Dog Walking Greendale

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Over 86
pet parents in Greendale have booked dog walking

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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: Christa K.
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Christa K.
from
$18
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Oak Creek, WI, 53154

Christa, Is wonderful with my dog. She was on time & let me know how she was doing. Will definitely use her services as she is available..

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Donna D.
Sitter Profile Image: Ashling I.
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Ashling I.
from
$18
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: Bill B.
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Bill B.
from
$15
per walk
5.0 out of 5 stars
6 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: Maya M.
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Maya M.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

About: Surrounded by dogs my entire life, I’ve helped care for family pets and lovingly raised my own for 3 years. I provide walks, playtime, feeding, and a safe, loving space while keeping owners informed. I am currently available for walks, drop-ins, and pet sitting on Fridays in the evening, typically between 7:30–8:00 PM or later and Saturday and Sundays. I’m dependable, follow your pet’s routine, and always share photo updates so you feel comfortable while you’re away. I make sure pets feel safe, loved, and supervised. I follow your instructions, keep everything secure, and send updates. I also have a friendly, energetic dog who’s happy to play — only if you and your dog are comfortable.

Sitter Profile Image: Graciela O.
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Graciela O.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

Graciela was awesome. On time, great communication and she was able to work through a hiccup with my key. Yoshi looked like a happy pup on his walk. She was also very open to a in person meet and greet. Would highly recommend her to anyone looking for a dog walker.

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Katie L.
Sitter Profile Image: Lisa N.
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Lisa N.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
4 reviews
4 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: 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: 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: Audrey N.
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Audrey N.
from
$16
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
1 year of experience
Greenfield, WI, 53228

About: I’ve been the go-to pet sitter for my family and friends for years because I actually enjoy the 'tricky' stuff. From helping my own senior dog with bladder issues to winning over an abused, reactive Rottweiler, I have a lot of heart for pets that need a little extra patience. I’m also totally comfortable with bearded dragons and cats! I’m used to walking dogs in areas without fences, so I’m very careful on the leash and always keep safety first. I’ve had to clean up after bad sitters so I'll make sure your house stays spotless and your pets stay happy while you’re gone! Animals are a huge part of my daily life, so I build my schedule around making sure they feel safe and cared for. I’m currently available Monday-Sunday with Flexible Hours and am always happy to help with last-minute requests or holiday bookings when you're in a pinch. Which is perfect for seniors needing extra potty breaks or reactive pups who need a calm, un-rushed walks. I make your pet's routine my top priority every single day! Safety is Always my top priority, but keeping your pets happy is a close second! Whether I’m hanging out with your cat, dog, or bearded dragon (exc. I stick strictly to the routine you’ve set so they feel totally secure while you're gone. Since I’m used to walking pups in areas without fences, I’m always extra careful to double-check leashes and harnesses before we head out the door. I’m also a bit of a neat freak so I’ll make sure your home is pet-proofed and leave it even cleaner than I found it. I’m a big believer in open communication, so expect plenty of photo updates of your best friends (scales or fur!) so you can relax knowing they’re in great hands!

Sitter Profile Image: Ruth S.
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Ruth S.
from
$20
per walk
2 years of experience
Franklin, WI, 53132

About: I’ve grew up around all sorts of dogs and cats and even other animals like horses to snakes I love being around any animal love to give them the life they deserve I am currently super available and flexible and willing to work out any schedule needed or last minute things for the needs of pets and parents I currently have 2 dogs in training, all of my pets have been from shelter or abused homes and they have learned to build trust and know it’s a loving environment.

Sitter Profile Image: Sarah J.
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Sarah J.
from
$18
per walk
5.0 out of 5 stars
520 reviews
94 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: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
267 reviews
62 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey does a great job with our dog! She is very thorough and caring for our dog. We love using her to help care for our pets while we are away!

