Dog Walking Hillside
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Hillside, 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.
About: For over five years on Rover, I’ve cared for pets of all ages through overnight stays, holiday house‑sitting, and consistent drop‑ins for puppies and adult pets while their owners are at work or away for short and long trips. I also have experience with senior pets from my time volunteering with Young At Heart Senior Pet Adoptions, which gave me a deep appreciation for the extra patience and comfort older animals need. Over the years, I’ve supported many families by keeping their pets safe, relaxed, and well‑loved — whether that means maintaining routines, staying overnight, or providing reliable daytime check‑ins. I have years of experience caring for dogs and cats of many breeds, providing them with the right exercise, attention, and affection. Whether it's daily walks, giving medications, or feeding, I am committed to ensuring your pets stay happy, healthy, and comfortable while you're away. I have boarded, done drop-in's and house sat for many different clients in Edgerton, Stoughton, and Janesville. Please refer to my reviews and reach out with any questions :) I have lots of flexibility to watch your pups and kitties! Please let me know what you are looking for from a sitter and I will try to accommodate. All days of the week and times are open! Your fury friends aren't just your pets, they are family! Since I work remotely, they always will always have eyes on them and lots of love given. Please let me know if you have any safety concerns.
About: I’ve worked with animals professionally for 3+ years, I started out working at an animal shelter and I am now working as a veterinary assistant. I’m currently in school to become a veterinary technician! Friends and family have relied on me for many years to walk, feed, play and just hangout with their pets! I love all animals big and small! I am currently in college and working part time but I have extra time to take care of your fur babies! I have lots of spare time within my weekly schedule! I can easily make accommodation's for any of my clients homes and pets and any of their needs! Whether it’s just stopping in for a potty break, a meal time or a walk!
About: My first job was as a kennel attendant at a local vet clinic where I learned a lot about animal care. I have also worked at a boarding facility. Since working there, I have started my own pet sitting service called “Bodens Buddies”. I started this service for a number of reasons; one, to give my dog Boden unique social opportunities, and two, because I believe pets thrive in a home setting even if it’s not their home. I am currently working part time as I continue my college studies, so I have plenty of time to commit to your pet(s)! My schedule is flexible! I have a fenced in yard and a friendly dog of my own. I also have two cats who can be spaced in another area if needed.
About: Caring for others (especially animals) is truly my passion! I was a nanny for over 5 years which opened me up to pet care as well. Since most families I worked for had pets, I took on the responsibility of caring for them as well as their children. Hi there! Just a little bit about me! Caring for others (especially animals) is genuinely my passion! I was a nanny for over four years which opened me up to pet care as well. Since most families I worked for had pets, I took on the responsibility of caring for them as well as their children. I do not work outside of the home which means I can dedicate all of my time to your pet! I usually take one booking at a time, so if your pet doesn’t get along with other pets that’s no problem.
About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.
About: I’ve always loved dogs and genuinely enjoy spending time with them, whether that means going for a long walk, playing outside, or just keeping them company at home. I’m active and love being outdoors, so I’m especially happy to take dogs on walks and give them plenty of exercise and attention. I’m dependable, communicative, and will treat your pet and your home with the same care and respect I’d want someone to give mine. I’m comfortable following specific feeding, walking, and care routines, and I’ll always keep you updated while you’re away. I have a flexible schedule that gives me plenty of time to fit pet care into my week. I’m available for walks, drop-in visits, feeding, playtime, and check-ins throughout the week and on weekends. I’m happy to work with your pet’s normal routine and schedule! I know how important it is to trust the person caring for your pet and your home. I’ll follow your instructions closely and keep your pet’s normal routine as consistent as possible. I’m attentive, responsible, and happy to provide updates and photos so you know your pet is safe, comfortable, and getting plenty of attention.
“Lensy is so wonderful! She’s consistently communicative and sends such fun photos. Absolutely incredible to have her care for Petey & shows above and beyond consideration for both my pets :) Look forward to having her walk again!”
About: I am a very attentive and loving pet sitter :) I grew up around animals and often found myself pet sitting for people in the community throughout my life! I’m happy to accommodate a range of pet parent preferences! From dog walking to house sitting to administering medications, I am confident in my ability to keep your pet baby happy, healthy, and well loved whenever you need the support! I currently nanny from 12:30-4:30 Monday-Friday, so I have a lot of free time to come and spend with your pet! I’m happy to go for morning or afternoon walks, or fill whatever role you need fulfilled during my open schedule! I will come to your home after we discuss what expectations you have for pet care :) I’ll happily keep your pet company while keeping them safe and healthy and well cared for!
About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.
About: I’ve had dogs ever since I was born and I know how to properly care for them! I am experienced in feeding, walking, and playing with dogs! I currently work part time Monday through Friday so I have plenty of free time to take care of and play with pets! I am great with all animals! I currently have a cat and a German Shorthair Pointer pup who is about 8 months old! I take my dog to the dog park daily and he loves running around and getting all his energy out!
About: I have grown up around cats and dogs my entire life. I enjoy spending time taking care of others. I am patient and compassionate, your pets well-being will be my #1 priority. I work part time as a CNA in a long term care facility. I am also attending college part time to purse a career in nursing. Over the years I have cared for numerous of my own cats and dogs. Simply by spending quality time with them every day, walking my dogs and cuddling with my cats. I know the importance of spending time with animals and I understand their basic everyday needs.
“My dog, who can be nervous, loved Brynna right away! She was a lifesaver, giving our Siberian Husky a potty break and walk on a day we had to be away. This is my first experience with Rover, and Brynna made it a great one! Thank you so much.”
The median cost per walk for dog walking in Hillside is $20
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Hillside
Select a filter and find qualifying sitters offering dog walking.Sitters in Hillside average 3 repeat dog walking clients
FAQs for Dog Walking - Hillside
Frequently asked questions about Rover
As of November 2026, there are 1,595 sitters on Rover offering Dog Walking across Hillside. 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 Hillside. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Hillside after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
Yes, you can find walkers who have experience with handling special pet needs in Hillside. On Rover:
- 88% of walkers can help with special care needs
- 93% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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