Dog Walking Greenfield

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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: Sarah J.
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Sarah J.
from
$18
per walk
5.0 out of 5 stars
• 556 reviews
99 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: Brooklyn P.
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Brooklyn P.
from
$20
per walk
5.0 out of 5 stars
• 30 reviews
7 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.

Sitter Profile Image: Luke L.
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Luke L.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
25 years of experience
Greenfield, WI, 53228

About: Lover of all animals. We have one doggo & 3 cats right now and have had 2 others dogs over the past 20 years !! Experience giving meds daily (pills & insulin) and great with walking dogs. I’m in sales and work locally. Schedule can be pretty flexible. I have no problem working my schedule around your fur babies. Mornings, days and evenings will work based on my schedule. I have a fenced in back yard which is great for our dog Chance. I’m very comfortable taking all dogs for walks, playing in the back yard and feedings as needed.

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: Justine R.
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Justine R.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
20 years of experience
Euclid Park, Milwaukee, WI, 53227

“We couldn't be more grateful for Justine! Rumi completely falls in love with her every time she walks through the door. She has such an incredible connection with animals, and we’ve trusted her 100% with both walks and overnight stays since day one. Thank you for taking such amazing care of our boy!”

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Sofia K.
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: ash s.
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ash s.
from
$12
per walk
5.0 out of 5 stars
• 4 reviews
4 repeat clients
16 years of experience
Franklin, WI, 53132

“Ash is amazing! She always shows up on time and my dog is happier than she’s ever been.”

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Megan L.
Sitter Profile Image: Caitlin W.
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Caitlin W.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Greenfield, WI, 53228

About: I grew up in a home with various furry friends, and as a teenager got my first job working with animals at a pet store. I worked there for several years eventually managing the store and being responsible for the caring of many different types of pets. This included small animals, birds, and reptiles as well! I currently have a well trained and friendly 5 year old yellow lab and assist friends and family with their pet sitting needs. I work full-time on weekdays but have a hybrid job with the ability to work from home as needed, as long as a private internet connection is available. I’m incredibly flexible and do not have any obligations outside of that aside from my dog, who has alternative caregivers if I’m not at home. Any instructions given will be followed exactly, written instructions are preferred so I can ensure I’m maintaining the best level of care. I am okay with being active or relaxed, whatever your pet needs!

Sitter Profile Image: Stajia W.
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Stajia W.
from
$16
per walk
5.0 out of 5 stars
• 16 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Liz B.
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Liz B.
from
$25
per walk
5.0 out of 5 stars
• 46 reviews
17 repeat clients
12 years of experience
West Allis, WI, 53214

“Liz is a great communicator and it was clear the first time we met that she knows a lot about dogs. Liz has been great so far with our pup and are glad Liz now is a regular part of our schedule!”

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Nicole S.
Sitter Profile Image: Ryan C.
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Ryan C.
from
$16
per walk
1 repeat client
5 years of experience
Franklin, WI, 53132

About: My family has dog sat for all sorts of different dogs. Puppies, seniors, energetic, or really anything! I love walking dogs and just having fun with them! I’m a firefighter so I work a rotating schedule of 24 hour shifts. So I get a lot of days off with a lot of availability. I have no pets of my own. Can give my full energy to walking and caring for your dogs whenever the schedules may work out.

Sitter Profile Image: Neida S.
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Neida S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
5 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

About: I’m a reliable and attentive pet sitter. I provide the exercise, affection, and midday relief they deserve. I treat every pet like they’re my own! Currently I’m working part time only on the weekends, so I have all the time during the week to care for your pets! I’m available Monday-Friday afternoons. My pets live the best life in my home. They are so spoiled. In your home, I care for them as my own and give them lots of love!

