Dog Walking Greendale

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Over 96
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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: 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: 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

“Thank you for the short notice walks, you have been great and it was so nice to get updates on Gus throughout his walk. Thanks again and I look forward to booking with you again!!!!”

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Lucas W.
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: 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: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 284 reviews
69 repeat clients
8 years of experience
Oak creek, WI, 53154

“Kailey is amazing! She leaves great notes on her visit and amazing pictures. I am soo grateful for her and she has my 100% recommendation!! My pup Legs is my everything and I feel great knowing he is in her care.”

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Lindsay P.
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: Quazaye K.
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Quazaye K.
from
$22
per walk
4.8 out of 5 stars
• 37 reviews
17 repeat clients
10 years of experience
Muskego, WI, 53150

“Excellent immediate communication always. Two days 1.5 hrs late out of 9 days but otherwise on time. I did not see Quazaye with my dog when she was walking him but could tell he was missing her when time ended. Always sent pics, consistent. Would use again! Thank you for your service.”

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Cindy S.
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: Sarah G.
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Sarah G.
from
$17
per walk
8 years of experience
Milwaukee, WI, 53220

About: I am a cat mom to two lovable cats that are my World, and have owned dogs in the past (my black lab passed away in March). I am currently in college to become a Vet Tech (I graduate in June), so I am very passionate about helping animals, providing excellent care, and of course having lots of fun with them! I have 8+ years of experience dog and cat sitting for various families as well as experience working at a Doggy Daycare for 4 years. Lastly, I am Veterinary CPR certified and can administer medications, including insulin injections. Being that I am a full time student, I will be unavailable mornings, Mon-Fri between 7am-noon. If I sit for your dog or cat, I will be at your home the rest of the time. If you have any questions don't hesitate to reach out and I look forward to meeting your fluffy friend! I am currently a full time Vet student, so I will be unavailable from 7am-noon on weekdays. I will be available to be with your pet outside of those hours at all times. I am CPR certified for dogs and cats, and can administer oral and SQ medications. . . .. . . . . . . .

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: Jackie H.
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Jackie H.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 87 reviews
29 repeat clients
36 years of experience
Muskego, WI, 53150

“Jackie did a great job for us! We had several changes to the schedule which she was more than happy to acommodate. We so appreciated her flexibility and willingness to roll with the changes. Would definitely request her anytime we need it. Thank you Jackie!”

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Susan M.
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: 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: April & Brad R.
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April & Brad R.
from
$20
per walk
5.0 out of 5 stars
• 36 reviews
12 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: Emma G.
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Emma G.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Emma is amazing with my senior dog as well as my younger dog. She is super sweet, responsive and communicative, and reliable!”

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Lauren W.
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: Maria R.
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Maria R.
from
$32
per walk
5.0 out of 5 stars
• 10 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53215

About: I had dogs and cats of my own throughout my life and I love to care for them as if they are my own with lots of attention . I’m always home and could care for your pet, with frequent potty breaks, play with them , and take them for walks. They will love to be in my home with lots of love and attention . I will never leave your dog or cat unattended, I will always have them next to me when I take them outside to play or potty.

Sitter Profile Image: Anna S.
Verified Background Check
Anna S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 26 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.

Sitter Profile Image: Cole M.
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Cole M.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
15 years of experience
Saint Francis, WI, 53235

“Cole treated my two dogs like family. His care and communication—regarding their daily walks—were absolutely comforting. He's friendly, trustworthy, and dependable. I plan to rebook with him in the future.”

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Michelle C.
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The median cost per walk for dog walking in Greendale is $20

Dog parents share their Rover experiences - Greendale

1 / 1
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 couldn't be happier with our dog walker! She is incredibly kind, caring, and compassionate with our dog. She has a genuine love for animals and takes the time to make our dog feel safe, comfortable, and cared for. We have complete peace of mind knowing our dog is such good care. Highly recommend!

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Jeremy H.
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

Alexis is great to work with. She is professional/punctual & very caring with my dog. Great experience.

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

How to book dog walking

  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.
  3. 3. Book & Pay

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Popular requests for dog walking - Greendale

Select a filter and find qualifying sitters offering dog walking.

Sitters in Greendale average 3
repeat dog walking clients

FAQs for Dog Walking - Greendale

Frequently asked questions about Rover

The average cost of Dog Walking in Greendale on Rover is $17 per walk as of October 2026. Most bookings cost between $0 and $21 per walk. 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 2,268 sitters on Rover offering Dog Walking across Greendale. 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 Greendale. 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 Greendale 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 Greendale. 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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