescue, helping them decompress, learn home life, and get ready for their forever families. With three personal dogs, I’m very comfortable managing a multi-dog household and all the different personalities that come with it. I’ve cared for everything from energetic, playful pups to seniors who prefer a cozy spot on the couch, as well as rescue dogs who need extra patience, structure, or time to feel comfortable. Fostering has taught me that there really isn’t a “one size fits all” approach to dogs. I pay close attention to body language, respect boundaries, make thoughtful introductions, and adjust my approach based on what each individual dog needs. I also know how hard it can be to leave your dog behind and wonder how they’re doing. You can expect daily updates from me, including plenty of photos and videos, so you can see how your dog is settling in and what they’ve been up to. My goal is to give your dog a safe, comfortable, fun place to stay—and give you the peace of mind that they’re with someone experienced, attentive, and who truly gets dogs. Pet care fits very naturally into my everyday life. I’m a stay-at-home mom to a middle schooler and work remotely part-time, which means I’m home quite a bit and have plenty of flexibility to give the animals in my care lots of attention, love, potty breaks, walks, playtime, and downtime. With three resident dogs—a 70 lb senior mix, a 2-year-old Boston Terrier, and a 1-year-old English Bulldog/French Bulldog mix—and all three started out as fosters who never left! I continue to foster regularly and work very closely with a local dog rescue, so welcoming another dog into our routine is something the dogs are very accustomed to. Dogs staying with us aren't spending the day alone waiting for someone to come home from work. I'm around throughout the day to keep an eye on everyone, accommodate individual routines, and provide plenty of attention (or a cozy place to nap, if that's more their speed!). Pet care is genuinely part of my everyday life, and I love it that way. Here, pets are treated like part of the family. My dogs are kennel trained, but they're also welcome throughout the home—including on the furniture and beds. I'm happy to follow your lead, though! If your dog sleeps in a crate, follows certain house rules, eats on a specific schedule, or isn't allowed on furniture at home, I'll do my best to keep their routine consistent. I live in a large apartment, so all outdoor time is supervised and on leash. I'm very comfortable with puppies and their extra needs, including frequent potty breaks, potty pads, crate training, and the general chaos that comes with puppyhood! I have extra crates that can accommodate dogs up to approximately 75–80 lbs, plus more dog beds and toys than any household probably needs. If your pet has food or environmental allergies, please let me know. I am very accustomed to managing allergies and am happy to follow specific instructions regarding food, treats, medications, or environmental triggers. Because your dog will share our home with my husband, middle-school-aged child, and our three resident dogs, dogs staying with us must be comfortable with older children, men, and other dogs. I take introductions and dog body language seriously and want every animal in the house—yours and mine—to feel safe and comfortable. While others do live in the home, I will be the caregiver for any other animals. For care in your home, I'll follow your lead. You know your pets and their routine best, and my goal is to keep things as familiar and consistent as possible while you're away. I'm also happy to care for more than just dogs during in-home visits—cats and other household pets are welcome, too! Whether your pet stays with us or I care for them in their own home, I'll treat their individual routine as exactly that: individual. Some pets want to be your shadow, some want nonstop playtime, and some would prefer that I serve dinner promptly and otherwise respect their personal space. I'm good with all three!

Sitter Profile Image: Abigail A.
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Abigail A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
16 reviews
2 repeat clients
17 years of experience
Middleton, WI, 53562

At short notice, Abigail stepped in and gave my dog Rosie a walk when my dog walker was sick. I’m so grateful for her and will definitely work with her in the future.

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Kat G.
Sitter Profile Image: Mira D.
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Mira D.
from
$19
per walk
2 repeat clients
10 years of experience
Waunakee, WI, 53597

About: As a pet owner myself, I understand how important it is to trust the person caring for your fur babies. I currently have my sweet girl Nova at home and am comfortable with pets of different temperaments and needs. I strive to create a safe, stress free experience while keeping owners updated with lots of photos and messages. Whether your pet needs playtime, cuddles, medication, or just a consistent routine, I’ll make sure they receive attentive care. I’m currently a SAHM with a very flexible schedule, allowing me to provide reliable care and accommodate a variety of pet care needs throughout the day. Your pets are treated like family! I have 1 cat in my home currently that is okay with dogs that visit. I maintain a clean, safe, and pet-friendly environment and carefully supervise interactions at all times.

Sitter Profile Image: Brenda S.
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Brenda S.
from
$20
per walk
4.9 out of 5 stars
33 reviews
12 repeat clients
9 years of experience
Waunakee, WI, 53597

This was the second time working with Brenda. She did a great job again. I received updates and pictures with every walk/ visit and medication was administered according to instruction.

