Dog Sitting in Oswego
Book a Oswego dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Oswego dog sitters

“Katie and Timothy were great with our dog this week! We felt very confident in their care 🙂”


“Best boarer ever! Kingsley loves him”


About: I’ve been a dog walker and started a neighborhood business at the age of 10 and I have worked in animal animal hospital for 3 years and an animal shelter as well as a doggie day care :) I have my own family dog that I take care of and I have the availability to be available whenever. I also like to make sure I am scheduling everything that I need to do prior. While caring for my dog at home, I make sure to know when he needs to go to the bathroom. I make sure he’s fed. If I am in someone else’s home I make sure I allow the pets to feel safe and reward good behavior. I make sure he gets his medicine and we play, sleep, and cuddle.

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. :( At this time, I am working another part-time job as a behavior technician Monday through Friday, with the time usually being from 4:30 to 7:00pm. Occasionally, however, I am asked to come in at either 9:00am or 10:00am until about 12:00pm or 1:00pm. On Saturdays and Sundays, I am available during afternoons and evenings, though prior arrangements in advance can be made for a morning walk or 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!


“It is truly a relief to have LisaMarie watch our dogs, it allows us to truly enjoy our time away! I love the notes she leaves me!! I highly recommend her!”



“First time using a sitter for my dog Roxi. Having Dawn help me with her care allowed me to enjoy a wonderful night with my family. I’ll be using her again when the need arises! She’s great ??. Thank you Dawn”


“Olivia took great care of our 2 cats and had great communication with us the entire time.”


About: I’ve been around dogs and cats my whole life, feeding, walking, and playing with animals of all types brings me joy and I hope to help you out I am a tennis coach and we have summer camp in Bolingbrook 9-11 am, but I am usually free after that in the summer time I like to meet pets and I am glad to do what the pet and owner prefer in terms of playing or walking or any other circumstance

About: From dogs to turtles to birds. I grew up with animals all my life. I have my own puppy & 9-year old pup. I truly know the time it takes, walking/ exercising, food schedule, & love to give to both! Just started my full time career, but I have a flexible schedule most days! I’m open to early morning or evening in week days and all day weekends. I love love love animals, so I definitely want to incorporate pet sitting into my lifestyle; especially if it means I can help others during their travels & such. I know the value in crate training, potty/ food schedules if need be, being in a comfortable space for the dog, if you’d like for training- I can try the basics since I trained my pup.

About: Hi! I’ve taken care of all types of animals, including cats. I give the upmost respect and love towards each animal I serve. Choose me! I’m currently looking for a new job so I have a lot of time on my hands to care for your pet! Play, eat, repeat! Depending on the comfort level of your animal, I can bring them home with me or come to your place to take care of them. I have a crate, an extra bedroom, and a lead to go outside. Any other needs will need to be discussed.

About: I love animals and want to spend more time with them and be outdoors this summer! I would really enjoy saying Hi to your furry friend :)) I take online classes this summer and I work on Tuesdays, Thursdays, and Sundays from 10-4 but other than that my schedule is free! Message me about any questions. I take care of my cats at home fully and play with them everyday to ensure they get their enrichment. I walked by dog everyday before he passed away

“Cindy was sweet to accept my booking with short notice when I had to go out of town at the last minute and even offered to do a meet and greet. She was great with my dog and sent pictures at every visit.”


“Sara did an excellent job caring for our two dogs. Extra kudos for her special care and attention to our very high strung/separation anxiety ridden 8 month old puppy. Highly recommend her.”

“Lynette did great with my puppers, Jackson, when I needed a dog walker in a pinch! Sent lots of pictures and took him for a nice stroll! Thanks so much for your help!! I will be rebooking!! 😊”


“Tiffany was amazing! She took care of our st bernard and 2 cats with ease. She walked Maverick almost every day and cleaned up after him! The cats were well loved and the animals all were very well taken care of! I would absolutely use and recommend Tiffany again!”


About: I’ve taken care of pets since I was a kid! From walking them to house sitting for my family and parents friends, I love taking care and making pets happy! I’m currently a student athlete but I’m free everyday after 4:30 to take care and show some love and play with your little babies :) I’m free all day on the weekends starting at 10am. I live in an apartment with a big yard and a lot of open space! I’m not doing day care but I’m more than happy to drive to your place or pick up your pets to do whatever you need me to do!

