Dog Walking Oswego

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

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Over 33
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.

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Sitter Profile Image: Jenny B.
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Jenny B.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
18 years of experience
Oswego, IL, 60543

About: Hi! I’m Jenny, a lifelong dog lover who truly believes our pets are part of the family. 🐾 I’m a caring, responsible, and attentive pet sitter who would love the opportunity to care for your dog while you’re away or give them some extra love and exercise during the day. I’m also a proud dog mom to two dogs of my own. A Great Dane and a Lab/Pit mix! Having dogs with very different personalities, sizes, and energy levels has given me plenty of hands-on experience understanding that every dog has their own unique needs and routine. I offer drop-in visits, dog walks & house sitting, and I’m happy to tailor my care to your dog’s individual personality, routine, and needs. Whether your pup loves a long walk, needs some playtime and attention, or simply wants someone to keep them company, I’ll make sure they feel safe, comfortable, and cared for. I understand how important it is to feel confident when someone else is caring for your pet. I’ll keep you updated with photos and messages during each visit so you can have peace of mind knowing your pup is doing well. I’m comfortable with dogs of different sizes, ages, and personalities, and I’m happy to follow specific feeding, walking, medication, or care instructions. I can’t wait to meet you and your four-legged family member! 🐶❤️ Pet care is already a natural part of my daily routine since I have two dogs of my own, a Great Dane and a Lab/Pit mix. I’m used to staying on a consistent schedule with walks, feeding, playtime, and plenty of attention. I have flexibility in my schedule to accommodate drop-in visits, dog walks, and house sitting, and I’m able to plan my week around the needs of the pets I’m caring for. I’m reliable, communicative, and happy to work with each pet’s individual routine and schedule. I care for every pet as if they were my own, while making sure to follow their normal routine and any specific instructions from their owner. I have two dogs of my own so I’m comfortable with dogs of different sizes, personalities, and energy levels. For drop-in visits and walks, I focus on making sure pets get the exercise, attention, potty breaks, food, and fresh water they need. I’m respectful of my clients’ homes and will always keep them clean and secure. I’ll also send regular updates and photos so you can feel comfortable knowing your pet is happy and well cared for while you’re away.

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

“Rufus really enjoys Erin and we appreciate her. She is always on time and takes great care of Rufus!!”

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Beth V.
Sitter Profile Image: Carol K.
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Carol K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 63 reviews
14 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: 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: Nancy A.
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Nancy A.
from
$30
per walk
5.0 out of 5 stars
• 45 reviews
11 repeat clients
25 years of experience
Oswego, IL, 60543

“Nancy was wonderful with our dog, Lucy. Very communicative, punctual, and flexible. Lucy loves her and we'll definitely be booking her again when we need a walker. 😊”

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Sam K.
Sitter Profile Image: Brandi K.
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Brandi K.
from
$35
per walk
5.0 out of 5 stars
• 6 reviews
30 years of experience
Oswego, IL, 60543

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.

Sitter Profile Image: Gaurav S.
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Gaurav S.
from
$20
per walk
4.9 out of 5 stars
• 41 reviews
16 repeat clients
8 years of experience
Plainfield, IL, 60585

About: hello! After a long break of doing what we love the most we are back at it. ❤️ my wife Shruti and I love dogs and promise to take amazing care of your pooch. we have a lab mix senior girl-Shirley and a young naughty French bulldog -Bluey. ok with giving any medication if required to.

Sitter Profile Image: Gavin M.
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Gavin M.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
3 years of experience
Aurora, IL, 60506

About: I have 3 large dogs in my household, all of very different personalities. On top of that, friends and family have also relied on me to take care of their pets while they are away as well. Recently, I have taken interest in animal rescue, and have helped rescue and send an injured mallard to the Chicago Bird Collision Monitors. I am currently a student at west aurora highschool, and I am a member of the national honor society. I come home to my three dogs and sometimes go to Oswego to take care of my families pets over there as well. I will be able to regularly check up on your pets and keep them well hydrated and fed. As well as going on walks to stay active.

