Dog Walking Shorewood Hills

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

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Over 319
pet parents in Shorewood Hills have booked dog walking

Shorewood Hills, 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: Raymar F.
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Raymar F.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Madison, WI, 53705

About: Hi! I’m a lifelong animal lover who’s been caring for dogs since I was around 10 years old. I grew up with dogs, helped train my family’s pups, and have been the go-to dog sitter for family and friends for years. I’m comfortable with walks, baths, feeding routines, playtime, and making sure your pet feels safe, happy, and cared for while you’re away. Whether your pet is energetic, shy, cuddly, or a little goofy, I’ll treat them like they’re my own :) Currently accepting bookings for July only, as I will be moving at the end of the month! See my calendar for availability! I’m currently a graduate student finishing my final courses online this summer, which gives me a very flexible schedule and plenty of time to dedicate to pet care. I’m available by request in the mornings, afternoons, and on weekends, and I’m happy to work with your schedule whenever possible. My goal is to be flexible and reliable so I can step in and provide consistent care whenever you need help with your pets :) I always aim to make them feel as comfortable, safe, and loved as possible. I’m very adaptable and I understand that every pet has their own routine, personality, and needs. Before any booking, I like to ask a few questions about your pet’s habits, personality, and preferences so I can provide the best care tailored specifically to them. I follow feeding, walking, and medication routines closely and make sure they get plenty of attention, playtime, and companionship. If I’m in your home, I also respect your space and keep things clean and consistent for your pet so they feel secure in their familiar environment.

Sitter Profile Image: Nate G.
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Nate G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
218 reviews
76 repeat clients
15 years of experience
Madison, WI, 53715

Very satisfied and happy thus far with Nate's care of our puppy. He's been extremely responsive to communication, prompt and timely for scheduled walks, sends fun photos during their time together, and our puppy seems to have taken very well to him. I would have no hesitations recommending him to friends or family!

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Brittany B.
Sitter Profile Image: Lydia B.
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Lydia B.
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Madison, WI, 53705

Lydia was punctual, caring, and was clearly attentive to our dog Rupert!!! Thank you, Lydia!!!

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Sean M.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
604 reviews
146 repeat clients
13 years of experience
Madison, WI, 53705

It was reassuring knowing Ellie and Riley got to go on walks while I was at work . Ashley was so great during our meet and great and really interacted nicely with the dogs! I will definitely be scheduling time with Ashley again, and consider her for overnights for short trips!!

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Sue L.
Sitter Profile Image: Alana M.
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Alana M.
from
$18
per walk
5.0 out of 5 stars
6 reviews
7 repeat clients
15 years of experience
Madison, WI, 53705

About: I have been dog, baby, and house sitting since I was 10 (~13 years). I have personally had a cat and 4 dogs throughout growing up and have taken diligent and loving care of them from walks/runs, veterinary care, to lots and lots of snuggles. I'm currently a student doing predominantly online classes, so I have a lot of flexibility in my schedule to fit pet care into the routine. I also lead a very active lifestyle taking multiple walks/jogs throughout the day that would only be enhanced with a furry companion. I live in an apartment with no other pets and I have a very clean and safe indoor living area as well and could always crate him/her if needed.

Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie was so great! She took care of my THREE dogs on short notice. I’d definitely recommend her and use her services in the future. Thank you!

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Gabrielle B.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
133 reviews
53 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

I’m so thankful to have Allegra as a dog walker- she is a rock star! I feel so safe with her care with the dogs, and she always has great feedback after every walk.

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Holly F.
Sitter Profile Image: Trisha R.
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Trisha R.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
13 years of experience
Madison, WI, 53703

Trisha walked my dog Buster and took excellent care of him! Trisha is caring, responsible, and thorough. I will definitely hope to book Trisha in the future.

