Dog Walking Oswego

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

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Over 30
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.

1 / 1
Sitter Profile Image: Shelley M.
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Shelley M.
from
$19
per walk
5.0 out of 5 stars
9 reviews
6 repeat clients
30 years of experience
Oswego, IL, 60543

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

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Joyce P.
Sitter Profile Image: Lauchlan J.
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Lauchlan J.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
26 reviews
6 repeat clients
50 years of experience
Oswego, IL, 60543

Lauchlan is phenomenal! She took great care of our pup and our home! I highly recommend her to anyone looking! Thank you so much for caring for our girl!

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L G.
Sitter Profile Image: Carol K.
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Carol K.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
48 reviews
11 repeat clients
40 years of experience
Yorkville, IL, 60560

Carol is truly the best. She takes wonderful care of my mom’s dog, but what sets her apart is the kindness and patience she shows my elderly mother. Knowing she’s there gives our whole family such peace of mind. We’re grateful to have her.

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Karen B.
Sitter Profile Image: Jessi D.
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Jessi D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
61 reviews
13 repeat clients
15 years of experience
Oswego, IL, 60543

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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Amanda K.
Sitter Profile Image: Madeline E.
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Madeline E.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
1 year of experience
Aurora, IL, 60506

Responds immediately, provides updates, & has attention to detail in making sure crate is properly locked for my escape artist, Luna.

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Jessica D.
Sitter Profile Image: Caitlin H.
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Caitlin H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
60 reviews
11 repeat clients
11 years of experience
Plainfield, IL, 60585

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!

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Courtney H.
Sitter Profile Image: Carly C.
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Carly C.
from
$25
per walk
4.8 out of 5 stars
11 reviews
2 repeat clients
17 years of experience
Oswego, IL, 60543

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.

Sitter Profile Image: Garett S.
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Garett S.
from
$20
per walk
10 years of experience
Montgomery, IL, 60538

About: I've spent the last 10 years around puppies and big high energy dogs. I've handled pretty much everything a dog can possibly throw at me. Whatever quirks your dog has, I'm ready for it!! I'm completely available! I've got a pup of my own to take care of, so I understand that dogs usually stay on a tight schedule, and sometimes their schedule doesn't line up with yours. I'll do my best to be there when you need me! 👍 I'm unable to petsit at my own home, but I'm great at keeping things clean and respecting any boundaries clients may want to set with their home and/or pet!

Sitter Profile Image: Unice & Devon V.
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Unice & Devon V.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Oswego, IL, 60543

Unice has been our go-to for dog walking. Very responsible and dependable. Always gives our dog a good walk with lots of nice pictures. We appreciate it and would book again!

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Mel L.
Sitter Profile Image: Leo M.
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Leo M.
from
$30
per walk
4.3 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Oswego, IL, 60543

Leo did great with foxy! We got plenty of pics and foxy looked very happy! He made sure foxy had plenty of food and water and gave her her meds. I would definitely recommend!

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Aracelli M.
Sitter Profile Image: Kasey H.
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Kasey H.
from
$30
per walk
5.0 out of 5 stars
34 reviews
9 repeat clients
29 years of experience
Oswego, IL, 60543

About: Hello! My name is Kasey and I absolutely LOVE dogs. My whole life I have been a dog lover. I like big dogs, small dogs, and anywhere in between. I live in large house with plenty of space for your dog to roam and have a large, fenced back yard for exercise. Dogs are allowed on furniture in this house! I will watch your dog during the day or over night. I also offer drop-in visits and dog walking. I am home during the day, most days of the week, and can let your dog out to play or run or go potty frequently. I love to snuggle with dogs so don't worry about your dog feeling lonely. If dogs want to feel the comfort of their kennel or crate that is fine too. This is a loving home for all dogs.

Sitter Profile Image: Justin M.
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Justin M.
from
$15
per walk
5.0 out of 5 stars
2 reviews
4 years of experience
Montgomery, IL, 60538

About: As a former dog-dad (and current dog-uncle), I understand the importance of knowing your pup is cared for while you take the time away from them that you need to. I provided specific instructions and tools to help dog-sitters take care of mine, and now I would love to help take care of yours! And who best to help me do that than, well, you! I am committed to gathering and using all you can offer to ensure that while in my care, your dog's life remains as consistent as possible. And maybe, with your permission, some extra treats for good measure :) Having gotten to know and love up to 7 dogs in my family, I know firsthand that dogs have their own specific personalities to be respected and needs to be met. All of the dogs I have gotten to know in my family have been rescues so I am very experienced in meeting them where they're at in terms of past trauma and comfort levels. Your dog's safety and comfort will be my #1 priority -- I feel strongly that is the very least that every living creature deserves. I hope to be allowed the opportunity to meet you and my next best pal! And yes, I will gladly send you as many photos and videos as you'd like so you never feel too far away from baby <3 Right now, my schedule is very flexible and can be fit around your dog's needs and routines! Whether they need more frequent potty breaks or longer daily walks around your neighborhood, I'll make it work! I could certainly use a bit more exercise :) At the end of the day, it is your dog and your home so I will follow your lead on how to provide the most comfortable and safe environment and experience while your dog is in my care. When in doubt, I feel it is best to reach out with questions or concerns that may come up. When it comes to dog-sitting, no instructions can be too specific.

Sitter Profile Image: Shannon O.
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Shannon O.
from
$25
per walk
5.0 out of 5 stars
15 reviews
9 repeat clients
28 years of experience
Oswego, IL, 60543

Shannon has been wonderful with our Reese! Her willingness to spend time with our fur baby is much appreciated.