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Amanda J.
Sitter Profile Image: Mary Ann G.
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Mary Ann G.
from
$19
per walk
5 years of experience
Franklin, WI, 53132

About: Reliable pet care professional with experience providing dog walking, drop-in check ups, feeding, exercise, companionship, and regular updates to pet owners. Known for excellent communication, attention to detail, and dependable service. As a remote worker, I have tons of time and flexibility within my role to provide last minute services while also providing the time and care needed for your loved pets. Our furry friends are family. As someone who has been on the receiving end of services, it is my job to make sure you feel as comfortable and at ease with my services so you can focus on what you need to while away.

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: Cindi W.
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Cindi W.
from
$20
per walk
5.0 out of 5 stars
1 review
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Desirae W.
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Desirae W.
from
$17
per walk
14 years of experience
Greenfield, WI, 53220

About: Hello!! I am a college student and have a very flexible schedule. I have grown up around dogs in my household all of my life, and I have fostered over 70+ dogs of all ages with my family. I also volunteered with multiple rescues throughout the years and have 3 rescue dogs in my household. I understand that certain animals need more attention than others and I am willing to give them my full attention. I enjoy being around dogs and am willing to meet the needs for your dog or dogs:)! A typical day, I like to walk my dogs in the morning to make sure they get their exercise. I also like to play fetch with them and make sure they are entertained during the day. Throughout their daily routine, my dogs in my household are walked in the morning and fed breakfast and dinner. They are rewarded with a treat when they are being well behaved.

Sitter Profile Image: Heather C.
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Heather C.
from
$16
per walk
1 year of experience
Greenfield, WI, 53221

About: Hello! I am an animal enthusiast! I grew up with a dog, and currently have two cats. I love all animals, but dogs and cats especially. I am hoping to be your go-to for reliable, caring, dog exercise. I understand that dogs are our furry family members, and I will look after your dog like they are my own! I'm an educator and I have all summer to ensure your dog gets great exercise! Very flexible weekday scheduling! Please contact me, and I am sure we can easily find a time that works. I have my own transportation, so driving to your furry family member to walk them in a familiar neighborhood is no problem! I can drive to you, go for a stroll, and then return them home ensuring that they have all their needs met before leaving.

Sitter Profile Image: Alexis G.
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Alexis G.
from
$20
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: Kelsey S.
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Kelsey S.
from
$20
per walk
5.0 out of 5 stars
20 reviews
5 repeat clients
5 years of experience
Hales Corners, WI, 53130

Thank you so much for walking crew! Out door lock was malfunctioning and there was great communication! Will definitely use in the future. Thank you again!

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Allie S.
Sitter Profile Image: Karina J.
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Karina J.
from
$10
per walk
6 years of experience
Alverno, Milwaukee, WI, 53221

About: My name is Karina and I've owned and cared for cats my entire life. While I've always wanted to add a dog into my family, my father is allergic. However, I never resist mingling with dogs whenever I can! I'm very experienced with caring for cats, including feeding, cleaning the litter box, etc. I am so open to home visits to check in on dogs as well as walk them. Outside of animals, I'm a pharmacist! Additionally, I love to travel, go to new restaurants, and cozy up with a good book. Feel free to contact me with any questions you may have! I do work full time (~ 11 hour shifts) so an animal who would need 24/7 care may not be the most ideal for my schedule, however I do have consecutive days off pretty frequently. I will listen to you and your wants/needs and how you care for your animals. I know some owners love to keep their dogs in the crate when they're away, and I would do the same.

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

Dog parents share their Rover experiences - Greendale

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5.0 out of 5 stars

Highly recommend Grace! She goes out of her way to support my dog that has anxiety challenges. Very trustworthy and reliable which makes it easy to trust her with my pup. Communication is proactive and flexible. Appreciate all her help

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Jonathan M.
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.

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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
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Popular requests for dog walking - Greendale

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Sitters in Greendale average 4
repeat dog walking clients

FAQs for Dog Walking - Greendale

Frequently asked questions about Rover

The average cost for Dog Walking in Greendale on Rover is $17.12 per walk (as of July 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 July 2026, there are 2,434 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 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 Greendale.

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 Greendale. On Rover:

  • 92% of walkers can help with special care needs
  • 97% 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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