Dog Walking Shorewood

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

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Over 399
pet parents in Shorewood have booked dog walking

Shorewood, 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: Max M.
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Max M.
from
$12
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
14 years of experience
Murray Hill, Milwaukee, WI, 53211

Max was AMAZING with my dog Blue. He was reliable & very trustworthy. He took my dog on a nice long walk and even played ball with him until he was tuckered out. Such peace of mind while I had long days at work. We will definitely be reaching out again for longer work days. Thank you, max!

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Julia F.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
58 reviews
23 repeat clients
40 years of experience
Murray Hill, Shorewood, WI, 53211

Melissa is amazing! Kind and really wonderful with our very elderly dog.

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Heather S.
Sitter Profile Image: Maggie S.
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Maggie S.
from
$16
per walk
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Met with Maggie for a meet and greet and a walk. Maggie was very responsive and prompt. She was communicative in the app, providing pictures and updates on their potty breaks as well. I’m looking forward to working with her again.

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Jasmine S.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$17
per walk
8 years of experience
Shorewood, WI, 53211

About: From family pets, growing up on a farm, pet sitting in college, to multiple years taking care of animal ambassadors as a naturalist, I've been working with and caring for critters of all sorts for nearly as long as I can remember! For critters in the pet category, I have been caring for indoor cats since 2018, from kittens to seniors and every stage in between, including administering medications. My family has had medium/large dogs (rottweilers, labs, and border collie and boxer mixes) my whole life but I have also pet sat for smaller breeds like Boston terriers and cavalier king Charles spaniels. My time as a naturalist gave me experience working with not only varied species, but varied personalities. From grumpy skunks to mischievous snakes and dramatic birds, I have extensive experience across the gambit. It also provided experience with very specific care instructions and detailed documentation. I like to provide pet parents with a thorough summary of my time with their pet so they don't have to worry while they're away. My schedule varies week to week from periods of no availability to periods of open availability, I will make sure to keep things updated so you know what to expect! In fall of 2025, I finished my 2,200+ mile thru hike of the Appalachian Trail. What does that mean for pet care? I LOVE to walk and do so whenever I get the chance! I would love to have your pet join me! I am very detail oriented and will follow your care instructions to a T! I also provide my pet parents a detailed summary of my visit for peace of mind, every time!

Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
193 reviews
50 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne was able to help us with a last minute walk for our dog. She took the time to stop by the day before to meet him. We appreciated the help and would book her again if the chance comes up!

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Elizabeth S.
Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
44 reviews
12 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Yesterday was the first time walking our dog. Jessica communicated when she would arrive, when walking our dog, where they walked and shared photos of our dog taking a walk. I was out of town and felt very confident that Jessica was taking good care of our dog. We will have Jessica take care of Louie, our dog, again.

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Vicki H.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
361 reviews
112 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Rover asks me how well Sylvia enjoyed her time with Travis. Though I’ve asked her a couple of times, she just won’t elaborate. What I can tell you is that Travis is a good communicator and is prompt. 🙂

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Denise L.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$18
per walk
5.0 out of 5 stars
22 reviews
9 repeat clients
12 years of experience
Northpoint, Milwaukee, WI, 53202

If you’re looking for a dog walker I highly recommend Melissa. She was prompt, professional, and took excellent care of my small dog. She asked relevant questions about my dog before leaving for the walk, and afterwards gave me a thorough update of the walk. I feel comfortable with her in charge of my beloved sweet furry friend!!

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Julie B.
Sitter Profile Image: Andrew R.
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Andrew R.
from
$15
per walk
12 years of experience
Shorewood, WI, 53211

About: I focus on understanding dogs. I pay attention to the little things—how your dog is feeling, what motivates them, and what helps them feel safe, confident, and happy on every walk. I’m the kind of person who notices the subtle changes others miss. Whether your dog is energetic, shy, anxious, or simply loves to sniff every tree, I adapt each walk to what they need that day. My goal isn’t just exercise—it’s giving your dog an experience they genuinely enjoy while giving you complete peace of mind. I’d love to meet you and your dog. Send me a message—I’d be happy to answer questions or schedule a free meet-and-greet. I am currently available to book most days of the week as dog care is my passion. Please feel free to reach out to set up a meet and greet. I am currently available to take care of pets in client’s home. I am flexible with needs, dates, and times. Let me know how I can help 🙂