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Michele H.
Sitter Profile Image: Felicia S.
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Felicia S.
from
$30
per walk
5.0 out of 5 stars
29 reviews
8 repeat clients
12 years of experience
Oswego, IL, 60543

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!

Sitter Profile Image: Paige K.
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Paige K.
from
$20
per walk
5.0 out of 5 stars
4 reviews
8 years of experience
Oswego, IL, 60543

About: My specialty is meeting pets where they’re at. I’ve been caring for animals for over 8 years and have experience with just about every personality and life stage—from energetic puppies and curious kittens to senior and geriatric pets who need a little extra patience and care. I’m comfortable caring for dogs, cats, birds, rodents, tortoises, and more, and I always stick closely to each pet’s routine, so they feel safe and at ease. Whether your pet wants long walks and playtime or quiet companionship and gentle care, I’m happy to adjust. I take pride in being dependable, attentive, and genuinely invested in every animal I care for, which has helped me maintain 100% customer satisfaction over the years. I have a very flexible schedule and make pet care a true priority in my routine. While I do work full-time, it never gets in the way of providing meaningful, attentive care. I work remotely on Mondays and Fridays, which gives me extra flexibility and availability on those days. I’m fully available Fridays, Saturdays, Sundays, and Mondays for sitting, drop-ins, and extended care. On Tuesdays, Wednesdays, and Thursdays, I’m available after 5pm—these evenings are perfect for walks, check-ins, and giving pets some extra attention after their day. I’m great at planning ahead, sticking to routines, and making sure every pet gets the time and care they deserve. When caring for pets in a client’s home, I treat both the space and the animals with the same respect and attention I would my own. I follow all care instructions closely, stick to established routines, and make safety my top priority at all times. I’m mindful of doors, gates, leashes, and feeding guidelines, and I’m experienced with administering medications and supporting senior or special-needs pets when needed. I keep homes clean and secure, provide regular updates and photos, and make sure pets feel comfortable, calm, and cared for in their familiar environment. My goal is always to create a stress-free experience for both pets and owners, so you can feel confident and at ease while you’re away.

Sitter Profile Image: Meredith H.
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Meredith H.
from
$15
per walk
10 years of experience
Montgomery, IL, 60538

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!

Sitter Profile Image: Erin D.
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Erin D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Plainfield, IL, 60585

About: I’m a dedicated and reliable pet sitter with over 15 years of hands-on experience caring for dogs of all breeds, ages, and temperaments. I provide patient, loving, and attentive care, always treating each dog like my own and making sure they feel safe, happy, and well cared for. I currently work full time from home five days a week, which allows me to give your dog consistent attention throughout the day. Your pet will be cared for in a calm, safe, and loving environment while you’re away, with plenty of companionship and comfort. I have a have back yard, it is unfenced so your dog will be walked when they go outside and I have one 14-year old black lab.

Sitter Profile Image: LeTisha Z.
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LeTisha Z.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Montgomery, IL, 60538

About: Howdy! I am LeTisha and I am a College Station native. Whoop! For the last 11 years, I have worked at Texas A & M College of Veterinary Medicine. I have experiences and knowledge of most dogs / cats, size and breeds. I currently have a 4 year old Poodle Terrier mix who is the love of my life but I enjoy meeting new animals. I love all pets and would be super excited to care for your loved one. I have been a dog sitter / walker for the past year and really enjoy it. It is exciting getting to see all the sweet pets and helping others out at the same time. I would enjoy meeting your pet! Thank you for the opportunity.

Sitter Profile Image: Kari L.
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Kari L.
from
$28
per walk
5.0 out of 5 stars
17 reviews
9 repeat clients
30 years of experience
Oswego, IL, 60543

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).

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Ken K.
Sitter Profile Image: Monica A.
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Monica A.
from
$25
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
Montgomery, IL, 60538

Monica is seriously the best! She responds quickly & is reliable. Thank you For taking such good care of Ginger.

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Melissa G.
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The median cost per walk for dog walking in Oswego is $20

Dog parents share their Rover experiences - Oswego

1 / 1
5.0 out of 5 stars

Lauchlan is always very accommodating with me even with last minute changes or requests. Thank you for helping us today.

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Patricia H.
Dog Walking
5.0 out of 5 stars

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!

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Sarah A.
Dog Walking
5.0 out of 5 stars

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!"

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Melissa M.
Dog Walking
5.0 out of 5 stars

Carol has been great with our dog. He is afraid of many things and people at times, and he has done very well with Carol. I would highly recommend.

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Jeri S.
Dog Walking
5.0 out of 5 stars

Nancy is so wonderful! You can tell she really loves dogs, and she takes time to get to know them. And they love her (and her treats).

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Amanda H.
Dog Walking
5.0 out of 5 stars

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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Amanda K.
Dog Walking
5.0 out of 5 stars

Shelly has been amazing! I’ve used both recurring weekly and when needed in a pinch. I have a needy older dog who is not the easiest to walk sometimes, but she always manages to get him out and give extra cuddles. I would highly recommend!

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Kathy G.
Dog Walking
5.0 out of 5 stars

This is second time Ive used Sarah. An absolute pleasure to work with. This call was a last minute emergency and she was so happy she could help. My Zoe is 15 and is a little slower and double coated so I like to walk her in shade. Little special rituals Zoe and me do together she was kind to accommodate. Zoe loves her and waits on front bed for her. Its difficult to leave Zoe for trips away from her And now I have peace of mind knowing how gentle and generous Sarah is with Zoe when I have to be away. Sarah is a gem.

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Bridget B.
Dog Walking
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How Rover works

  1. 1. Search

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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 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 3,693 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:

  • 92% 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 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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