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Cashton C.
Sitter Profile Image: Madalyn M.
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Madalyn M.
from
$30
per walk
5.0 out of 5 stars
4 reviews
5 years of experience
Middleton, WI, 53562

About: I enjoy caring for energetic dogs and love keeping them active through games like fetch and tug-of-war. I am a dependable and attentive pet sitter who is comfortable administering medications and providing any additional care your pet may need. I strive to build trust with every pet I care for, and I’m proud that many of my clients have chosen me as their recurring pet sitter. My goal is to ensure every pet feels safe, comfortable, and well cared for while their owners are away. I am currently available through the beginning of August and am happy to discuss scheduling to find a time that works for you. Please feel free to message me with any questions about my availability. I typically provide care in your home to help keep your pets comfortable in their familiar environment. I can also welcome your furry family members into my home for stays of up to two days, if needed. While I do not have a fenced yard, I make sure every dog gets plenty of exercise through long walks and trips to local parks. If your dog enjoys socializing with other dogs and you approve, I’d be happy to take them to a dog park for additional play and enrichment. Your pet’s safety is always my top priority. I carefully follow your care instructions and make sure every dog in my care receives plenty of love, attention, exercise, and responsible supervision. My goal is for every pet to feel safe, happy, and well cared for while you’re away.

Sitter Profile Image: Quinn M.
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Quinn M.
from
$12
per walk
8 years of experience
Madison, WI, 53719

About: I have been surrounded by and have taken care of dogs since getting my family’s two dogs when I was around 11 or 12 years old. Even since moving out, my family has relied on me to take care of them on vacations, extended work trips, etc. I now have two cats of my own, and love any opportunity to meet new animals. I am currently traveling the country, and looking to explore new places! I’ve found that pet-sitting is an excellent way to do so, with the side bonus of getting to meet new furry friends along the way! I am very intentional about adapting to each pet’s individual needs - whether they’re a fast friend or needs some space to figure me out first, my top priority is establishing trust with your fur baby. From there, I can ensure that I give them the proper love and care they deserve.

Sitter Profile Image: Sidney R.
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Sidney R.
from
$20
per walk
5.0 out of 5 stars
84 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

We have a reactive dog that needs time, space and discipline. Sidney is very friendly, understanding and willing to work with us to make our pup comfortable. We are happy to book her again!

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Eliisa R.
Sitter Profile Image: Jack M.
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Jack M.
from
$20
per walk
5.0 out of 5 stars
2 reviews
8 years of experience
Middleton, WI, 53562

About: For the past 8 years, I have been pet sitting for various friends, families, and neighbors. This has included taking care of dogs and cats, making sure their well-being is taken care of. I have experience walking dogs and making sure they are mentally stimulated throughout the day. I have also had experience with cleaning up any potential messes the pet might have made in absence of me or the owner. Currently, I work as a server while on summer break from college. My schedule at work is pretty flexible and I don't typically work whole days, so for the most part I am free on days I work except for 4-5 hours at the max. Other than that, the days I have off will be cleared and dedicated to the animal I am watching when I am scheduled. Whenever I watch an animal in another home, I always make a short sweep through the house wherever the animal has access to in order to ensure no messes were made. Whenever I leave, whether for a walk or for an extended period of time, I double check to make sure that the house is locked up and secure through any means of entrance. I am available for regular correspondence with owners and reply in a timely manner.

Sitter Profile Image: May N.
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May N.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 years of experience
Middleton, WI, 53562

About: My pet-sitting experiences include looking after both cats and dogs day to day and for extended periods of time. When taking care of cats, I make sure they have clean water and food at all times; keep their environment clean; watch over them and see if they are healthy; and interact with them by playing with them on a daily basis. I also have experience caring for dogs of various sizes and energy levels. Making sure their fed, walked, groomed, and cleaning up any messes/ their environment. In addition always making sure they have access to clean drinking water and providing plenty of playtime and attention. I occasionally take care of a family friend’s dog who has arthritis. I help keep her comfortable through gentle massages, giving her medication as directed, and hand-feeding her when necessary. In doing so, I learned to be patient and attentive in caring for an animal's individual needs. What sets me apart is my genuine love for animals. I always go the extra mile into taking good care of animals, ensuring their safety, and comfort in the absence of their owners. I treat every pet as if they were my own and doing everything I can to ensure their happiness. I am extremely flexible with regards to my schedule, and can be available for the most part of the day. I wake up early, so feeding and taking the animals for walk won't be a problem at all. When caring for pets in a client’s home, I value their safety, trust, and maintaining a calm and familiar environment for their pet. It is important for me to carefully follow all the instructions concerning their feeding schedule, treatment, taking medication, and other specific care. It goes without saying that I make sure that the pets receive proper meals and have clean water to drink. I also try to keep the house as clean as possible, including litter boxes for cats and any messes that may occur. I also observe the pets to ensure everything seems normal and they’re healthy. I believe that building trust with both pets and owners is essential, I’ll always provide them with updates and photographs about the current condition of the pets. My goal is to make sure their pet is cared for and mostly importantly happy.