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John K.
Sitter Profile Image: Luke C.
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Luke C.
from
$19
per walk
2 years of experience
University Apartments, Madison, WI, 53705

About: I have a very high level of knowledge and skills of how to take care of cats of any age and ability and enjoy spending time with all kinds of cats. I have much less experience with and knowledge of dogs but I'm very familiar with the basics of feeding and walking. Friends have described me as a cat whisperer and I like to think of myself as such. Not that I might not have challenges, but I know how to meet and vibe and care for them. I have completely open availability for the next month or so as I am unemployed living with friends and trying to establish myself here. I typically like doing care between the late morning and early evening, but anything can be talked about and arranged. I enjoy spending the day alongside animals, being attentive to their needs by taking them out for long walks, providing healthy snacks and cuddles through the day, and offering a calm energy to relax energetic or otherwise anxious pets. I am confident in caring for pets across a range of personalities, and am happy both giving pets lots of attention and energy and coexisting with more introverted pets.

Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
565 reviews
173 repeat clients
30 years of experience
Madison, WI, 53705

We have worked with Jennifer for a couple months now. She has been on top of the ball for quick responses and short notice weekend availability. Very professional and reliable. Raja, our dog, looks forward to his walks with her as well. Thank you for all of your hard work!

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Jay N.
Sitter Profile Image: Wendy V.
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Wendy V.
from
$20
per walk
5.0 out of 5 stars
1 review
2 years of experience
Madison, WI, 53706

About: I have experience from dogs, cats, chickens, to reptiles since I was a kid. Definitely know how to be friendly to animals, read body language, and adapt. I routinely pet-sit my elderly neighbor’s tabby, my friend’s tortoiseshell cat and cocker spaniel, my boyfriend’s black lab, and my cousin’s scottish folds. I have been continuously contacted to play, walk, feed, and poop-scoop their pets and enjoy each others company. I am a recent graduate taking a gap year so my schedule is flexible. Plenty of time to play and take care of your pets. I follow and respect all given instructions. I also make it a point to reach out whenever there are concerns or to send some updates/pictures. I genuinely care about the well-being of your pets and respecting your time.

Sitter Profile Image: Annamaria A.
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Annamaria A.
from
$10
per walk
5.0 out of 5 stars
5 reviews
4 years of experience
Greenbush, Madison, WI, 53715

About: Hello my name is Annamaria! I’m about to be a junior here at UW madison pursuing a career in nursing. I am very passionate about healthcare and quality patient care but I always loved animals! I have a lot of experience with dogs and a little with cats (though I am willing to learn). I have owned my dog for 17 years. She was a smaller dog but I also have experience with larger dogs from my step dad’s pitt mix who is now a senior. In addition I have done a lot of work at PAWs Chicago. I have clocked over 150 hours of volunteer service and fostered 14 dogs/puppies and 2 kittens. With fostering I have gained experience in potty training and giving medications of all kinds. With volunteering I have done a lot of dog and cat socialization and walks. Additionally in moving to level 2 volunteering I took a dog behavior class and gained experience in how to detect and react to rough and anxious behavior in pets. I also love going on walks especially in the summer so if you have a pet thats looking for some activity I’m your girl! I have also had experience with parakeets, hamsters, and guinea pigs (it was really easy to convince my mom to get new pets). As Summer approaches and classes our ending I’m looking at a lot of open availability starting May 16 to be flexible to owners needs. In my time volunteering I have seen that animals all have different personalities that can vary situation to situation so I really want to give your animals the space and patience to get to know me on their terms. Caring for my own animals at home incudes giving them the resources, love, and enrichment they need for a fulfilling day.

Sitter Profile Image: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!

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Marissa G.
Sitter Profile Image: Victor N.
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Victor N.
from
$18
per walk
5.0 out of 5 stars
42 reviews
9 repeat clients
10 years of experience
Middleton, WI, 53705

Victor always does a great job with my little Buddy. Sometimes I am nervous about how my dog might react around a new person, but Victor has been amazing and Buddy loves when he visits. Definitely recommend!