Sitter Profile Image: Bria B.
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Bria B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
56 reviews
18 repeat clients
7 years of experience
Shorewood, WI, 53211

About: I love animals, and I have been around and taken care of them since childhood, particularly dogs and cats. After moving to Chicago in 2017, I started walking and occasionally dog sitting for my friends’ companions. However, since living in the Shorewood area, I have worked with a variety of different dog (and cat) breeds and ages, including assisting with puppy training and senior care/mobility. I understand that each animal companion is unique with their own personality and temperament and that should be a major factor in providing appropriate care for them. Therefore, I strive to incorporate this mindset into each care opportunity I receive. I am currently seeking full-time employment so I have plenty of time to walk and play with your companions during the week! I am available for dog walking and drop-in visits Monday through Sunday. Your companions’ safety and health is of the utmost importance. With dog walking, I will inquire about any preferred walking places/parks, discuss beforehand any recommended locations, and follow the agreed-upon routes. In addition, I will ensure your companion is hydrated, monitor their environment for safety concerns, and properly dispose of waste products. Regarding drop-in visits, I recognize the level of trust it takes to allow a new person into one’s home. Thus, prior to the first visit, I will always ask about comfort level in terms of gaining entry into the home and areas to access or avoid. In addition, I aim to familiarize myself with your companion’s routine, such as learning their feeding times (and making sure their water bowls are always full), preferred playtime activities and toys, and any special needs. I value good communication and frequently provide updates on their well-being and promptly address any concerns/behavioral observations. If a dog is anxious upon first meeting me, I ensure they have time to get to know me instead of jumping right into an activity, which includes being patient and slowly offering my hand for sniffing, speaking in a calm tone of voice, and not forcibly entering their space before they are ready.

Sitter Profile Image: Melissa M.
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Melissa M.
from
$19
per walk
5.0 out of 5 stars
107 reviews
21 repeat clients
25 years of experience
Whitefish Bay, WI, 53211

Melissa had lightning fast-replies and helped us when we needed a last minute walker. She provided a really cute update and summary of the walks. I also forgot to book the walk before she was scheduled to stop in, but she still showed up and sent me a really nice reminder. I think there is something on the back-end of Rover that requires booking to happen first, but Melissa worked with Rover IT to get it sorted without me having to do anything. 10/10 would recommend. Also, we have a 90-lb Bernese Mountain Dog that can occasionally get pully and jumpy, and Melissa handled her just fine.

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Taylor W.
Sitter Profile Image: Emily B.
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Emily B.
from
$15
per walk
6 years of experience
Riverwest, Milwaukee, WI, 53212

About: ** Discounted rates as I built up reviews on this app!** I’m a true animal lover ready to give your pets the next best thing to your own love! My experience spans singlehandedly training a puppy during my teen years, caring for a 3 legged rescue, and my recent every day and extended dog sitting for my roommate’s 80 lb reactive Pitbull, I’m ready and happy to handle just about anything with compassion, care, and dedication! As a retail worker, my schedule stays flexible, so I’m a perfect candidate for both midday visits or long term stays. Whether your dog needs a multi mile walk or a quick potty break, I’m ready to make it work! As someone who also has childcare experience, I know how to be an unobtrusive, responsible, and respectful guest in your home. I value strong communication and can easily adjust my typical care style to your preferences and boundaries. I’ll be sure to always wipe those paws before letting your pup loose :)

Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$18
per walk
5.0 out of 5 stars
9 reviews
6 repeat clients
10 years of experience
Milwaukee, WI, 53211

Elizabeth was great! Molly always seems to enjoy her walks with her.

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Nick and Maddy L.
Sitter Profile Image: Morgan M.
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Morgan M.
from
$16
per walk
5 years of experience
Riverwest, Milwaukee, WI, 53212

About: I have pet sit for both friends and family for extended periods of time. Being responsible for care such as feeding, cleaning up after, and walking. I get done with work at 2 everyday so I am available for afternoon visits. I also have weekends and occasional wednesdays off so I can spend more time with the animals on those days. I make sure to follow owners directions exactly as written. And take care for animals how I would want my own animals to be cared for.