“Great with my pitties. Love the Rover card.”



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.

About: Ace Avelis (He/Him)- I've had a passion for animals for as long as I can remember, whether they're furry, scaly, or somewhere in between! Growing up with animals of all kinds taught me how to care for all kinds of personalities, from playful pups to laid back loungers. I truly love pets of every kind and would be honored to meet and care for your precious companion! As I work toward a degree in animal behavior, I also care for pets full-time in order to pursue my passion. I’m proud to offer high-quality, attentive care, including overnight stays and 24-hour companionship for pets who prefer not to be alone. I take the time to really get to know each pet and what makes them feel safe, happy, and loved. Whether your furry friend is shy and needs a gentle approach, or bursting with energy and ready to play, I’m here for it! I always come prepared with the essentials like a backup leash, waste bags, and owner-approved treats. And if your pet loves to cuddle, my lap is always open for snuggles and companionship.

About: not only do I take care of pets but I take care of kids I work at the YMCA and I babysat for more than three years As of right now part time but I goal is more. I love working with animals and of course humans. I am a student and a cheerleader. I will be going away end of august for school! Make sure they’re very comfortable depending on how they’re sitting laying or heads or tail is wagging making sure their bowls are full and they are well groomed and ready to go outside and leash
Loving dog sitters in your neighborhood
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Katie & Timothy L.Star Sitter

“Katie and Timothy were great with our dog this week! We felt very confident in their care 🙂”


brandon z.

“Best boarer ever! Kingsley loves him”


Angelina C.
“I couldn’t have asked for a better pet sitter than Angelina! She was not only incredibly reliable and professional, but also clearly cared deeply for my cats. From the moment we met, I felt confident leaving my fur babies in her hands. She kept me updated with messages and photos, which brought so much peace of mind while I was away. It’s such a relief to have someone I can fully trust! I’ll definitely be booking with her again!”


Samantha G.
“I had the pleasure of hiring Samantha to take care of my 2 Bernese Mountain dogs and I couldn't be happier with her service. She is not just a dog walker; she is a true animal lover. Her attention to detail and genuine care for my dogs was evident from day one. Samantha is reliable, punctual, and always goes the extra mile to ensure my dogs get the exercise and attention they need. I highly recommend Samantha to anyone in need of a trustworthy and dedicated dog walker.”




LisaMarie W.


“It is truly a relief to have LisaMarie watch our dogs, it allows us to truly enjoy our time away! I love the notes she leaves me!! I highly recommend her!”




Dawn N.

“First time using a sitter for my dog Roxi. Having Dawn help me with her care allowed me to enjoy a wonderful night with my family. I’ll be using her again when the need arises! She’s great ??. Thank you Dawn”


Olivia M.

“Olivia took great care of our 2 cats and had great communication with us the entire time.”


Jacob K.
“Jacob and I have been friends for 10 years and we met in college. He has helped watch and love on my dog Vina numerous times in the past few years and has always been very responsible.”


Mel M.
“Melissa is very kind, outgoing, and cares deeply for people and animals alike. I’ve seen her around many different dogs (both family and friends) and she does a great job of playing with them, walking them, and taking care of them. She goes on tons of doggy dates with her friends and family so she has had exposure to all kinds of dogs. She would definitely make a great pet sitter!”


Nancy A.
“I've had the pleasure of knowing Nancy for 15 years, and in all that time, her deep love for animals has been a constant. She's a natural with them, likely because she's been surrounded by them her whole life. I've entrusted my own pets to her care whenever I've gone on vacation, and I'm always able to relax knowing they are in the best hands. Nancy doesn't just watch your pets; she forms a true bond with them, making them feel secure and loved. It's a joy to see.”


Halie O.
“Halie was very attentive with my cat. She made sure to spend a good amount of time playing with him when he had extra energy. She comforted him when he was anxious and we weren’t sure why, which helped him relax and eat his food. Halie followed any directions I provided down to the very detail. I could not recommend her more!”