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Sarah K.
Sitter Profile Image: Sophie S.
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Sophie S.
from
$15
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Madison, WI, 53705

About: I’ve been caring for dogs since high school and have over 10 years of experience with pets of all kinds. I also started training service dogs in middle school, so I’m comfortable working with different temperaments and routines. I love making pets feel safe, happy, and well cared for while their owners are away! I’m currently a pharmacy student, so my schedule during the school year is structured and reliable. I’m available for walks, drop-ins, and pet sitting around classes and study time, and I enjoy having pets as company during quieter parts of the day. During the summer, I work but still maintain availability for pet care, especially evenings, weekends, and longer stays. I care for pets in their own home where they’re most comfortable and able to stick to their normal routine. I always make sure pets feel safe, calm, and well cared for by following feeding schedules, exercise needs, medication instructions, and any house rules closely.

Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per walk
5.0 out of 5 stars
163 reviews
50 repeat clients
12 years of experience
Vilas, Madison, WI, 53711

Hillary did an amazing job walking my shy pup and quickly won her over! In addition to being amazing with my dog, Hillary did and excellent job communicating with me about how my dog did on their walks, tactics she used to help build up my dog's confidence, and Hillary even helped clean up a potted plant that my dog had knocked over one day. I would highly recommend Hillary to anyone looking for care for their pets!

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Hannah L.
Sitter Profile Image: Alissa W.
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Alissa W.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Bay Creek, Madison, WI, 53715

I needed some last minute help with my senior dog, and Alissa responded back quickly and was able to help me out!! She came to meet our pets and get the layout, and helped us out almost right away! She is very kind and gentle with our Murphy and even gives our two cats some loving even though we booked her for a dog walk! As someone with OCD and anxiety, my brain and body feel comfortable and safe with Alissa taking care of our senior puppy when we aren’t at home. Looking forward to hopefully booking with her again!!

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Sophie M.
Sitter Profile Image: Kaelyn S.
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Kaelyn S.
from
$15
per walk
5.0 out of 5 stars
2 reviews
3 repeat clients
5 years of experience
Capitol, Madison, WI, 53703

Kaelyn was great! I was in town for a client-related travel/staying at a hotel and she was flexible for my one-off request and day-of tweaks. She's very easygoing, but has an attention to detail for when we had to switch from dog walks to drop-in visits instead. Given it was a hotel space, she was able to provide A+ care for Delphi given the temporary space/resources even I wasn't fully familiar with.

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Marian L.
Sitter Profile Image: Molly H.
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Molly H.
from
$25
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
25 years of experience
Middleton, WI, 53562

Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!

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Sarah G.
Sitter Profile Image: Eden L.
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Eden L.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
13 years of experience
Regent, Madison, WI, 53726

About: I grew up mostly around cats, however, a year and a half ago I adopted my first dog and fell in love. Since then I've discovered a passion for caring for animals and giving them the best and most fulfilled life that they can have. I recently lost both of my fur babies due to health issues out of my control so I have a gap in my heart and daily routine that I want to fill with caring for animals. I am currently a full-time student also working part-time, so my schedule changes slightly from week to week but that will not deter me from giving my full attention to your pets. I know my work schedule around 1-2 weeks in advance and my school schedule changes every semester. Whether you need someone to pop in for a little bit or stay for an evening, I am willing to work something out that fits both of our schedules! I am willing to care for your pets in any way needed and am open to learning new things and ways of doing things. I will take your dog on any length walk they need, play outside or inside, feeding, grooming, and just plain spending time with them. As of right now I am only open to providing care in your home, as I currently live with my parents.

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

Dog parents share their Rover experiences - Shorewood Hills

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5.0 out of 5 stars

Anna is amazing with my animals and they adore when she visits and takes care of them. They are always happy and happily tired when I get home!

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Wendy B.
Dog Walking
5.0 out of 5 stars

We have booked with Ruby for house sitting and dog walking. She has been responsive, reliable, and taken great care of the dogs!

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Olivia M.
Dog Walking
5.0 out of 5 stars

Nyx is very shy and timid. Isabel was so patient and kind with her and was able to get her out for multiple walks!

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Natalee P.
Dog Walking
5.0 out of 5 stars

Hillary was great with our super nervous dogs while my husband was out of town and I was working. We're really thankful for her support!

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Charity P.
Dog Walking
5.0 out of 5 stars

Grace was amazing! She truly loves dogs and i couldn't be happier with the overall experience. I will definitely book her again when needed!