Sitter Profile Image: Kiley M.
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Kiley M.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
16 years of experience
Oswego, IL, 60543

“Kiley is great and Sunny enjoys having her walker.”

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Jose D.
Sitter Profile Image: Lluvya B.
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Lluvya B.
from
$19
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Aurora, IL, 60504

“Lluvya was a blessing to have during my time in Champaign. She was very professional & went out of her way to ensure my bingo was taken care of and that was getting the best treatment possible! Would book again! Thank you!”

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Byron F.
Sitter Profile Image: Valerie M.
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Valerie M.
from
$27
per walk
5.0 out of 5 stars
• 89 reviews
34 repeat clients
11 years of experience
Aurora, IL, 60502

“Valerie was excellent with communication and always on time. Our pet could not be in better hands than her. I’m definitely booking her in the future.”

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Carlos B.
Sitter Profile Image: Amelia A.
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Amelia A.
from
$22
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Naperville, IL, 60564

“Amelia did an excellent job taking care of our dog while we were out of town. She was punctual, reliable, and kept us updated throughout. We felt completely at ease knowing our dog was in great hands. Highly recommend!”

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Maamoun H.
Sitter Profile Image: Lucine O.
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Lucine O.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
8 years of experience
Aurora, IL, 60506

About: I’ve taken care of pets my whole life, have had dogs since I was a baby. And have consistently pet sat for neighbors and friends. I’ve also volunteered at vet clinics. I am a college student home for the summer. And I’m looking for some extra work! Please reach out if you need pet care. :) All care is provided in the client’s home so pets can stay comfortable in their own environment. I follow your pet’s normal routine for feeding, walks, and playtime, and always prioritize safety, cleanliness, and respect for your home. I’m also happy to send updates and photos while you’re away!

Sitter Profile Image: Caryn T.
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Caryn T.
from
$20
per walk
5.0 out of 5 stars
• 59 reviews
18 repeat clients
3 years of experience
Plainfield, IL, 60586

“Caryn came by for the meet and greet and to understand our Pet’s routine. We have now used her twice and I greatly enjoy the pup reports and photos we get. Would recommend.”

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Amanda D.
Sitter Profile Image: Elena F.
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Elena F.
from
$20
per walk
4.8 out of 5 stars
• 45 reviews
21 repeat clients
5 years of experience
Aurora, IL, 60506

About: I've been around animals for as long as I can remember. We've had cats, a dog, and several guinea pigs so I am familiar with their behaviors. I've been pet sitting through Rover now for almost 3 years. I’ve volunteered at anderson animal shelter with the cats and a few years ago I volunteered in the wildlife department there and learned to feed baby birds. I have incubated three different litters of abandoned duck eggs and raised them for about a week before giving them to the shelter to live a proper duck life. I currently am not employed but I am in nursing school at Aurora University. Im still able to petsit if it works with my class and clinical schedule. This summer I’ll be available full time! I make sure every animal is well cared for. I have lots of patience for animals and will do whatever is necessary to make sure they eat and go potty. It's important to me that the animals are comfortable with myself, so I will spend extra time with them in order to get them to that point.

Sitter Profile Image: Karla A.
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Karla A.
from
$25
per walk
3 years of experience
Aurora, IL, 60506

About: I grew up with pets so my love for them goes way into my childhood. I also have over 2 years of experience working at a doggy daycare caring for dogs of all ages, breeds, and sizes and over 5 years of dog sitting for multiple families! I am currently completely available for any type of dogsitting you need, including during the week or on weekends! I can do drop in visits for your pups or I can even spend all day with them! I am here for whatever you need to feel confident about leaving your pets in my care! I can stay at your house all day or only come in at certain times of the day if that is what you prefer!

