Dog Walking Shorewood Hills

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Over 325
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Sitter Profile Image: Jacob S.
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Jacob S.
from
$12
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
11 years of experience
Capitol, Madison, WI, 53703

Jacob is amazing and a fast walker! He uses the whole booked time to walk your dog and takes the best pictures too! Support him in his senior year here. You and your dog won’t regret it!

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james a.
Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Capitol, Madison, WI, 53703

Jenna did a great job with our dog Durban!! Jenna took him for several long walks and he felt safe and had fun with her!

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Emily L.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$12
per walk
5.0 out of 5 stars
4 reviews
16 years of experience
Madison, WI, 53705

About: Dogs are a huge part of my life! Before moving to Wisconsin, I owned and operated a dog walking and overnight boarding business in Maryland for two years. These days, I spend much of my time fostering dogs for a local rescue, helping them decompress, learn home life, and get ready for their forever families. With three personal dogs, I’m very comfortable managing a multi-dog household and all the different personalities that come with it. I’ve cared for everything from energetic, playful pups to seniors who prefer a cozy spot on the couch, as well as rescue dogs who need extra patience, structure, or time to feel comfortable. Fostering has taught me that there really isn’t a “one size fits all” approach to dogs. I pay close attention to body language, respect boundaries, make thoughtful introductions, and adjust my approach based on what each individual dog needs. I also know how hard it can be to leave your dog behind and wonder how they’re doing. You can expect daily updates from me, including plenty of photos and videos, so you can see how your dog is settling in and what they’ve been up to. My goal is to give your dog a safe, comfortable, fun place to stay—and give you the peace of mind that they’re with someone experienced, attentive, and who truly gets dogs. Pet care fits very naturally into my everyday life. I’m a stay-at-home mom to a middle schooler and work remotely part-time, which means I’m home quite a bit and have plenty of flexibility to give the animals in my care lots of attention, love, potty breaks, walks, playtime, and downtime. With three resident dogs—a 70 lb senior mix, a 2-year-old Boston Terrier, and a 1-year-old English Bulldog/French Bulldog mix—and all three started out as fosters who never left! I continue to foster regularly and work very closely with a local dog rescue, so welcoming another dog into our routine is something the dogs are very accustomed to. Dogs staying with us aren't spending the day alone waiting for someone to come home from work. I'm around throughout the day to keep an eye on everyone, accommodate individual routines, and provide plenty of attention (or a cozy place to nap, if that's more their speed!). Pet care is genuinely part of my everyday life, and I love it that way. Here, pets are treated like part of the family. My dogs are kennel trained, but they're also welcome throughout the home—including on the furniture and beds. I'm happy to follow your lead, though! If your dog sleeps in a crate, follows certain house rules, eats on a specific schedule, or isn't allowed on furniture at home, I'll do my best to keep their routine consistent. I live in a large apartment, so all outdoor time is supervised and on leash. I'm very comfortable with puppies and their extra needs, including frequent potty breaks, potty pads, crate training, and the general chaos that comes with puppyhood! I have extra crates that can accommodate dogs up to approximately 75–80 lbs, plus more dog beds and toys than any household probably needs. If your pet has food or environmental allergies, please let me know. I am very accustomed to managing allergies and am happy to follow specific instructions regarding food, treats, medications, or environmental triggers. Because your dog will share our home with my husband, middle-school-aged child, and our three resident dogs, dogs staying with us must be comfortable with older children, men, and other dogs. I take introductions and dog body language seriously and want every animal in the house—yours and mine—to feel safe and comfortable. While others do live in the home, I will be the caregiver for any other animals. For care in your home, I'll follow your lead. You know your pets and their routine best, and my goal is to keep things as familiar and consistent as possible while you're away. I'm also happy to care for more than just dogs during in-home visits—cats and other household pets are welcome, too! Whether your pet stays with us or I care for them in their own home, I'll treat their individual routine as exactly that: individual. Some pets want to be your shadow, some want nonstop playtime, and some would prefer that I serve dinner promptly and otherwise respect their personal space. I'm good with all three!

Sitter Profile Image: Timothe C.
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Timothe C.
from
$10
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
34 years of experience
Midvale Heights Community, Madison, WI, 53711

Rosie seems to have had another great walk! Tysm!

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Ashley H.
Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per walk
5.0 out of 5 stars
168 reviews
52 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: Nate G.
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Nate G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
225 reviews
77 repeat clients
15 years of experience
Madison, WI, 53715

Nate has been so good to Esme over the past year. He goes above and beyond to make sure Esme is happy! He is great at communicating and also sends fabulous pictures.

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

Stefanie was so great with our dog—it was clear during the meet and greet that he felt comfortable with her very quickly. Communication was also great. We are very fortunate to have found her!