Sitter Profile Image: Hanna C.
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Hanna C.
from
$15
per walk
4.9 out of 5 stars
45 reviews
5 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Hanna was great! She responded quickly to my booking and was very flexible. Hanna was attentive to Chloe’s needs and I will certainly book with her in the future.

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Bella T.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
from
$19
per walk
5.0 out of 5 stars
55 reviews
19 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

Mika was amazing. They took the time to connect with my boy. My boy is hesitant about letting people getting him out of the crate and Mika was so sweet with Salvador. We will definitely be booking with them again!

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Paula O.
Sitter Profile Image: Acacia L.
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Acacia L.
from
$16
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Milwaukee, WI, 53212

About: I have had experience caring for many different kinds of animals throughout my life, such as dogs, horses, guinea pigs, and fish. I am comfortable and confident with walking, feeding, bathing, etc. I am a full-time grad student, and I also work a part-time job. My schedule is a little different each weekday, sometimes with breaks in the middle of the day. I am available all day, every other weekend. I do not currently care for any pets in my home. I am not currently accepting jobs that require a pet to stay in my home.

Sitter Profile Image: Frank C.
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Frank C.
from
$20
per walk
5.0 out of 5 stars
13 reviews
4 repeat clients
1 year of experience
Milwaukee, WI, 53211

About: I had dogs growing up and own two myself now. I just love our furry friends! Familiar with lap dogs, work dogs and hunting dogs. I have a great deal of experience with oral, eye and ear medications for dogs as well as being a nurse at a local hospital by trade. I have a flexible schedule that changes week to week, so I can arrange dog services to fit my work schedule before the week begins. I have a tendency to talk to my dogs, and others dogs, like a crazy person... but I promise I am not crazy. I find the level of attention they feel coming from you is amplified when you speak to them, even if they don't understand what you are saying, lol! I have an athletic dogs as well as a lap dog myself and I am therefore used to medium and high energy levels from them. My condo unit is filled with sun and nice and warm in the colder months. Dogs are allowed to roam when I am home and also my furniture is pet-friendly. I play catch and tug of war with one of my dogs and take them on walks daily. I am happy to do all the same things with someone's pet, or more if the particular dog requires.

Sitter Profile Image: Kylie H.
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Kylie H.
from
$14
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
Shorewood, WI, 53211

About: I’ve been a dog sitter for over four years to a family that travels quite a bit! I also help my neighbors walk and feed their pets when they are gone! I also have a cat of my own in my hometown and love to spoil her!! I have PLENTY of weekend time on my hands to play with your pets!! I am super communicative and notoriously flexible schedule wise - for I want to be with your pets as much as possible!! My home offers a large open concept for your pets to frolic around! My current schedule allows me to be really good with feeding and potty schedules! I do not have a fence, but I will spend my time outside with your animals in my spacious yard and nearby walking paths and parks!

Sitter Profile Image: Michelle L.
Verified Enhanced Background Check
Michelle L.
from
$17
per walk
10 years of experience
Milwaukee, WI, 53211

About: I’ve been around dogs my whole life, and friends and family have often relied on me to help walk or care for their dogs when they are out of town! Besides having had a dog of my own, I used to volunteer at both dog and cat rescues. I love making pets happy and helping to give them the best lives possible :) I am a medical school student so I have flexibility in between school and studying for your pet care needs, from daily walks to house sitting! I make sure to consistently keep an eye out for the pet I’m caring for and will offer frequent and honest communication with you to ensure you know your pet is being very well cared for. I will make sure that there’s nothing around within the home that could harm your pet.

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

Dog parents share their Rover experiences - Shorewood

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5.0 out of 5 stars

Max did a great job with my dog as always! He took him on a nice long walk and left a nice report card. I highly recommend Max!

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Jessica W.
Dog Walking
5.0 out of 5 stars

Miriah was great. We weren’t home and Miriah texted me when she arrived, during the walk, info about feeding Louie, etc. I felt very confident that our dog was well taken care of.

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Vicki H.
Dog Walking
5.0 out of 5 stars

Yesterday was the first time walking our dog. Jessica communicated when she would arrive, when walking our dog, where they walked and shared photos of our dog taking a walk. I was out of town and felt very confident that Jessica was taking good care of our dog. We will have Jessica take care of Louie, our dog, again.

