Dog Walking In Old Middleton Greenway

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

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Top rated Old Middleton Greenway dog walkers

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: Lindsey C.
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Lindsey C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
38 reviews
9 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great! On time, reliable and awesome communication!

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Jackie K.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
123 reviews
50 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.

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Francesca C.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
60 reviews
17 repeat clients
12 years of experience
Middleton, WI, 53562

Stephanie is great, and I'm going to have to come up with reasons to book her again, because my pups are going to miss her. Punctual, good communication, and comfortable with ACDs, which is not always easy. Highly recommend.

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Rod G.
Sitter Profile Image: Stina S.
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Stina S.
from
$22
per walk
5.0 out of 5 stars
7 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 B.
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Jennifer B.
from
$18
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Middleton, WI, 53562

Jennifer was great with my big, goofy mastiff-pitty mix! And Jupiter/JuJu loved his walk and sniff time with her…he came back ready for a nap! Glad to have Jennifer on board as part of Jupiter’s team!

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Elaina M.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
18 reviews
9 repeat clients
1 year of experience
Madison, WI, 53719

About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️

Sitter Profile Image: Victor N.
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Victor N.
from
$18
per walk
5.0 out of 5 stars
42 reviews
8 repeat clients
10 years of experience
Middleton, WI, 53705

Victor always does a great job with my little Buddy. Sometimes I am nervous about how my dog might react around a new person, but Victor has been amazing and Buddy loves when he visits. Definitely recommend!

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Sarah K.
Sitter Profile Image: Samuel P.
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Samuel P.
from
$10
per walk
20 years of experience
Westmorland, Madison, WI, 53711

About: Hi! I’m a lifelong animal lover who genuinely enjoys spending time with pets of all kinds. Whether your dog loves long walks and playtime or your cat prefers a calm companion and plenty of cuddles, I’ll make sure they feel safe, comfortable, and loved while you’re away. I also have years of experience with senior dogs with health issues. I understand that every pet has their own personality and routine, so I take the time to get to know what makes them happiest I am a full time student in the spring and fall and normally take summer classes but this summer am saving money and taking a summer off. I have a huge amount of availability and am willing to accommodate most schedules and dates, lengths of work etc. my routine every day is walking my dog a couple miles, school work outside of the summer, afternoon walk and weekends I take her swimming at salmo pond or Indian lake. At my home I have a fenced in back yard and I have a counter surfer and a chewer so my house is always puppy proof as no doors are left open and all food and paper is pushed back by the counter. It is a no tobacco house hold and all medication, vitamins, supplements or inside a mirror cabinet. I do not purchase chewing gum with xylitol in it ever. I have extremely reliable and will answer the phone most times and if I don’t I will call back generally within a half hour. I am not afraid to ask questions about dog care if I need to clear something up. I only let my dog meet another dog if I feel comfortable with it and trust the dogs demeanor

Sitter Profile Image: Jennifer L.
Verified Background Check
Jennifer L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
553 reviews
169 repeat clients
30 years of experience
Madison, WI, 53705

We have worked with Jennifer for a couple months now. She has been on top of the ball for quick responses and short notice weekend availability. Very professional and reliable. Raja, our dog, looks forward to his walks with her as well. Thank you for all of your hard work!

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Jay N.
Sitter Profile Image: Molly H.
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Molly H.
from
$25
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
25 years of experience
Middleton, WI, 53562

Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!

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Sarah G.
Sitter Profile Image: Jillian D.
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Jillian D.
from
$17
per walk
4.5 out of 5 stars
3 reviews
3 repeat clients
7 years of experience
Spring Harbor, Madison, WI, 53705

I’ve had a great experience with Jillian walking my dog weekly. She was punctual, and if anything came up that might delay her she let me know ahead of time. My dog warmed up to her and was happy to go on walks with her.

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Ryan G.
Sitter Profile Image: Ryan H.
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Ryan H.
from
$15
per walk
5.0 out of 5 stars
15 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: Alisyn L.
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Alisyn L.
from
$25
per walk
5.0 out of 5 stars
69 reviews
18 repeat clients
9 years of experience
Madison, WI, 53717

Alisyn has been wonderful with our dog, Indy! We would highly recommend her for dog walking. She is professional, dependable, and communicative. Most importantly, she made Indy feel very comfortable right away. We greatly appreciate the Rover (Report) Cards and photos after every walk. Thank you, Alisyn!

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Mariya T.
Sitter Profile Image: Elizaveta F.
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Elizaveta F.
from
$15
per walk
5 years of experience
Wisconsin Co-Op Housing, Madison, WI, 53705

About: I have grown up with a variety of animals from cats/dogs to small animals like rats, hamsters and reptiles and even chickens! I'll make sure your pet gets the attention they deserve and the care that they need. I'm very welcoming of detailed instructions so all the furry friends are satisfied and ready for your return. As someone who works from home I'm able to adjust my schedule to meet your pets needs. All my meetings are pre scheduled so I will be able to give full care to your furry friends. My home is cat proofed for my cats as one is extremely smart. Every cat gets cuddled, brushed and fed on time. My own animals are spoiled and yours will be too.