Sitter Profile Image: Vanessa B.
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Vanessa B.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
• 84 reviews
31 repeat clients
5 years of experience
Burnham Park, Milwaukee, WI, 53215

“Vanessa has been walking my dog regularly for several weeks now and I couldn’t be happier with her help. She’s been very patient and loving with my dog, flexible on the schedule, and provides great walk reports and pictures. Thanks, Vanessa!”

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Lily D.
Sitter Profile Image: Denise A.
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Denise A.
from
$18
per walk
40 years of experience
Milwaukee, WI, 53215

About: I work primarily from home, outside of home for just a few hours a couple days a week. I love, love love dogs! have two fur babies right now, 11 years old and quite friendly. They have a mild temperament and enjoy playing with other dogs although they have slowed down in the past few years. I've had dogs my entire life with my first dog was given to me by my father when I was 3 years old and I can't recall a long span of time where I didn't have a dog. That is except a 4 year period after my fur baby Misha passed away 20 years ago. I play with my girls daily, give them massages, brush them and just make sure they get enough attention throughout the day. We go for short walks also...they are small so they don't make it too far without tiring out. They do enjoy the dog parks occasionally.

Sitter Profile Image: Kimberly F.
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Kimberly F.
from
$20
per walk
4.8 out of 5 stars
• 24 reviews
4 repeat clients
18 years of experience
West Allis, WI, 53214

About: I’ve had two rescue dogs that lived very long lives with me. I’m sure I’ll be able to meet your needs whatever your dog requires. I’m currently retired so my schedule is quite flexible. Therefore, I will do mornings, afternoon, evenings, and/ or weekends for dog walking or dog sitting. I can stay at a client’s home or a pet can come to my home. I do not have a fenced yard therefore I will leash and walk or take to a park.

Sitter Profile Image: Ivanna H.
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Ivanna H.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53215

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

Sitter Profile Image: Diana M.
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Diana M.
from
$13
per walk
5 years of experience
Muskego Way, Milwaukee, WI, 53215

About: I love all pets, big and small! I’ve pet sat for family and friends (from puppies to tripod cats) over the last few years. I don’t have any pets of my own so I always enjoy meeting new dogs/cats :) I work 9-5 (mon-friday) and typically work from home once a week. I’m available when I wfh, weeknights and weekends! Would love to use some of my free time to take care of your pets. For overnight stays, I’ available to stay at your house. I know every pet has their own personality, routine and quirks - I do my best to stick to what makes them feel comfortable. I’ll follow your care instructions and treat your pet the way I’d want someone to treat my own. Whether that’s a long walk, trip to the park, pup cup or being a house hippo, I’m happy to accommodate.

Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 233 reviews
45 repeat clients
9 years of experience
Muskego, WI, 53150

“Elizabeth was great! She responded to a last minute request for a walk with my Whiskey. She kept me updated when she would arrive, took photos on the walk, let me know when he did his business and really cared. Will definitely be going back to her for future walks and care!”

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

Dog parents share their Rover experiences - Greenfield

1 / 1
5.0 out of 5 stars

Sarah is wonderful! She handles Gryphon’s anxiety with patience & care. The daily rover cards give us total confidence, and we can tell how much genuine affection she has for animals. She’s the best and highly recommended.

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Alicia C.
Dog Walking
5.0 out of 5 stars

We couldn't be more grateful for Justine! Rumi completely falls in love with her every time she walks through the door. She has such an incredible connection with animals, and we’ve trusted her 100% with both walks and overnight stays since day one. Thank you for taking such amazing care of our boy!

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Sofia K.
Dog Walking
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

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

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.
Dog Walking
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How to book dog walking

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Popular requests for dog walking - Greenfield

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Sitters in Greenfield average 3
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FAQs for Dog Walking - Greenfield

Frequently asked questions about Rover

The average cost of Dog Walking in Greenfield is $18 per walk as of October 2026. Most bookings cost between $7 and $24 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,247 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Greenfield after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

Yes, you can find walkers who have experience with handling special pet needs in Greenfield. On Rover:

  • 88% of walkers can help with special care needs
  • 94% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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