Dog Walking Oswego
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 31 pet parents in Oswego have booked dog walking
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.
“Jessi is great with communication and putting my girls first. She took time to meet them prior to the first solo visit and took extra care to go at their speed. Both of my dogs are rescues with one being extra hesitate around new people. She did a wonderful job going at address June's needs especially. I'll be booking again and would recommend you give Jessi a try. You won't regret it and your animals will be well taken care of ❤️”
About: I’ve taken care of my 2 dogs for 12 years along with helping my friends and siblings care for their pets. I love dogs and cats of all ages and breeds and I love to show them the affection and care they deserve. I am currently working part time so I have pretty open availability including all day off on Monday, Wednesday and Sunday. I can provide multi day care if needed or just a walk or visits! I have plenty of experience with all types of dogs with different attitudes and personalities. I know how to effectively and nicely deal with any problems that pop up and I’m always willing to provide whatever care is needed for any dogs.
“Caitlin is so amazing with my dog Alabama. From the first time they met it was an instant connection. You can tell how much she really cares for animals. My cats love her too!”
About: Hi there, my name is Sami! I've lived with dogs my whole life, big and small - some of which include a Golden Retriever, a Yorkie, and a Maltese. My sister occasionally comes over with her Goldendoodle, and I love spending time with my aunt's Bernese Mountain Dogs when I can visit them. I plan to adopt my own dog later in the future, and perhaps enroll them as a therapy dog to bring comfort to others. I've watched both my sister's and parents' dogs while they are away for the day, and I have some experience in caring for them when they were puppies. I used to walk my parents' dogs in the past, as well. I enjoy interacting with dogs as a whole, and I put their safety and comfort first. I'm an introvert who lives a quiet lifestyle, but I also love to have fun, so if your furry friend needs someone to hang out with while you're away, I'll be there for them! NOTE: Though I adore cats, I am unfortunately allergic and therefore cannot interact with them directly if you have any in your home. I can still feed or play with them via a cat teaser or laser pointer, but I cannot pet them or pick them up. :( Currently, I am working full-time at an elementary school in Minooka. As I share similar hours with our students, my availability Monday through Friday will only be after 3:30pm. On Saturdays and Sundays, I am available during afternoons and evenings, though prior arrangements in advance can be made for a morning walk or drop-in visit! I will update my schedule as soon as anything changes. If you have any questions regarding my schedule for a particular day or week, please don’t hesitate to message me! IMPORTANT: As per Rover’s Terms of Service, please note that I cannot share private contact details or accept methods of payment outside of Rover. This is for the safety and security of all parties involved. When out on a walk, I will make sure your friend is kept safe and away from hazards or things they may be uncomfortable with. When dropping in for a visit, I will make sure their needs are met and everything is secured for their safety. They would never be left unsupervised, and they'll get lots of love and playtime! I will gladly send photos and text updates upon request. Please do let me know your communication frequency preferences, so I don't accidentally disturb you with messages!
“Carol was great. On time every day and gave great updates. It was super hot too and she made sure my dogs got outside to do their business and explore. I highly recommend her.”
“Shelly is awesome! She is considerate, kind and my dog loves her. He looks forward to her coming for his walk. Shelly works with you if you need to make adjusts. I would highly recommend her. You won’t be disappointed”
About: I've been studying dog behavior for over 9 years. I also have experience as a veterinary receptionist and grooming assistant. I train pet dogs on good behavior as well as rehabilitation for fearful or aggressive dogs. Safety is my #1 concern. Every dog that comes into my home is treated like family, as I do my own dogs. I am blessed with a large house that has a separate living quarters for the boarding dogs and a big beautiful fenced yard. Both are kept clean and hazard free. I would love to host your dog and make sure you are worry free while you're away! I work with dogs as a career and am home full time. I have a daily routine that changes depending on what dogs I have. Each dog gets fed once or twice, a day depending on owner preference. For medical or dietary reasons feeding can me more or less frequent. Any medications needed will be given. Each dog gets back yard exercise daily. Of course they get plenty of love! 🐾 Saftey and cleanliness are my top concerns. My home is clean and hazard free. I am "puppy proof" and always vigilant. I have accommodations and experience working with aggressive or reactive dogs and can also accommodate/work with kennel anxitey. I am able to keep dogs separate from my personal dogs if needed. Dogs that are friendly will be able to socialize/play with my very well tempered pack, depending on owner preference. I have a fenced yard and there are no gaps or ways to get out. I can also accommodate jumpers using a long recall leash!