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Erik W.
Dog Walking
5.0 out of 5 stars

This was the second time working with Brenda. She did a great job again. I received updates and pictures with every walk/ visit and medication was administered according to instruction.

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Cashton C.
Dog Walking
5.0 out of 5 stars

I needed some last minute help with my senior dog, and Alissa responded back quickly and was able to help me out!! She came to meet our pets and get the layout, and helped us out almost right away! She is very kind and gentle with our Murphy and even gives our two cats some loving even though we booked her for a dog walk! As someone with OCD and anxiety, my brain and body feel comfortable and safe with Alissa taking care of our senior puppy when we aren’t at home. Looking forward to hopefully booking with her again!!

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Sophie M.
Dog Walking
5.0 out of 5 stars

Kind and reliable. I feel good about having her come over to walk our dog while we are at work. Georgie loves her walks!

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Genna Z.
Dog Walking
5.0 out of 5 stars

Allegra has been walking our mastiff and doing a great job working on leash skills. We got Bixby as a rescue so he’s needed a lot of extra TLC to relearn things at 3-4 years old. Allegra totally gets him.

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Emily B.
Dog Walking
5.0 out of 5 stars

Eloise was able to help us out at short notice, gave our dogs a great walk, and sent a lovely note with pictures. Thank you so much, Eloise!

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Matthew O.
Dog Walking
5.0 out of 5 stars

Zach was so great with my dog and he was such a big help. Super friendly and kind. Would definitely recommend him.

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Melissa D.
Dog Walking
5.0 out of 5 stars

Carolyn is fantastic! She’s reliable, responsible, and great with our high energy puppy and sweet kitty. Highly recommend Carolyn!!

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Nancy H.
Dog Walking
5.0 out of 5 stars

Thank you so much for your outstanding care of our girl, Nala! We are always so grateful for your time and care

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Jacquelynn A.
Dog Walking
5.0 out of 5 stars

Amy was great with Indie! I felt comfortable having her walk Indie. It was obvious Amy loved dogs. She walked Indie and played around in the backyard with her. I would highly recommend Amy.

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Lyria P.
Dog Walking
5.0 out of 5 stars

Circumstances forced me to take a busy 24-day international trip, so I was grateful and relieved that Susan could be available to take my active 17-mo old Golden on daily walks. She took him every day in good weather and bad, and sent me many photos. She went above and beyond including my 14-year-old mini dachshund on some days, too. 10/10 would be glad to seek her help again!

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Jonathan B.
Dog Walking
5.0 out of 5 stars

Ryan does such an great job with our two pups. Our younger dog tends to pull ahead, and our older girl tends to want to stop and sniff frequently. Ryan helps both dogs get enrichment on their walks. He's also been a great communicator, and reliable house sitter. We will book again.

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Karen L.
Dog Walking
5.0 out of 5 stars

Jenna is very reliable and quick to respond back with how Oscar is doing. We always enjoy the photos she sends of him too!

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Don W.
Dog Walking
5.0 out of 5 stars

Took plenty of pictures, adjusted to my dog’s desired level of activity, and troubleshot a key/cat toy issue. Communicative, friendly, and on-time. Would hire again!

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Carrie P.
Dog Walking
5.0 out of 5 stars

Robert is an exceptional caregiver. Our dog loves him. She watches out the window for him to arrive for their walks. He's intuitive and prepared for anything that Ruby may need. It's a huge relief when we know Robert is watching out for our girl.

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Tim K.
Dog Walking
5.0 out of 5 stars

Kylie was great. She walked our dogs 2x per day while I was away for a few days. She was very responsible and communicated promptly whenever necessary. I would definitely hire her again! Bonnie Valley

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Bonnie V.
Dog Walking
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Meet local walkers who will treat your dogs like family

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Sitters in Shorewood Hills average 3
repeat dog walking clients

FAQs for Dog Walking - Shorewood Hills

Frequently asked questions about Rover

The average cost for Dog Walking in Shorewood Hills on Rover is $21.4 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 1,481 sitters on Rover offering Dog Walking across Shorewood Hills. 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 Hills. 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 Hills.

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 Hills. On Rover:

  • 90% 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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