Dog Walking Greenfield

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Over 119
pet parents in Greenfield have booked dog walking

Greenfield, 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: 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: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
• 75 reviews
24 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: Sarah J.
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Sarah J.
from
$18
per walk
5.0 out of 5 stars
• 571 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: Ashley J.
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Ashley J.
Star Sitter
from
$18
per walk
4.9 out of 5 stars
• 18 reviews
8 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: Luke L.
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Luke L.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
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: 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 of working with me and my ever changing schedule. Thank you so much for taking the time to look after my best friend when I can’t”

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Aaron V.
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: 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: Jenn S.
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Jenn S.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
• 140 reviews
36 repeat clients
40 years of experience
West Allis, WI, 53227

“Jenn impressed at our meet and greet and her first visit to take care of my dogs was no exception. I and my dogs look forward to having her back soon!”

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Tim M.
Sitter Profile Image: Abigail Y.
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Abigail Y.
from
$17
per walk
5.0 out of 5 stars
• 5 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: Eric P.
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Eric P.
from
$30
per walk
4.9 out of 5 stars
• 126 reviews
49 repeat clients
7 years of experience
Hales Corners, WI, 53130

“Thanks so very much for doing this on such short notice. Very much appreciated!”

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Nicole R.
Sitter Profile Image: Hayley J.
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Hayley J.
from
$16
per walk
2 years of experience
Alverno, Milwaukee, WI, 53221

About: I am a lover of all animals (dogs, cats, snakes, you name it) and have always owned cats. I've regularly dogsat for family members while they're on vacation, but my cat Lily does not get along well with dogs, so I have never had one personally. I am very active and outdoorsy, and would make sure your furbabies remain active and happy while they're being cared for by me. I am comfortable caring for animals who may require a little extra care, as I'm accustomed to administering my family cat Lily with her twice daily medication. I work a part-time service industry job, so I am always available before 3pm on weekdays, and do not tend to work very long shifts on any day of the week other than Saturday. My schedule varies every week, but I would not accept a job for days that I will be working too much. My family cat, Lily, is 17.5 years old with severe hearing loss and a twice daily medication. I regularly medicate her and ensure she is happy and healthy throughout the day, and would do the same with your furbabies.

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: Berenice B.
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Berenice B.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 304 reviews
122 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice has been very reliable and sends cute photos of Wednesday on their walks. We have been very happy with her so far, and we feel our dog is in great hands!”

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Tisha G.
Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per walk
5.0 out of 5 stars
• 37 reviews
14 repeat clients
10 years of experience
West Allis, WI, 53214

About: My husband and I loved our dog for 10 years. We can’t get another one anytime soon but will love yours like our own. We both had dogs as pets growing up and have cared for a pet for 40+ years. I am an elementary school principal. I am available for full-time care or walking June-August. Outside of that, I’m available full-time on the weekends and evenings during the week. We are available to accommodate personal requests, a safe environment and safe neighborhood. We are looking to provide care for your beloved pet and to help you out when needed.

Sitter Profile Image: Aliyah A.
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Aliyah A.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
New berlin, WI, 53151

About: Hi, I’m Aliyah! I’m a special education teacher, so patience, structure, and care come naturally to me. I truly love animals and take the time to get to know each pet’s personality and needs. Whether it’s a playful puppy, a laid-back adult dog, or a senior pet who needs extra attention, I make sure they feel safe, comfortable, and loved. I’m dependable, great with routines, and always treat pets like they’re my own—because I know how important it is to trust the person caring for your fur baby. I am a special education teacher so I am available Monday-Friday after 3 and on weekends all times unless my availability changes for appointments! I love animals. I treat them as if they are my own! I absolutely adore the small lap dogs but love the bigger ones as they are just like mine at home.

Sitter Profile Image: Samantha B.
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Samantha B.
from
$38
per walk
4.9 out of 5 stars
• 15 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53220

About: My house has 2 cats and 1 little dog. They are all dog friendly for dog boarding. I have had a cat for over 10 years and I have dog sat for family friends for 7 years. I love all animals and lots of them. I love playing with dogs, and taking them for walks. I can drive and have my own car. I have dog sat for many of my co workers and they are all repeat customers. I dog sit them 3 times a year. I don’t do anything for holidays so I am available during the hard to book times. I don’t have many people on here so if you would like one of my references off this site just let me know. Otherwise if you have anymore questions just message me. I work full time in Brookfield and live in Milwaukee. I also do week stays over night at your house. I will try my best to make my schedule fit what your dogs/cats need. I love caring for your pets in your home because I want the time you are gone to be smooth and stress free for your pets. I will so anything you tell me that will help your dog be relaxed and calm when you are gone.

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

“I have never trusted a stranger to walk my dogs so I’m very happy things went well with Elizabeth! It’s great knowing I can trust her when I need a walker again in the future. Elizabeth is very nice and I highly recommend her to anyone who needs a trustworthy person to walk their dog.”

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Barb D.
Sitter Profile Image: Nicole J.
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Nicole J.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I have watched the pets of friends, family, and peers of mine and have had an amazing time doing it! I also had a family dog and I have a cat of my own! I have watched / walked pets of many ages, weights and temperaments and I have been happy with all of them! I am respectful towards boundaries of pets, and have experience grooming my own pets who are reactive at the grooming salon and are better at home. I also have lots of walking dog experience as well. I am working part-time on the weekends, I am able to stay overnight during weekends. I cannot bring any other pet home because of my own cat but I am able to travel and stay at other houses on the weekends. I am able to do one day pet sitting and short and long dog walks as well. I am able to also take dogs or cats on car rides if needed as well! I have cared for my family dog along side my family for her whole 13 year life, she was a yellow lab. I now have a maine coon who is 19 lbs and has double hip dysplasia and a bad knee who is 5 years old. I have groomed both of those pets, walked both of those pets on leashes and taken daily care and made sure any problems they have had, had been helped and treated with care. I safely take directions from owners whose pets I have watched and followed them fully and have reached out an asked questions and made them aware of everything that had happened when they were gone. I take pet care very seriously and I always bring up anything I notice is wrong and always make sure the pets safety and happiness is priority!

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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

Sarah took care of my lovely boy when the city was shut down to celebrate a World Series victory. She is reliable and so good with your most treasured companion <3

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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
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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 4
repeat dog walking clients

FAQs for Dog Walking - Greenfield

Frequently asked questions about Rover

The average cost of Dog Walking in Greenfield is $18 per walk as of November 2026. Most bookings cost between $8 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 November 2026, there are 2,233 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 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 a map of the walking route, 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 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:

  • 88% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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