“Absolutely amazing! Above and beyond, I’m so happy to have found Clay. So great and loving with my dog, fantastic communication and always been very reliable. Highly recommend!”
“Chelsea was communicative, reliable, and most importantly, took great care of checking in on and walking our pup. This was our first time using Chelsie, and we would happily work with her again!”
“Erin was wonderful with my dog Bailey and gave me so much peace of mind while I was away. My dog can be anxious/reactive at times, and Erin was calm, patient, and very experienced with her. I really appreciated the updates and photos after visits. I will absolutely book with her again!”
About: Hello, I am Carly, I love walking and taking care of dogs. I am also now a cat mom of two precious boys. Travis and Jason. I am able to come and sit for your cats along with house sit. I love all dogs and cats and have done previous dog sitting and walking. I've done 2 weeks stays before while friends were away for travel. I love walking so walking your pups would be awesome. I look forward to meeting with you and your furry babies yay! I can also so house sitting and checking on plants, fish, check the mail, bring in packages as well. I am currently working full time at a school. I typically work 7:30am to 03:05pm I am off on the weekends, school breaks and summer. I make sure they are safe, and have everything they need a long with spots to sleep and plenty of cuddles. I like to make sure I clean up after the pets on a timely manner, and if I am staying in the home, I make sure I clean up after pets and myself and treat the home like it's my own.
About: I have owned cats for the past 30+ years and owned dogs for the past 16 years. We are an animal loving household that would love to help you out with your pet care needs. I have experience with all ages and sizes of dogs. I currently have a diabetic dog that I give special care to - Homemade food- insulin - CGM to monitor her blood sugar. I work from home and have a pretty flexible schedule, so I would be home taking care of your pets needs throughout the day, evening and night. I have a fenced in yard and 2 friendly dogs for your dog to play with. We have plenty of people in the house to give lots of love, affection and playtime daily. Your pup will be treated like one of our own while they stay with us.
“Kari is really good with interacting with my dog. My Bichon is elderly and very set in her ways. Kari shows an extreme amount of patience which makes me very comfortable trusting her with Lara (Bichon).”
“Wonderful as always! This is the second time they have taken care of my boy and he couldn’t have been in better hands. They go out of their way to put you at ease and give your pup a lot of love.”
About: I have grown up with dogs my whole life! I have experience with dog sitting and dog walking! Always excited to meet a new puppy! I am free all afternoons! But if needed in the morning or evening let me know! I’m always willing to negotiate a schedule to whatever is easiest for you! Unfortunately I am in an apartment so I will not be able to pet sit at my home, but whenever your pet needs to go outside I will keep an eye on them (especially if there is no fence)! I am able to lead a pet into a crate if needed. If there is anything else you would like me to do while with your pet let me know!
The median cost per walk for dog walking in Oswego is $20
Dog parents share their Rover experiences - Oswego
Erin was wonderful with my dog Bailey and gave me so much peace of mind while I was away. My dog can be anxious/reactive at times, and Erin was calm, patient, and very experienced with her. I really appreciated the updates and photos after visits. I will absolutely book with her again!
Alyssa is an absolute lifesaver! She took on our three pups with very little notice and did a fantastic job. The dogs were happy, relaxed, and well-cared for. She was wonderful about communicating and sending pictures throughout her time with the dogs. We will definitely be booking her again. If you need someone trustworthy who truly loves animals, look no further!"
Jessi is great with communication and putting my girls first. She took time to meet them prior to the first solo visit and took extra care to go at their speed. Both of my dogs are rescues with one being extra hesitate around new people. She did a wonderful job going at address June's needs especially. I'll be booking again and would recommend you give Jessi a try. You won't regret it and your animals will be well taken care of ❤️
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- 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.
Meet local walkers who will treat your dogs like family
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 4 repeat dog walking clients
FAQs for Dog Walking - Oswego
Frequently asked questions about Rover
The average cost for Dog Walking in Oswego on Rover is $21.09 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 3,436 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 your Oswego. 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 Oswego.
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 Oswego. On Rover:
- 94% of walkers can help with special care needs
- 95% 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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