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Vicki H.
Dog Walking
5.0 out of 5 stars

Travis is so kind and knowledgeable, I felt comfortable with him right away. My dogs were also comfortable with him very quickly and that means a great deal to me. He has been reliable and a great communicator.

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Amy N.
Dog Walking
5.0 out of 5 stars

Madeline did a great job walking my puppy Cody! Excellent communication and she followed all instructions well!

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Jessica W.
Dog Walking
5.0 out of 5 stars

Great with Teddie! He was so tired at the end of his walk, much needed day for me lol 10/10 would book again

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Audree H.
Dog Walking
5.0 out of 5 stars

Carly is great with my dog Peter! Im sure he enjoys taking walks with her. She is very good with training as well and making sure my dog is taken care of.

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Brett M.
Dog Walking
5.0 out of 5 stars

Maggie is great! She went above and beyond to build trust and comfort with Pippin and she always provides detailed messages on how their visits go.

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Mikala H.
Dog Walking
5.0 out of 5 stars

Alex is an excellent dog walker/caretaker. My dogs love her and she is 100% reliable. She goes out of her way to help her clients. Her communication is excellent and timely. Highly recommend.

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Amy N.
Dog Walking
5.0 out of 5 stars

Autumn was able to help me last min walk my dog and feed him. Very easy to communicate with. Will definitely use her in the future.

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Jeffrey K.
Dog Walking
5.0 out of 5 stars

Katie has been wonderful from the time we booked to walking our boys Pickles and Brownie. Thank you for taking care of them and your great communication.

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Cody Y.
Dog Walking
5.0 out of 5 stars

Rebecca was very good at communicating. Quickly got back to me when I was looking for a person to walk Knox. Very polite and nice.

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Jeffrey K.
Dog Walking
5.0 out of 5 stars

Jessica is great! On time every day and very communicative with any changes. She was understanding of any modifications we needed to make with days or times and our Mona looked forward to seeing her!

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Amanda G.
Dog Walking
5.0 out of 5 stars

Carole was a great communicator, took wonderful care of Monte and sent us a pic and follow/up. We’d rely on her again in a heartbeat!

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Shacey P.
Dog Walking
5.0 out of 5 stars

Carrianne helped us out with a last minute walk for our dog, Otto. We appreciate the photos. It looks like he had a great time!

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Elizabeth S.
Dog Walking
5.0 out of 5 stars

Jackie was extremely attentive and great with our Daisy! Our dog warmed up to Jackie right away, and thoroughly enjoyed the walk with her. We are looking forward to many more!

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Nina S.
Dog Walking
5.0 out of 5 stars

Jessica is fantastic! She is on time, gives my dogs a good walk and excellent care and is 100% reliable. She notifies me if something out of the ordinary happened (like my dog counter surfing and eating a pie!) and even brought in a package that was left by my door. I’m so glad we found her.

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Amy N.
Dog Walking
5.0 out of 5 stars

Hope is so great! Very good with communication and helping out with all the details. Highly recommend

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Benji M.
Dog Walking
5.0 out of 5 stars

Samuel did a wonderful job making sure my puppy was able to exercise and let loose during my long day at work. He was easy to communicate with and was reliable when obstacles came up during my dog’s first walk!

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Noah S.
Dog Walking
5.0 out of 5 stars

Elise walks my dog twice a week, and it’s been a fantastic experience. She is friendly, reliable, and genuinely loves dogs. My dog took to her right away and looks forward to her visits. I also appreciate the reports, pictures, and consistency—she go above and beyond. Highly recommend to anyone looking for dog walker! Highly recommend to anyone looking for a trustworthy and kind dog walker!

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Suzanne G.
Dog Walking
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Popular requests for dog walking - Shorewood

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Sitters in Shorewood average 4
repeat dog walking clients

FAQs for Dog Walking - Shorewood

Frequently asked questions about Rover

The average cost for Dog Walking in Shorewood on Rover is $21.09 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 2,285 sitters on Rover offering Dog Walking across Shorewood. 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 Shorewood. 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 Shorewood.

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 Shorewood. On Rover:

  • 92% of walkers can help with special care needs
  • 96% 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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