Sitter Profile Image: Kristen W.
Verified Background Check
Kristen W.
from
$20
per walk
12 years of experience
Plainfield, IL, 60586

About: I have been around animals since day 1. I have 4 dogs ranging from 5 years to 8 years old Shay, Fen, Chloe and Mo. Ive never met a dog that didnt get along with me and all dogs are welcome! I have some knowledge in dog training. Your dog will be loved and in good hands. Saftey is top priority. Willing to take dogs around your neighborhood to a park of your preference or my neighborhood. Any special request can be done within reason. Im here to love your dog as my own. I am currently working in between my kiddos bus schedule and building a bakery buisness so I have plenty of time to love on your babies! There saftey and your comfort is my priority. When in your home I will follow any house rules you have in place and communicate with you as much as you need

Sitter Profile Image: Tony L.
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Tony L.
from
$25
per walk
12 years of experience
Montgomery, IL, 60538

About: I have taken care of dogs of every kind since I was 16. Neighbors, friends and family have relied on me to walk, feed and bathe their pets. I am also experienced with larger dogs but also smaller pup/puppies. In the summer of 2019, my older sister adopted the sweetest Pointer puppy. I helped train her and taught her basic commands and how to be able to walk off-leash. I'll have plenty of time to play with your pups. I am available 24/7 & 365. I am flexible with scheduling. I am only a phone call or text away. I will make sure your pup is fed and well taken care of in your home. I will walk said pup and pick up waste. I will play with pup and monitor if needed. I will play with them and give treats but not in excess, I will make sure pup is walked and fed like I mentioned earlier.

Sitter Profile Image: Diamond P.
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Diamond P.
from
$15
per walk
1 repeat client
5 years of experience
Aurora, IL, 60506

About: Caring for animals has always come naturally to me. Pet care is at my core. I have experience caring for dogs and cats with different energy levels and needs, from playful puppies to calm senior pets. I’m patient, attentive, and mindful of each pet’s routine, comfort, and safety. Whether it’s walks, feedings, playtime, or quiet companionship, I make sure every pet feels loved and secure while you’re away. Your pet’s well-being is always my top priority. On days I’m booked to watch your fur baby, that is my ultimate top priority! I will change my schedule to be there for him/her. I have a fenced in yard, and a friendly dog to keep your fur baby company. I also have three cats. I can easily create your dog if needed. I’m fully capable of giving any medication required. When I’m watching your fur baby, I will be available the entire time. Right there, with them.

Sitter Profile Image: Amanda M.
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Amanda M.
from
$20
per walk
20 years of experience
Plainfield, IL, 60586

About: I have always been a dog owner and lover since I was a kid. I enjoy caring for dogs and understand the love and attention that they require. I currently work from home Monday through Friday and can be flexible as I create my own schedule. Weekends I may have some flexibility depending on my sons sports schedule. I do not have a fenced in yard but am always willing to walk dogs as needed. I have a dog myself. If needed I have an additional small cage for crating/boarding purposes.

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

Dog parents share their Rover experiences - Oswego

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5.0 out of 5 stars

lauchlan was fantastic! as soon as we had the meet and great, we knew she was a great fit. soleil instantly loved her and she was friendly, warm, and kind. we booked her for walks during the week. she left us a great note about soleil and we feel super comfortable leaving our babygirl in lauchlan’s care.

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Brionna B.
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

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

Roger is awesome with my dog. He's very communicative about how he is doing on his walks. He sends lots of great pictures. My dog seems very happy and enjoys his walks with Roger.

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Melissa T.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Oswego

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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 of Dog Walking in Oswego on Rover is $21 per walk as of October 2026. Most bookings cost between $0 and $28 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 3,247 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 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 , 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 , 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 .

Yes, you can find walkers who have experience with handling special pet needs in Oswego. On Rover:

  • 88% of walkers can help with special care needs
  • 92% 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 .

walkers on Rover set their own , 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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