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Megan S.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
613 reviews
147 repeat clients
13 years of experience
Madison, WI, 53705

Ashley is wonderful! She's on time, communicative, and great with my dog. I love using her and will continue to for as long as she'll have me!

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Jessica L.
Sitter Profile Image: Siri S.
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Siri S.
from
$10
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
1 year of experience
South Campus, Madison, WI, 53715

About: I have experience working at a dog daycare, (Dana’s Dog Spa and Daycare in Hutchinson, MN) where I cared for dogs of all sizes, breeds, and personalities in a fast-paced environment. My responsibilities included supervising playgroups, feeding, cleaning, and making sure each dog was safe, comfortable, and well cared for. I’ve also spent many years caring for the pets of friends and family, providing reliable cat and dog sitting while they were away and regularly walking their dogs. I’ve always looked forward to spending time with them, and I genuinely enjoy caring for animals! I am available mornings (7am - 10:30 am) and evenings (4pm - 11 pm) on M, T, TH, and F. And I am available most weekends as I’m a college student, but I do not have a car on campus so I will be walking or taking the bus! I’m happy to work with your schedule whenever possible! Your pet’s safety, comfort, and happiness are my top priorities! I care for each and every pet with the same love and attention I’d give my own. I always take the time to learn each pet’s routine, personality, and any special needs so they feel comfortable while you’re away. I’ll follow your instructions closely, prioritize safety on every walk and visit, and keep you updated so you can have peace of mind. I’m always happy to answer any questions and help you feel confident that your pet is in caring, reliable hands!

Sitter Profile Image: Riley K.
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Riley K.
from
$24
per walk
5.0 out of 5 stars
22 reviews
11 repeat clients
13 years of experience
University Apartments, Madison, WI, 53705

Tuco and I are very thankful for Riley! She is reliable, responsible and aware. She is truly in touch with animals and their nature. He isn't trusting of everyone and immediately felt calm and safe around her

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Kelli F.
Sitter Profile Image: Bethany W.
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Bethany W.
from
$16
per walk
5.0 out of 5 stars
3 reviews
2 years of experience
Madison, WI, 53705

About: I am a vet student who has experience taking care of other dogs, cats, and even birds while working in a vet clinic! I am able to administer medications, take care of senior pets, and those with disabilities!! Growing up, I also have taken care of both cats and dogs in my family😊. I am currently only working virtually and part-time for a research paper in veterinary medicine, so I am able to comfortably accommodate Rover and pet-sitting in my schedule! I have learned in the past to adhere to owners’ specific instructions and ask questions if they arise to provide the best care for their pet. While taking care of pets in the vet clinic, I respect their boundaries, closely monitor their health/behavior, and try to minimize any stress or fear they could be experiencing. With pets at home, I love to spend as much time giving them love and affection or stimulating their mind with play-time and toys!

Sitter Profile Image: Lauren V.
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Lauren V.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Capitol, Madison, WI, 53703

Very responsive and accessible. Blu loved his walks went her.

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Mauricio C.
Sitter Profile Image: Eden L.
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Eden L.
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
13 years of experience
Regent, Madison, WI, 53726

About: I grew up with cats as pets but i’ve always loved being around all animals. I adopted my first dog in college and that really kickstarted my appreciation for dogs! Since then, I’ve moved to a place where I cannot have pets so sitting through Rover has helped fill that gap in my life. I currently work full time Monday through Friday but can be fairly flexible with my schedule, and I work from home a lot so I could fit a drop-in or dog walking booking into my weekdays from time to time. 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 in a no pets allowed building.

Sitter Profile Image: Ashley V.
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Ashley V.
from
$15
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Madison, WI, 53703

About: Since I was little I’ve taken care of many pets! People have relied on me when out of town many times for a puppy and older dogs. I’ve bathed dogs, cut their hair, given medicine, etc.. No matter what it says on here I am always taking new pets! Sometimes this app randomly changes my availability or accessibility. Please ALWAYS REACH OUT!!! I am a student but in my free time i love to take care of and hangout with peoples animals! I am still figuring out pricing! I will respect your home and pet. I will play with them outside if they have a yard and make sure they feel loved. I will always be responsible and take great care of them.