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: Sophie S.
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Sophie S.
from
$15
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Madison, WI, 53705

About: I’ve been caring for dogs since high school and have over 10 years of experience with pets of all kinds. I also started training service dogs in middle school, so I’m comfortable working with different temperaments and routines. I love making pets feel safe, happy, and well cared for while their owners are away! I’m currently a pharmacy student, so my schedule during the school year is structured and reliable. I’m available for walks, drop-ins, and pet sitting around classes and study time, and I enjoy having pets as company during quieter parts of the day. During the summer, I work but still maintain availability for pet care, especially evenings, weekends, and longer stays. I care for pets in their own home where they’re most comfortable and able to stick to their normal routine. I always make sure pets feel safe, calm, and well cared for by following feeding schedules, exercise needs, medication instructions, and any house rules closely.

Sitter Profile Image: Rachael M.
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Rachael M.
from
$14
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Madison, WI, 53719

About: I've had cats, dogs, fish, and rodents, and would love to share my time with even more beloved pets! I worked at a vet clinic for awhile, so safety will be my number one priority. I currently volunteer with a local cat rescue. I even worked with a wildlife rehabilitation center a few years ago, so no animal would be outside my comfort zone, although I have little experience with reptiles. I work full time during the week, but will have about 45 minutes to devote to your furry friend around midday! I am flexible before and after my job, and am often available during weekend days and holidays. I will not offer boarding services, however, I am happy to schedule my time around your fur baby to ensure that they get the love and care they deserve! I am comfortable caring for (feeding, walking, brushing, etc.) and medicating (with instruction) dogs and cats, if necessary!

Sitter Profile Image: Zhenghuan Z.
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Zhenghuan Z.
from
$16
per walk
4.8 out of 5 stars
5 reviews
3 years of experience
Middleton, WI, 53562

About: I have 3 years of hands-on pet care experience and I’m also a husky owner, so I understand how important patience, exercise, and attention are for every dog. I’m comfortable with walking, feeding, playtime, basic grooming, and keeping pets on their normal routine. I’m gentle, responsible, and always focused on making pets feel safe, happy, and cared for. I take dogs out for a walk every morning to make sure they get enough exercise and start the day well. In the afternoon, I usually take them to Middleton Dog Park for playtime and socialization. I follow each pet’s routine and make sure they stay active, happy, and well cared for throughout the day. I provide a safe, clean, and pet-friendly environment at all times. As a husky owner, I understand how to handle active and energetic dogs and always keep a close eye on their behavior. I make sure doors are secured, walks are done on leash, and pets are supervised during play. I follow each owner’s instructions carefully, including feeding, routines, and any special needs. Your pet’s safety, comfort, and happiness are always my top priority.

Sitter Profile Image: Liliana P.
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Liliana P.
from
$17
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Madison, WI, 53705

Lily has been wonderful! She is very attentive, punctual, and respectful. I would recommend Lily for your needs :) She walks our puppy and we have no complaints!

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Joyce D.
Sitter Profile Image: Emma S.
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Emma S.
from
$20
per walk
8 years of experience
Madison, WI, 53703

About: I’m an incoming veterinary student and pet owner. I’ve grown up taking care of my cat and dog and love spending my time with animals. I have worked as a veterinary assistant for the past 3 years. Daily dog walks are an important part of my routine and I have a flexible schedule. I love meeting new people and animals on the island! I have experience with dogs of all sizes and am an active person. I also keep my dog leashed and am amenable to dog’s specific needs.

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Over 74
pet parents in Old Middleton Greenway have booked dog walking

Old Middleton Greenway dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We have booked with Ruby for house sitting and dog walking. She has been responsive, reliable, and taken great care of the dogs!

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Olivia M.
Dog Walking
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

Nyx is very shy and timid. Isabel was so patient and kind with her and was able to get her out for multiple walks!

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Natalee P.
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

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
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

Claire was amazing! She was so friendly, and easy to coordinate with, and arrived in a timely manner . You can tell she really loves dogs. Bella was tired after the walk, which was much needed after being home alone today. Would recommend Claire for anyone in the Madison or Sunprarie area with pups in need of a good walk!

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Damanique F.
Dog Walking
5.0 out of 5 stars

Thank you so much for your outstanding care of our girl, Nala! We are always so grateful for your time and care

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Jacquelynn A.
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

Ryan does such an great job with our two pups. Our younger dog tends to pull ahead, and our older girl tends to want to stop and sniff frequently. Ryan helps both dogs get enrichment on their walks. He's also been a great communicator, and reliable house sitter. We will book again.

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Karen L.
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
5.0 out of 5 stars

He and his partner have been absolutely awesome with Gimli! Very communicative and friendly. I get home from work and Gimli seems so well taken care of. Definitely will book again.

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Gracelyn F.
Dog Walking
5.0 out of 5 stars

i'm so grateful Jolie helped us out and by walking/feeding our dog. She was kind about the fact that he likes to bark when she arrives! Appreciate the feedback about her visit.

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jill b.
Dog Walking
5.0 out of 5 stars

Kirstie was great with my girl :) dependable and I had a happy pup. Excellent communication- I’d gladly hire her again :)

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Michelle O.
Dog Walking
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The median cost per walk for dog walking in Old Middleton Greenway is $21

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Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Old Middleton Greenway on Rover as of Jun 2026 was about $21 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Old Middleton Greenway dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 83% of Old Middleton Greenway dog walkers respond in under an hour.

Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Old Middleton Greenway.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.