Dog Walking Middleton

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

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Over 181
pet parents in Middleton have booked dog walking

Middleton, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ryan H.
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Ryan H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
23 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

About: I work from home and have flexible hours. My dog loves to play with other dogs and would love to have a friend on walks or to play in our fenced-in yard! Also available to go on solo walks if needed. Can also have behaved dogs stay over during day or night; they will get plenty of love from our dog and our two daughters. Can take the dog for walks, to dog parks, or just hang out in our back yard. I work from home. I can take dogs for walks or dog parks most times during the week, as my meetings can be handled from my phone. If dogs are friendly with our dog, the dog can come play at our house in our fenced in back yard. Weekend mornings are usually free for walks, and depending on kid activities can fit in walks and feedings during the afternoon/evening. I have a fenced in yard and a dog (Australian Shepard) that gets along with almost every dog he’s met. Have many dog toys for play. Neighborhood for walks is quiet and has many friendly dogs. At client’s home, will provide feedings, walks, and/or in-home playtime.

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

Stephanie was great with my sometimes challenging Australian cattle dogs. She communicated well, was flexible in terms of exact timing, and really seem to enjoy my pups, and they really like her. Highly recommended.

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Rod G.
Sitter Profile Image: Jacob S.
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Jacob S.
from
$12
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
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: Sophie E.
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Sophie E.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Was the best!

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

Stina is extremely pleasant. She replied to my request quickly and was so easy to work with. She came for a meet and greet because my dog can be reactive at times. My dog took to her right away. It was obvious Stina had experience with animals. The next day she took her on a walk and it went great! We will definitely be using her services in the future and would highly recommend her.

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Kristine B.
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: Bethany W.
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Bethany W.
from
$16
per walk
5.0 out of 5 stars
4 reviews
2 years of experience
Madison, WI, 53705

About: I am a vet student who has experience taking care of other dogs, cats, and even birds while working in a vet clinic! I am able to administer medications, take care of senior pets, and those with disabilities!! Growing up, I also have taken care of both cats and dogs in my family😊. I am currently only working virtually and part-time for a research paper in veterinary medicine, so I am able to comfortably accommodate Rover and pet-sitting in my schedule! I have learned in the past to adhere to owners’ specific instructions and ask questions if they arise to provide the best care for their pet. While taking care of pets in the vet clinic, I respect their boundaries, closely monitor their health/behavior, and try to minimize any stress or fear they could be experiencing. With pets at home, I love to spend as much time giving them love and affection or stimulating their mind with play-time and toys!

Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
139 reviews
56 repeat clients
4 years of experience
Madison, WI, 53719

Michelle is spectacular! This was my first Rover experience and I was quite concerned my pup wasn't going to cooperate with a (relative) stranger for a walk BUT from the moment they met for a Meet and Greet Michelle was his friend. It's obvious she truly loves dogs and I know mine loves the time they spend together. I strongly recommend Michelle to any Rover user and will recommend this app to friends.

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Dan D.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
615 reviews
147 repeat clients
13 years of experience
Madison, WI, 53705

Ashley was so wonderful! Helped me in a pinch and did it so professional! Shared updates and pictures. This was my first time using Rover and was a touch nervous, but I can now say I’d definitely do it again! Thanks, Ashley!

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Emma F.
Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per walk
5.0 out of 5 stars
170 reviews
52 repeat clients
12 years of experience
Vilas, Madison, WI, 53711

Hillary did an amazing job walking my shy pup and quickly won her over! In addition to being amazing with my dog, Hillary did and excellent job communicating with me about how my dog did on their walks, tactics she used to help build up my dog's confidence, and Hillary even helped clean up a potted plant that my dog had knocked over one day. I would highly recommend Hillary to anyone looking for care for their pets!

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Hannah L.
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: Megan B.
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Megan B.
from
$20
per walk
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

Megan did a great job with Sami while we were away! We would definitely use her again!

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Andy O.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
91 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

Austin is fantastic! I love all of the pictures, updates, flexibility, and care he takes while walking Mazie! She always looks so happy and excited! Will recommend Austin to anyone and everyone!

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Cailin C.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$20
per walk
4.9 out of 5 stars
34 reviews
15 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: Jessica B.
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Jessica B.
from
$15
per walk
5.0 out of 5 stars
14 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: 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: Jennifer G.
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Jennifer G.
from
$25
per walk
5.0 out of 5 stars
10 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: Amber K.
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Amber K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Wisconsin Co-Op Housing, MADISON, WI, 53705

About: We have 3 cats and a mini Dachshund, all rescues. Reliable, respectful, dependable. All-around animal-person, committed to keeping animals safe and happy - I strongly believe that people have a responsibility, duty to care for and love all animals; it’s a privilege to have a relationship with them, and we should foster and nurture that. Interested in teaching basic dog commands. Will learn to administer shots if needed. Sensitive to changes in behavior that could signal unhappiness, illness. In the future, hope to create a doggy sanctuary, so I can have many dogs of my own to love and care for every day. I just love dogs & cats & all animals! Value open and clear communication with owners to better care for their pets and to build healthy relationships between us all. My availability has some flexibility, so contact me to discuss! Recently retired and looking forward to devoting time and energy doing things I love, including caring for and building bonds with furry friends. Prefer scheduling ahead of time but will do my best to accommodate same-day requests. All care will be provided according to your instructions. For daycare service provided at my home, I would take dogs out on leash at regular intervals because my yard is un-fenced. Kitties and doggies are loved and treated with kindness and respect.

