Dog Walking Greenfield

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Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya is the best! She’s so good with our pups and very reliable — even in a pinch! ☺️

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Jenna H.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$18
per walk
5.0 out of 5 stars
536 reviews
97 repeat clients
5 years of experience
West allis, WI, 53219

She is fantastic with Rooney!! So at ease knowing she is there to take care of my little sausage! Her attention to detail and the care she takes with him is very comforting! So very thrilled to be working with her!

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Michelle D.
Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
72 reviews
23 repeat clients
30 years of experience
GREENFIELD, WI, 53220

Mary has been so helpful and supportive the last two weeks. I had a couple of deaths in my family and Mary was able to walk my dog and check in on her when I had to fly home for a funeral. She’s so sweet and thoughtful and it was so great to know my pup was being so well taken care of! She’s the best ❤️

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Linnea S.
Sitter Profile Image: Lisa N.
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Lisa N.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
5 reviews
5 repeat clients
35 years of experience
West Allis, WI, 53227

About: I have a way with animals. Pets that don't like people typically tend to be my best friends. I have always loved animals ever since I was little. My goal is to be friends with every animal I meet. You have fun and I will make sure your pet does as well. I work full time in sales, so I am quite flexible. I can typically work my schedule to fit around what I need to do. I am happy to drop in and hung out with your pet while you are away. I love to go for walks, so I will be happy to tire a pet out with some good walk time.

Sitter Profile Image: Bill B.
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Bill B.
from
$15
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
20 years of experience
Greendale wi, WI, 53129

Bill does a nice job with my somewhat opinionated girl. And she loves loves him.

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Teresa N.
Sitter Profile Image: Justine R.
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Justine R.
from
$20
per walk
5.0 out of 5 stars
7 reviews
20 years of experience
Euclid Park, Milwaukee, WI, 53227

About: I’ve been a devoted animal lover and pet owner for as long as I can remember. From dogs and cats to caring for pets with unique personalities and needs, animals have always been a huge part of my life. Currently, I share my home with a lovable, mischievous hound mix who keeps me on my toes and a cat who completely stole my heart. A few years ago, I lost my soul dog, Jersey, and that experience deepened my understanding of the special bond we share with our pets. I know firsthand how difficult it can be to leave them behind and trust someone else with their care. That’s why I treat every pet as if they were my own—with patience, affection, attention, and plenty of love. Whether your pet needs a quick drop-in visit, playtime, cuddles, a walk, or simply a friendly face while you’re away, my goal is to make them feel safe, happy, and cared for. I also know how important peace of mind is for pet parents, so you can expect regular updates, photos, and communication throughout my visits. Because I work from home, I have a flexible schedule that often allows me to accommodate drop-in visits and pet care needs throughout the day. I’m committed to providing dependable, compassionate care and building a trusting relationship with both you and your pets. I look forward to meeting your furry family members and becoming someone you can count on whenever you need a helping hand! 🐾❤️ I work from home and have a decently flexible schedule. I have a young son and pets of my own but thankfully I share these responsibilities with my rockstar husband so I will be able to care for your fur babies. I understand that having a stranger in your home can be a little uncomfortable. I will 💯 respect your space and keep things clean in order for your while you are gone. Please let me know your preferences for my stay.

Sitter Profile Image: Ashley J.
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Ashley J.
from
$18
per walk
4.9 out of 5 stars
12 reviews
5 repeat clients
20 years of experience
Greendale, WI, 53129

Ashley is great! She has been walking my large labs for a few months and there haven’t been any problems. She is always reliable, on time, and quick to communicate. My dog is leash reactive and very strong and Ashley handles her well!

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Bridget D.
Sitter Profile Image: Adam K.
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Adam K.
from
$13
per walk
7 years of experience
Morgan Heights, MILWAUKEE, WI, 53228

About: I'm your pet's best friend while you're gone (minus the drool ). Perfect for senior pups or rambunctious youngsters - playtime pro and training magician! I have a flexible work schedule and I work from home. So its easy for me to manage and look after your furry dog baby. I have a dog and her name is Daisy. I have trained her myself. She's well behaved baby. I spent time playing with her and she is very fun to be around and very needy, but that's love.

Sitter Profile Image: Renee F.
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Renee F.
from
$20
per walk
60 years of experience
Greenfield, WI, 53220

About: I have had dogs my entire life. Recently, my husband and I, lost our beautiful friend, Freckles. She was 14.5 years old. I am retired, and want to help people who struggle with finding someone reliable to care for their furry friends. I've been there! I'm currently working 1 to 2 days per week, very part time hours. Would like to be with dogs occasionally, since my husband and I are not going to get another pet at this time in our lives. I do have a fenced in backyard, not sure if I will be doing daycare or overnights at my house right now. New to Rover, so want to start our with dog walking and dog house visits.

Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$17
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Greenfield, WI, 53228

Stephanie was very responsive and quick to text back when I had a family emergency and needed someone to walk and let my dog out while I was at work and wouldn't be able to come home right after. Great pics of him on a fun walk, thanks!

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Lucas W.
Sitter Profile Image: Brianna J.
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Brianna J.
from
$20
per walk
5.0 out of 5 stars
5 reviews
5 years of experience
Yankee Hill, West Allis, WI, 53227

About: I've lived and taken care of different types of animals like dogs, cats, and small animals all different sizes as well. I've also taken care of puppies and kittens too and have experience with bottle feeding and giving medicine if needed. Im currently working full time during the week at home, and I could definitely hang out with your cats or dogs when u need me too. Its me and my boyfriend at the apartment so there will always be someone home to take care of the pets. We got 3 of our own adult cats. I have 2 cats and I live in a pet friendly apartment I also have lots of parks and trails to take your pet too.

Sitter Profile Image: Alexis G.
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Alexis G.
from
$18
per walk
5.0 out of 5 stars
12 reviews
8 repeat clients
6 years of experience
Greenfield, WI, 53221

Alexis was very accommodating right from the beginning! Not only was she able to fit me in the same week while meeting my dog prior, but she made sure to let me know when she was arriving to my apartment along with sending a picture at the end. I would definitely recommend and plan to use her again!

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Joan B.
Sitter Profile Image: Angie B.
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Angie B.
from
$18
per walk
5.0 out of 5 stars
36 reviews
10 repeat clients
30 years of experience
West Allis, WI, 53219

About: My children and I love dogs! I have been around dogs my entire life. I had a dog growing up who I adored. She was part of our family so I do understand how important it is that you feel comfortable with your dog sitter while you are away. I live in West Allis in a 3 bedroom townhouse with a decent size unfenced front yard and several parks in the neighborhood that we go to often. I would love to provide a caring environment for your dog. I offer overnight stays in my home, drop in visits, and dog walking services. I am more than happy to send daily photos, text updates, or phone calls regarding your furry family member's care. Look forward to meeting you and your pet.

Sitter Profile Image: Kiya M.
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Kiya M.
from
$25
per walk
3 years of experience
Milwaukee, WI, 53227

About: I’ve had dogs my whole life and one of my favorite activities was walking with them. It’s always great to get fresh air and it helps our furry friends blow off some steam. I would be a great walker for your fur baby because I love animals, reliable, and ready to walk in any weather. I’m currently working part time and can put walking in my schedule on my free time. I’m working on making extra money for school. I try to take care of pets however the owner would like. I understood keeping them on a schedule or giving more attention is needed.

Sitter Profile Image: Abigail Y.
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Abigail Y.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Hales Corners, WI, 53130

About: Hello, I am 24 and love animals. I have always had dogs in my house (large dogs). Now I have my own dog with my Husband. I have lots of experience helping out family with caring for animals and then started branching out through word of mouth. I know how much I struggle to find a pet sitter I trust and want to be that person for others. I’m currently working at a dental office and on a break from school. Thankfully me and my husband have a great routine and balance with our pup that I can be flexible with my schedule for your pup. I would love to provide your dog with anything it may need. From snuggles and love to a quick bathroom break. I love to get steps in during my day as well and can always bring your pup along.

Sitter Profile Image: Julie T.
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Julie T.
from
$19
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
6 years of experience
Greendale, WI, 53129

Julie was great with my elderly dog! She was kind and personable and always cheerful! I appreciated her taking such good care of Rogue and walking her in treacherous conditions like ice and snow! I’d definitely recommend her and use her services again :)

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Brennan F.
Sitter Profile Image: Emma E.
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Emma E.
from
$16
per walk
5 years of experience
Wedgewood, Milwaukee, WI, 53220

About: Nothing probably sets me apart from other sitters. I always carry a mini journal and pen around with me to jot down notes or things I need to remember, especially if there are specific instructions, like dietary or playtime needs for pets. I usually am the one who takes my family dog for a walk every day since I'm the only one in my family who has the most amount of free time on their hands. If I ever dog sat for a friend's pet in my home, I usually don't really change my routine but add the necessary care requirements for both dogs. When I'm staying over at a friend's or family member's house while watching their pet, I still do a similar routine when I'm at home, but I stay on high alert and make sure I don't leave snacks or anything I bring anywhere the dog can reach.