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: Amber K.
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Amber K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Wisconsin Co-Op Housing, MADISON, WI, 53705

About: We have 3 cats and a mini Dachshund, all rescues. Reliable, respectful, dependable. All-around animal-person, committed to keeping animals safe and happy - I strongly believe that people have a responsibility, duty to care for and love all animals; it’s a privilege to have a relationship with them, and we should foster and nurture that. Interested in teaching basic dog commands. Will learn to administer shots if needed. Sensitive to changes in behavior that could signal unhappiness, illness. In the future, hope to create a doggy sanctuary, so I can have many dogs of my own to love and care for every day. I just love dogs & cats & all animals! Value open and clear communication with owners to better care for their pets and to build healthy relationships between us all. My availability has some flexibility, so contact me to discuss! Recently retired and looking forward to devoting time and energy doing things I love, including caring for and building bonds with furry friends. Prefer scheduling ahead of time but will do my best to accommodate same-day requests. All care will be provided according to your instructions. For daycare service provided at my home, I would take dogs out on leash at regular intervals because my yard is un-fenced. Kitties and doggies are loved and treated with kindness and respect.

Sitter Profile Image: Matthew H.
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Matthew H.
from
$15
per walk
16 years of experience
Madison, WI, 53705

About: Hi, I'm Matt! I've been caring for cats and dogs since I was a kid. Growing up, I was the go-to kid in my neighborhood to watch after pets. I've personally raised and trained four dogs now (all rescues!) and love dogs of all shapes and sizes. I am an avid runner, biker, and nature enjoyer. I'd love the opportunity to meet more furry friends and would be honored to help you with yours. I am also set up for bathing and cleaning dogs! I am an early riser and start my day off taking care of my puppy. I live downtown and have immediate access to the commuter bike trails and can get wherever I need to be whenever I need to be there. Being that I love getting outdoors and moving around, I have my days set to same and am a moment's notice from supporting you! I firmly believe that our homes are sacred. My promise to you is that you will never know I was there. In my own home, I tidy up my dog's playthings and ensure that she always has access to food and water. I will dispose of your pet's waste in a wag bag and turn it in at a community bin to prevent your home from stinking. I understand that all dogs are different and can certainly accommodate any quirks.

Sitter Profile Image: Angie H.
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Angie H.
from
$20
per walk
18 years of experience
Madison, WI, 53705

About: What sets me apart? I've been the go-to sitter for pets of all ages—think of me as the babysitter and retirement home rolled into one! From playful puppies who treat everything like a chew toy to wise old dogs who might just teach *me* a thing or two about patience, I've seen it all. Cats? They get the royal treatment, too, complete with laser pointer marathons and cozy lap naps. Your furry family members are in safe, loving, and slightly humorous hands with me! Currently not working so I have plenty of time to spend with your cuddly animals! I am an incoming medical student looking for a part time job. I ensure pets receive the best care whether they're in my home or in yours. In my home, pets enjoy a safe, clean, and comfortable environment with plenty of playtime, regular meals, and lots of affection. I follow any specific routines or dietary needs to make sure they feel at home. When caring for pets in clients' homes, I maintain their familiar environment and routines, ensuring minimal stress and maximum comfort. I provide regular updates, keep things tidy, and follow all instructions to the letter. Whether at my place or yours, I treat every pet like they're my own, with plenty of love, attention, and respect.

Sitter Profile Image: Wendy V.
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Wendy V.
from
$20
per walk
5.0 out of 5 stars
2 reviews
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: Luke C.
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Luke C.
from
$19
per walk
5.0 out of 5 stars
3 reviews
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.

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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

Chelssey did such a great job walking Charlie! She made sure he had fresh water before she left and was so thoughtful about all of the little things I have set up to help Charlie behave while I’m away, like keeping the bins in front of the door so he doesn’t scratch. I really appreciated how attentive and caring she was. Your pup is definitely in good hands with Chelssey!

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Kristen A.
Dog Walking
5.0 out of 5 stars

Rebecca was great with Milo, on time, and provided detailed update on the walk. Will definitely want to hire her again.

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Greg B.
Dog Walking
5.0 out of 5 stars

Sierra was amazing! She sent such great photo updates and our pup loved walking with her. Would totally book with her again!

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Elise F.
Dog Walking
5.0 out of 5 stars

Hillary is great!! Cares for our dog wonderfully and goes above and beyond to make sure he's happy and entertained.

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Abby L.
Dog Walking
5.0 out of 5 stars

Eleyna was caring and attentive to all three of our pets, providing excellent care and photos to boot to make us miss them more! :)

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Charles B.
Dog Walking
5.0 out of 5 stars

Brenda was awesome! She was super easy to communicate with and took lots of photos of our pup during their walk!

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Elise F.
Dog Walking
5.0 out of 5 stars

Christian was very responsive and great with our dog. Easy to coordinate with and sent helpful updates. Will definitely use again!

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Danae A.
Dog Walking
5.0 out of 5 stars

Robert did a great job walking our dog. He was punctual and very responsible. He is becoming our "go to" dog sitter and walker!

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Cheri F.
Dog Walking
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

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
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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.

Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Shorewood Hills

Select a filter and find qualifying sitters offering dog walking.

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 August 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 August 2026, there are 1,416 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
  • 98% 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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