Sitter Profile Image: Nicole P.
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Nicole P.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 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: Naomi M.
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Naomi M.
from
$15
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
2 years of experience
Middleton, WI, 53562

About: I regularly walk and check in on a dog four times a week and have pet sat for several families. I’ve also helped care for my families dog over the years. I’m reliable, patient, and always make sure pets feel safe and cared for. I currently have a pretty high availability to care for pets — through boarding, quick walks, drop in visits, etc! I love early morning walks and exploring nature. I provide a calm, safe environment and always follow care instructions closely. Though I don’t have a fenced yard, I’m comfortable caring for dogs and cats — supervising pets carefully to ensure their safety and comfort at all times.

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

Dog parents share their Rover experiences - Middleton

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5.0 out of 5 stars

Stefanie did a great job with our two silly goldens! Very responsible and efficient. Would definitely use her again!

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Cheri F.
Dog Walking
5.0 out of 5 stars

Stina is extremely pleasant. She replied to my request quickly and was so easy to work with. She came for a meet and greet because my dog can be reactive at times. My dog took to her right away. It was obvious Stina had experience with animals. The next day she took her on a walk and it went great! We will definitely be using her services in the future and would highly recommend her.

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Kristine B.
Dog Walking
5.0 out of 5 stars

Rebecca was great with Milo, on time, and provided detailed update on the walk. Will definitely want to hire her again.

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Greg B.
Dog Walking
5.0 out of 5 stars

Abby was great looking after Moose while we were out of town for a couple days. Super responsive / communicative and flexible for a late notice booking. Would definitely book with Abby again!

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Ashley G.
Dog Walking
5.0 out of 5 stars

Jennifer is great with my big goofy boy….she adapts to weather conditions and my dog’s needs with care and attention for his comprehensive wellness. He loves his walks…more like sniff adventures…just as much as he loves the house hangouts where he can have a great mix of play and couch hippo experiences. Definitely a 5 tail wag review from us!

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Elaina M.
Dog Walking
5.0 out of 5 stars

Anna is amazing with my animals and they adore when she visits and takes care of them. They are always happy and happily tired when I get home!

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Wendy B.
Dog Walking
5.0 out of 5 stars

Clara was great to work with! Attentive, flexible, and accommodating - even as I gave her the wrong garage code. My pup was tired after the walk, obviosuly happy, and the pictures were an added bonus. I'd trust Clara with my gal any day!

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Emily J.
Dog Walking
5.0 out of 5 stars

Aliyah responded very quickly to my request for dog walking while I couldn't get my 2 large fur babies out. She was kind, quick to bond with them, lovely to chat with and although it was a splurge for me it definitely feels worth it. The dogs liked her immediately, which isn't always the case with our oldest, more shy Sheepadoodle. As I write this, they are spread out on the floor tired, so goal met. I'll definitely ask for Aliyah's help again.

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Jennifer C.
Dog Walking
5.0 out of 5 stars

Hannah always seems to bail us out when we are in a pinch!!!! She is the absolute sweetest human!! Recommend her 100x over!!

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Kourtney K.
Dog Walking
5.0 out of 5 stars

Allegra has been walking our mastiff and doing a great job working on leash skills. We got Bixby as a rescue so he’s needed a lot of extra TLC to relearn things at 3-4 years old. Allegra totally gets him.

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Emily B.
Dog Walking
5.0 out of 5 stars

Here’s a shorter version: --- Melissa is a fantastic dog sitter! She communicates clearly, sends great updates, and is genuinely thoughtful about my dog’s needs. I always feel at ease knowing my dog is with her. Highly recommend!

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Mitchell R.
Dog Walking
5.0 out of 5 stars

Took plenty of pictures, adjusted to my dog’s desired level of activity, and troubleshot a key/cat toy issue. Communicative, friendly, and on-time. Would hire again!

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Carrie P.
Dog Walking
5.0 out of 5 stars

Marianne provided great updates during her walks and was very communicative! She made sure our sweet, nervous boy was taken care of, and eased all our worries! Will be booking again!

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Margie E.
Dog Walking
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Popular requests for dog walking - Middleton

Select a filter and find qualifying sitters offering dog walking.

Sitters in Middleton average 3
repeat dog walking clients

FAQs for Dog Walking - Middleton

Frequently asked questions about Rover

The average cost for Dog Walking in Middleton on Rover is $22.2 per walk (as of September 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 September 2026, there are 1,415 sitters on Rover offering Dog Walking across Middleton. 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 Middleton. 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 Middleton.

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 Middleton. On Rover:

  • 91% of walkers can help with special care needs
  • 97% 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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