Dog Walking Oswego
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Oswego, 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.
“Robert is amazing, flexible and willing to help more than just walking the dog. When I had to deal with issues when I was in the hospital, he stepped up and was a blessing. I think my dog likes him more than me.”
About: I’ve taken care of and owned all kinds of animals, farm, rodents, birds, reptiles, insects, amphibians, exotics, as well as typical pets! I also have experience giving special care and/or medication to dogs, cats, bunnies, and more. I personally have 3 cats, 2 guinea pigs, and a hedgehog! I work part-time 2 days a week so I have lots of time to spend with your babies without you having to worry about quality of care! I will accommodate your animals to the best of my ability to keep to their normal routine including giving some overnight snuggles to anxious babies!
About: Dogs are my passion.A dogs happiness is my happiness. I currently work at a dog daycare/boarding facility and I have worked with training dogs, dog sitting etc for a little over 4 years. I currently work part time, and watch, walk and welcome dogs anytime after 12 on the weekdays and anytime on the weekends. Your pet will be more than welcome and I’ll accommodate your pet anyway I can. I have a fenced in yard, and two amazingly friendly dogs, also I can crate your dog if you prefer. I have a large kennel, or if you prefer to bring your own. Whatever the client prefers.
“Maria was great! Communicative, friendly, and reliable, good with dogs. Handled our large skittish but friendly dog very well for a productive walk (and they had never met!). Such a help when we were visiting from out of town but away for the evening. Thank you so much for the good communication and peace of mind.”
“Jacquelyn was absolutely great with my 90lb German Shepherd. She kept me updated the entire time and made sure he was back safely in our home. Highly recommend for daily dog walks.”
About: I’ve had various pets all of my life and have been very hands on caring for them. I’ve had everything from horses, dogs and cats, and rabbits and guinea pigs. I also have experience working as a Veterinary technician at our local vet office. I’m currently working part-time, so I have plenty of time to play with your pups! I’m mostly available throughout the week aside from occasional shifts starting after 4 pm. I live on a small hobby farm, so I have a large fenced property as well as a smaller, more private fenced area. I have friendly dogs of my own. I can easily crate your dog if wanted, bathe and trim nails, and take them for walks or any other requested activities!
About: I have always had multiple dogs in the household growing up. I have raised and trained many puppies for myself and others. I am patient, loving, and attentive to each dog’s individual needs. I understand the importance of keeping pets safe, happy, and comfortable while their owners are away. I treat every pet like my own and will make sure they receive plenty of love, attention, and care. I typically work 3 days a week as a registered nurse, and my workdays vary from week to week. This gives me flexibility on my days off to care for your pets. I can coordinate my availability with your needs and will always communicate clearly about scheduling. I have 4 fur babies of my own! Two are small and two are medium to large-sized dogs (all can be crated in their own room if need be). They are part of my family, and I understand how important it is to provide pets with a safe, loving, and comfortable environment. I will treat your pets with the same care and attention I give my own. I follow feeding instructions, respect each pet’s routine, and make sure they receive plenty of love, attention, and supervision. I am happy to discuss any special needs, preferences, or concerns you may have so you can feel confident leaving your pets in my care.
About: I’ve been taking care of animals my whole life. Always been a different kind of love. I still have my childhood cat and got my dog 5 years ago. They are my everything. I work part time right now. I have much availability in schedule! We can always chat about what time and days work best for you! Me and my dog have a Dailey routine everyday. We live in order around here! I would do the same for in you’re home! You and your animals needs will be met.
“Karli did a great job taking care of our dog, Henry. She was on time for each visit and spent extra time caring for our fur baby. We will definitely use her again and would recommend her for anyone looking for a pet sitter. ????”
The median cost per walk for dog walking in Oswego is $19
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 - Oswego
Select a filter and find qualifying sitters offering dog walking.Sitters in Oswego average 3 repeat dog walking clients
FAQs for Dog Walking - Oswego
Frequently asked questions about Rover
As of November 2026, there are 365 sitters on Rover offering Dog Walking across Oswego. 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 Oswego. 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 Oswego 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 Oswego. On Rover:
- 90% of walkers can help with special care needs
- 94% 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 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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