Dog Walking Greendale

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 95
pet parents in Greendale have booked dog walking

Greendale, 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: Alexandra P.
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Alexandra P.
from
$20
per walk
4.8 out of 5 stars
• 36 reviews
11 repeat clients
2 years of experience
Greendale, WI, 53129

“Alex is outstanding, my dog just lives walking with her! She’s always on time and if there are any changes she lets me know right away! She’s always does a great job!”

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Paul P.
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: Nevaeh Z.
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Nevaeh Z.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
West View, Milwaukee, WI, 53227

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Tonya B.
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Tonya B.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Morgan Heights, Milwaukee, WI, 53228

“Awesome job and even sent pictures and checked in when she left!”

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Joellen B.
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

“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: 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: 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: Fatima B.
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Fatima B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

About: I am a dedicated pet caregiver committed to keeping your furry friend happy, healthy, and safe. I will strictly follow your pet's specific daily feeding and medication schedules to maintain their comforting routine. As an experienced and enthusiastic walker, I ensure they get plenty of exercise, fresh air, and fun outdoor adventures. Your pet will receive attentive, loving care and the absolute highest quality companionship every single day. I am a teacher so my schedule during the weekdays are from 8am-4pm. On the weekends I’m available all day. Feel welcome to send me a message! I will always follow the instructions that the pet owner gives me. Hiring me your pet will always be fed on schedule, enjoy play time, and treats. Every home I visit will be respected and well taken care of.

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: 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

“⭐️⭐️⭐️⭐️⭐️”

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Nicole R.
Sitter Profile Image: Michaela K.
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Michaela K.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
4 repeat clients
3 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Michaela took great care of Sadie Grace! She was reliable and communicated well. I would recommend her for your pup’s care”

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Mary
Sitter Profile Image: Isabella R.
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Isabella R.
from
$15
per walk
4.6 out of 5 stars
• 16 reviews
2 repeat clients
10 years of experience
West Allis, WI, 53214

About: I have owned dogs and cats my entire life. I also have had the opportunity to own guinea pigs, a rabbit, fish, and lizards. Being around all of these different animals throughout my life allows me to be flexible with your animals. My Labrador used to pull on the leash while walking, so I know how to handle a dog that struggles walking on a leash. My older sisters dog has severe anxiety, therefore I also know how to handle an anxious dog. I will do my best to adapt to your animals quirks to work with them rather than against them. I am extremely comfortable with all animals, and I hope you will be comfortable with me caring for them while you are gone.

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: Krisha E.
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Krisha E.
from
$15
per walk
20 years of experience
West Allis, WI, 53214

About: I’m Krisha! I have 20+ years of experience caring for animals, including dogs, cats, hedgehogs, guinea pigs, and more. I’ve been the go to pet sitter for friends and family for years, and I decided it was time to extend that same care to other pet owners in my community! I know how important it is to have someone you can trust with your pets and sometimes that being in your home. I’m happy to provide in home pet sitting, drop in visits, potty breaks, and dog walks while keeping your pet’s normal routine as consistent as possible. I work remotely, which gives me plenty of flexibility during the workweek for daytime visits, walks, and potty breaks. Monday - Friday I'm available for short 30 min potty breaks/walks/visits during the day (6am-4pm) and then longer visits/potty breaks/walks(430pm-10pm). Saturday & Sunday I'm free all day/night. I'm very active so whatever your dog needs from me, playing fetch or just some company I'm your girl! I also genuinely enjoy walking, so whether your pup needs a quick 20 minute stroll or a longer 60 minute walk, I’m happy to get them out and moving. I’m comfortable with pets of different personalities, sizes, and energy levels, and I’ll treat your pets like they’re part my family. I do live in an apartment so I'd prefer any sitting/overnights to be in your home. I'm happy to meet before hand to ensure your fur babies and I are a good fit! I’m also happy to provide updates and photos so you can relax knowing they’re being well cared for while you’re away. I’d love to meet you and your pets! 🐾

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: 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: 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: Lilyia S.
Verified Enhanced Background Check
Lilyia S.
from
$20
per walk
5.0 out of 5 stars
• 58 reviews
13 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

“Lilyia was so great! She was super responsiva and communicative and took our walk requests on last minute notice.”

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Courtney & Jack J.
Sitter Profile Image: Sydney F.
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Sydney F.
from
$18
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
3 years of experience
Oak Creek, WI, 53154

“Sydney has been great! She’s amazing with my dog, communicative, and flexible. I would definitely book her again!”

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Bethany D.
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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 are off to AZ for a bit. It has been a delight working with you. You were always on time and always answered my emails in a timely way. Thanks for also helping me figure out the Rover app.The best thing was that Darcy was always excited to see you and walk with you. See you when we get back!

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Ro G.
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

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
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Greendale

Select a filter and find qualifying sitters offering dog walking.

Sitters in Greendale average 4
repeat dog walking clients

FAQs for Dog Walking - Greendale

Frequently asked questions about Rover

The average cost of Dog Walking in Greendale is $17 per walk as of November 2026. Most bookings cost between $0 and $21 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 2,253 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 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 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 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 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:

  • 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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