Dog Walking Greendale

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Over 96
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: 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
• 74 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: 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: Bill B.
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Bill B.
from
$15
per walk
5.0 out of 5 stars
• 9 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: Luke L.
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Luke L.
from
$20
per walk
5.0 out of 5 stars
• 5 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: Brianna J.
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Brianna J.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
5 years of experience
Yankee Hill, West Allis, WI, 53227

About: I've lived and taken care of different types of animals like dogs, cats, and small animals all different sizes as well. I've also taken care of puppies and kittens too and have experience with bottle feeding and giving medicine if needed. Im currently working full time during the week at home, and I could definitely hang out with your cats or dogs when u need me too. Its me and my boyfriend at the apartment so there will always be someone home to take care of the pets. We got 3 of our own adult cats. I have 2 cats and I live in a pet friendly apartment I also have lots of parks and trails to take your pet too.

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

“Liz is the BEST!! Maggie is a very anxious dog, so usually it takes her awhile to warm up to people. Liz immediately recognized this and brought all the right treats to win over Maggie. She usually isn’t food motivated, but for Liz she is! Liz is very responsive and I’ve had no problem (or even worries) about a no show. The report cards I get of Maggie make me so happy and help get me through my day. If you need someone to take care of your dog, reach out to Liz!”

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Austin T.
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Greenfield, WI, 53228

“Maya is the best! She’s so good with our pups and very reliable — even in a pinch! ☺️”

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Jenna H.
Sitter Profile Image: Cambrya K.
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Cambrya K.
from
$17
per walk
5 years of experience
Rolling Green, Milwaukee, WI, 53220

About: I’m a caring, reliable, and responsible animal lover who truly enjoys spending time with dogs. I understand that every pet has their own personality, routine, and needs, and I will always make sure they feel safe, comfortable, and loved while in my care. I’m patient and attentive and can provide plenty of playtime, walks, companionship, and affection. I will treat your pet like they’re my own and make sure you feel comfortable knowing they’re in good hands. I have a flexible schedule and can make time in my day to give your pets the attention and care they deserve. I’m available for regular visits, walks, and check-ins, and I’m happy to work with your pet’s routine and schedule. I’ll make sure each visit is focused on giving your pet plenty of care, attention, and companionship while you’re away. Your pet’s safety and comfort are my top priorities. I provide a calm, clean, and safe environment and always follow the instructions and routines you provide. In your home, I’ll respect your space and make sure doors, gates, and other areas are secure. I’m attentive to your pet’s behavior and needs and will always make sure they have fresh food and water, a clean space, and plenty of love and attention. I want you to feel confident knowing your pet is safe, happy, and well cared for while you’re away.

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: Kylie K.
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Kylie K.
from
$16
per walk
4.4 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

About: Hi! I’m an experienced and reliable pet sitter with a true love for animals. I currently have a 6 year old Maltipoo and a cat, and I grew up with two Yorkies, so I’m very comfortable with dogs of all sizes and personalities. I’ve also worked in a veterinary clinic, which gave me experience with animal care and safety. I treat every pet like my own and can provide dog-sitting references upon request! I currently am very flexible and have an open schedule! I can work around schedules if need be. I’m used to taking my dog out early in the mornings. I care for pets by meeting their needs that they need. I can crate them if needed and have a clean and safe house. To make your fur babies comfortable.

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

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

Sitter Profile Image: 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.
Verified Enhanced Background Check
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: Amanda S.
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Amanda S.
from
$16
per walk
5.0 out of 5 stars
• 43 reviews
11 repeat clients
10 years of experience
West Allis, WI, 53219

“Amanda was so quick to reply and helped me out last minute. She did a great job dealing with our stubborn but sweet dog!”

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Julia L.
Sitter Profile Image: Anna S.
Verified Background Check
Anna S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 25 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: Diana I.
Verified Enhanced Background Check
Diana I.
from
$18
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
4 years of experience
Fernwood, Milwaukee, WI, 53207

“Darcy is always so excited to hear Diana’s voice at the bottom of the stairs. She charges down to greet her. They give each other a lot of attention. I highly recommend a walk and visit from Diana. Darcy is waiting for their next walk.”

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Ro G.
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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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  • 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?

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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.

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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 2,298 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:

  • 91% of walkers can help with special care needs
  • 96% 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 .

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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