Cindy N.

“Cindy was sweet to accept my booking with short notice when I had to go out of town at the last minute and even offered to do a meet and greet. She was great with my dog and sent pictures at every visit.”


Sara H.

“Sara did an excellent job caring for our two dogs. Extra kudos for her special care and attention to our very high strung/separation anxiety ridden 8 month old puppy. Highly recommend her.”


Lynette M.

“Lynette did great with my puppers, Jackson, when I needed a dog walker in a pinch! Sent lots of pictures and took him for a nice stroll! Thanks so much for your help!! I will be rebooking!! 😊”


Tiffany T.

“Tiffany was amazing! She took care of our st bernard and 2 cats with ease. She walked Maverick almost every day and cleaned up after him! The cats were well loved and the animals all were very well taken care of! I would absolutely use and recommend Tiffany again!”


Tauahere L.
“Hi Tauahere has a cat who sleeping with her. Corona has bath and 3 times eating and Kiss. Her dog Maina love her hugs, playing.”


Mackenzie O.

“Great with my pitties. Love the Rover card.”




Kasey H.Star Sitter
“I have known Kasey T for several years and I know how much she cares for and loves animals. Kasey is very patient and loving and has a special way of dealing with our fur legged furry friends. I think she would make an excellent choice for caring for anyone's pet whether it be babysitting them or walking them or just spending time with them. Kasey is knowledgeable about animals and has always loved spending time with them. I feel she would be an excellent choice and not disappoint anyone who sought her services. I highly recommend Kasey given the fact that I know her and I understand how much effort she would put into caring for anyone's pet and would care for their dog as if it were her own. I am delighted to have this opportunity to let anyone know that I feel Kasey would be an excellent choice. Kathy H”


Ace A.
About: Ace Avelis (He/Him)- I've had a passion for animals for as long as I can remember, whether they're furry, scaly, or somewhere in between! Growing up with animals of all kinds taught me how to care for all kinds of personalities, from playful pups to laid back loungers. I truly love pets of every kind and would be honored to meet and care for your precious companion! As I work toward a degree in animal behavior, I also care for pets full-time in order to pursue my passion. I’m proud to offer high-quality, attentive care, including overnight stays and 24-hour companionship for pets who prefer not to be alone. I take the time to really get to know each pet and what makes them feel safe, happy, and loved. Whether your furry friend is shy and needs a gentle approach, or bursting with energy and ready to play, I’m here for it! I always come prepared with the essentials like a backup leash, waste bags, and owner-approved treats. And if your pet loves to cuddle, my lap is always open for snuggles and companionship.


Janiya C.
About: not only do I take care of pets but I take care of kids I work at the YMCA and I babysat for more than three years As of right now part time but I goal is more. I love working with animals and of course humans. I am a student and a cheerleader. I will be going away end of august for school! Make sure they’re very comfortable depending on how they’re sitting laying or heads or tail is wagging making sure their bowls are full and they are well groomed and ready to go outside and leash
Oswego dog parents share their Rover experiences
We had never left our new puppy at home for longer than a few hours before and Carol did an amazing job keeping us informed and caring for Brownie during the drop-in visits. Thank you!!

Jaidyn was very responsive and gave both our animals lots of love even though it was last minute! Highly recommend her!

Grace was so helpful when we found ourselves in a pinch without care. She was professional and punctual. We will use her again!

I can tell how much she cared for my pets! She made sure that they are comfortable and had their potty breaks and meal. I liked how she kept me posted!

Mariola did an amazing job with Zeke and an excellent job communicating with me. She was even able to get a stubborn, fair-weather dog on a short walk! Zeke loves her! We will definitely have Mariola back for another drop-in visit with Zeke!

Carly is super sweet! This first meeting was a meet and greet- more for our GSD to get to know Carly. Carly was on time and was so relaxed meeting our pup that Mella sat on her feet within minutes and actually fell asleep while Carly was there. I look forward to having Carly as our go-to sitter moving forward.

Popular requests near you
Select a filter and find qualifying Oswego sitters!How Rover works
1. Search
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Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
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It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Oswego.
Rover makes it easy to find Oswego dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