Sitter Profile Image: Alexis S.
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Alexis S.
from
$35
per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
12 years of experience
Highwood Estates, Milwaukee, WI, 53219

Alexis does an amazing job taking care of my pup while I’m at work. She spends time playing with him in my back yard and uses the rest of her time to take him for a nice walk!! This has been super easy and makes me feel happy that my dog Willie gets some time to stretch his legs and play while I’m away ❤️❤️❤️

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Aaron V.
Sitter Profile Image: Ashling I.
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Ashling I.
from
$22
per walk
1 repeat client
25 years of experience
Root Creek, Milwaukee, WI, 53220

About: Hi, I’m Ashling! Animals have been a central part of my life for as long as I can remember. I grew up with a Soft Coated Wheaten Terrier, spent my teenage years as the go-to neighborhood babysitter and pet sitter, and today, I’m a proud pet parent to two wonderful Wheatens of my own. ​Because of my personal experience with dogs of all backgrounds, I understand that every animal is unique. My philosophy is to always meet animals where they are at—building trust at their pace while providing a safe, confident, and structured environment. I'm currently accepting weekday appointments for now and will accept some overnights and weekends. I have a flexible schedule at this point and will be able to care for pets multiple times throughout the day and night. I will treat your home and your pets with the utmost respect and try to follow the schedule and routine to make sure your pet is comfortable in their home while you're away. Their safety and comfort is my highest priority.

Sitter Profile Image: Brooklyn P.
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Brooklyn P.
from
$20
per walk
5.0 out of 5 stars
30 reviews
6 repeat clients
10 years of experience
Morgan Heights, Milwaukee, WI, 53228

About: I love dogs and have been caring for them since I was 12. With me, your pet will have the “Cool Aunt” as their sitter (with a couple dad jokes slid in as well). We’ll be the Paw-fect match! I’m currently working full time, so on top of meeting all of your pet’s needs, we’ll be taking advantage of long walks in good weather or doing fun activities such playing hide in seek or watching a relatable film for movie night (Beethoven is my favorite!) My services of care will depend on your instructions and boundaries for your fur baby along with your home. I take pride in doing what I do best whilst making sure every expectation you have of me is met.

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

Dog parents share their Rover experiences - Greenfield

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5.0 out of 5 stars

We had to be away on a trip longer than we wanted to be, but our sweet Willow pup and three cats were in the BEST hands with Mallory. We got such awesome updates with photos and fun summaries of their adventures/walks. This was our second time with Mallory and she put us at such ease being far from home. We are all so blessed for her heart of gold and her priceless time. 🙏

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Jessica D.
Dog Walking
5.0 out of 5 stars

Ashley did a great job with Bear. She walked her a good distance, no slow pace with Ashley! She was kind enough to feed her dinner, which Bear greatly appreciated.

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Teresa N.
Dog Walking
5.0 out of 5 stars

Juliana was very prompt. She was so good with the dogs. I really appreciate her. She said that she had boxers when she was little. They seem to really love her and enjoy the walk and back tired. I will definitely be hiring her again thanks Juliana. We really appreciate you.🐾🐾

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Mary G.
Dog Walking
5.0 out of 5 stars

Sarah is phenomenal and takes such great care of my little man!! Love knowing she is with him during the day and getting his walkies in!

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Michelle D.
Dog Walking
5.0 out of 5 stars

Caitlyn is Awsome!! My big pup loves her. You can tell that she has a true love for animals. I would highly recommend her and trust her 100 with my big guy.

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Jen Z.
Dog Walking
5.0 out of 5 stars

Hailey is fantastic. She has been walking my dog 3 days weekly for over a year and is very reliable. Highly recommend working with her!

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Rebecca M.
Dog Walking
5.0 out of 5 stars

She has been such an amazing person! I can tell she cares about my dog and she is always easy to reach. When an issue came up, she was able to quickly solve the problem. Always willing to go above and beyond. I cannot recommend her enough to anyone that is searching for someone to care for their pet.

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Lauren B.
Dog Walking
5.0 out of 5 stars

Elizabeth was great with our dogs’ walks. She’s prompt and had great communication. We would recommend her and will definitely use her again.

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Stephanie P.
Dog Walking
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for dog walking - Greenfield

Select a filter and find qualifying sitters offering dog walking.

Sitters in Greenfield average 3
repeat dog walking clients

FAQs for Dog Walking - Greenfield

Frequently asked questions about Rover

The average cost for Dog Walking in Greenfield on Rover is $17.76 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 2,297 sitters on Rover offering Dog Walking across Greenfield. 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 Greenfield. 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 Greenfield.

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 Greenfield. On Rover:

  • 91% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a 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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