Sitter Profile Image: Matthew H.
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Matthew H.
from
$12
per walk
4 years of experience
Madison, WI, 53719

About: I’m a passionate dog lover who believes pets are family. As a dog owner for over four years, I understand the care, attention, and love our furry friends need every day. Whether you need help with walks or companionship for your pet, I’m committed to providing reliable and caring support. I love dogs of all sizes and personalities and look forward to helping keep your pet happy, safe, and active! While I am looking for a new full time job, I have a lot of availability for anyone needing some help. Would be open to daily walks or as needed. I would care for any pet like they are my own! I am extremely protective of my dog and would only want the best for her and I would offer the same level of care for your pet, too!

Sitter Profile Image: Stina S.
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Stina S.
from
$22
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
9 years of experience
Middleton, WI, 53562

Stina is a very good communicator, she has a very pleasant personality, and she gave my pup a nice long walk.

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Judy C.
Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$25
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Middleton, WI, 53562

Jennifer was great! Super friendly, wonderful with my dog Sadie and very communicative!!

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Katie H.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!

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Marissa G.
Sitter Profile Image: Jacob S.
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Jacob S.
from
$12
per walk
5.0 out of 5 stars
2 reviews
11 years of experience
Capitol, Madison, WI, 53703

Jacob is amazing and a fast walker! He uses the whole booked time to walk your dog and takes the best pictures too! Support him in his senior year here. You and your dog won’t regret it!

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james a.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$20
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Sauk Creek, Madison, WI, 53717

About: I have a dog of my own and I’ve done boarding, drop ins and walks before. I’ve grown up with dogs in the house and have watched family friends dogs numerous amounts of times. I currently work full time (8-4:30) during the week, but can do evenings on week days and any time during weekends! I am very flexible and can make anything work! I can abide by whatever schedules/routines you have in place. If your dog likes to socialize, my dog would be a great buddy! I understand dogs need to follow certain rules and need to be let out/fed in a timely manner.

Sitter Profile Image: Cloey D.
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Cloey D.
from
$20
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
9 years of experience
Middleton, WI, 53562

Cloey did such a great job walking our dog Lily! She was timely and communicative. Lily got bored with walking so Cloey filled up the remaining time playing with her in the backyard. Lily loved her time with Cloey. Would recommend her to anyone!

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Jessica M.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$15
per walk
5.0 out of 5 stars
13 reviews
10 years of experience
Middleton, WI, 53562

About: As a veterinary technician of 10 years, I have skills in administering medications, knowing when your fur baby is not feeling well or in pain, assisting senior fur babies in mobility or other needs and creating as stress free of an environment as possible. I work full time at a veterinary hospital. My work days are 10 hour days and 4 days a week. Before I leave for the day, I ensure fur babies are comfortable, well taken care of and receive lots of love before leaving. Once I am back, I immediately take care of fur babies, then spend time with them before everyone heads to bed. I treat every fur baby as if they were my own so get ready for lots of pictures, videos and updates! I highly value pet safety and ensuring they are as stress free as possible. I treat every fur baby as if they were my own and they are my priority before I takd care of anything else around the house or leave for work, and when I am back.

Sitter Profile Image: Donna S.
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Donna S.
from
$25
per walk
5.0 out of 5 stars
52 reviews
16 repeat clients
20 years of experience
Middleton, WI, 53562

Donna took such good care of my 4-month old puppy and even sent photos to show me he was happy and having fun! This was my first time using Rover and I’m so grateful to Donna for making this a great experience. I highly recommend her.

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Lisa J.
Sitter Profile Image: Gen A.
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Gen A.
from
$40
per walk
5.0 out of 5 stars
333 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Gen was great! Our girl is a new rescue who is afraid of most things and people and is ALSO a teenager who likes to test boundaries and listen 50% of the time. Gen worked with us for a slow meet and greet, was flexible with a reschedule due to insanely hot weather, and was patient with our spicy Pancake for a nice walk. I would highly recommend her!

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Douglas S.
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The median cost per walk for dog walking in Ashton is $20

Dog parents share their Rover experiences - Ashton

1 / 1
5.0 out of 5 stars

It is so comforting to know that Stina is giving my puppy love and a nice long walk while I’m away from home.

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Judy C.
Dog Walking
5.0 out of 5 stars

Stefanie was so great with our dog—it was clear during the meet and greet that he felt comfortable with her very quickly. Communication was also great. We are very fortunate to have found her!

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Megan S.
Dog Walking
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Sitters in Ashton average 3
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FAQs for Dog Walking - Ashton

Frequently asked questions about Rover

The average cost for Dog Walking in Ashton on Rover is $21.4 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 1,391 sitters on Rover offering Dog Walking across Ashton. 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 Ashton. 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 Ashton.

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 Ashton. On Rover:

  • 91% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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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