Pet Sitting in Oswego
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Oswego pet sitters
“Maddie was spectacular! Able to help on short notice, flexible and was very thorough and followed every detail to the letter. I'm pretty easygoing, but I honestly believe Maddie could work for anyone - high needs pets would absolutely be safe in her hands. She was communicative and I never once worried about my cats in her care.”
“Blair was perfect for our needs. Our dog is very skittish with unknown people and never does well in a kennel. She came and met with him while we were home to get aquatinted with him. She took care of him for the two days we needed and he was perfectly fine and relaxed when we came home. Will definitely use her again. Thank You Blair!”
About: Animals will always have a special place in my heart I love taking care of them no matter what they are big or small forever I have a dog of my own and he’s the best dog ever I love my dog with my whole life no matter what forever Leash and keeping an eye on my dog and love and treats and attention and food at the right times and no bad food also
About: As a dedicated military professional and future pilot, I bring unmatched discipline, reliability, and focus to dog care. With hands on experience caring for energetic puppies and gentle, patient attention for senior dogs, I make sure every pup young or old is loved, safe, and thriving, just like family. I make pet care a daily priority playing, caring, and keeping their space clean. Whether it’s exercise, medication, or cuddles, I’m fully focused on their health and happiness every day. Whether at my home or yours, I create a safe, loving space tailored to each pet. I follow routines, provide care and playtime, administer medication if needed, and keep everything clean and comfortable.
About: I’ve loved and cared for animals my whole life! I had a sweet cat for eleven years who was a huge part of my family, and I’ve gained lots of experience dog/cat sitting and dog walking over the years. I’m comfortable with dogs of different sizes and personalities. I've taken care of senior dogs, dogs with specific medications, and pets with designated routines. Whether your pet needs playtime or cuddles, I’m patient, gentle, and always happy to help them feel safe and loved. Pet care fits perfectly into my weekly routine! I’m currently working part-time, so I’m available for pet sitting and dog walking on Sundays, Mondays, Fridays, and Saturdays. I’m happy to be flexible with timing on those days to fit your pet’s needs! I do not currently have any pets in my home. I live in a safe and calm neighborhood, perfect for walks. I have a decent sized yard with no fence. I am always respectful of routines your pets might have or specific instructions, as I have experience with both.
“We could not have asked for a better pet sitter! Brianna did a wonderful job sending pictures while we were away and staying in contact. She kept out cats happy, feed, and even cleaned up after their litter. She is so much appreciated!”
“Emily was great and very flexible. We ended up extending our trip by one day and she agreed to continue dropping in to see our pets even though I know it was inconvenient for her. We really appreciate the care that she gives our pets and her communication with us.”
“Amanda is awesome! She was great with all our animals, and she wasn't intimidated by our giant great dane. She was very communicative and responded quickly. She is trustworthy and reliable, and we will definitely continue to use her for our pet care!”
“Katie did a fantastic job caring for my cat while I was away. I'm always a little nervous leaving Kitty for an extended period as she is older and is wary of strangers. Katie befriended her and I was able be away knowing Kitty was being well cared for. I would highly recommend Katie's services to anyone and would definitely book her services again in the future.”
“Raiden was a pleasure to book with, and kept me well informed. My dogs were happy, and well for while I was away. They did a great job, and I would recommend Raiden and his fiancé to anyone looking for a sitter!”
About: I’ve taken care of all types of dogs from teeny Mini Schnauzers, Wiener dogs, to Labs and Bernese mountain dogs. I have house sit while watching cats, dogs, and fish a like. I have cared for my friends and families animals for a day to a couple weeks. There’s nothing better than taking a walk with a friend after a day of teaching. I am a teacher during the day, so my schedule is open 4-10pm during the week and open during the weekend. After I am done with teaching I come home and walk my dog, Theo. I have a friendly dog that would love to play or just hang out with your fur baby. As well as, living in an area with walking trails. I have a available room that works as a kennel if needed.
About: I’ve been caring for dogs, cats, fish and birds with my boys for years in our neighborhood and our friend circle. We’d like to expand polar reach and help others with their pet sitting needs in the Warsaw area. We are available most week days after 3:30 and all day most weekends. We can work out most situations and are pretty flexible to meet your needs. We have several neighbors who have trusted us with their house keys, garage entry codes, etc. We take good care of our clients homes and pets and treat them like if they were our own. You can trust us.
About: Hello my name is Kerstin! I am a big dog lover and have always had a dog in my life! I am someone who loves to hangout with my dog at home and not go anywhere. Please think about letting me watch your dog or dogs! I currently am working at a Hosptial working 12 hour shifts. I work 6:30 am to 7 pm. I have 3 days off then 3 days on. Whatever you have at your house for the dog to do! I’ll watch them at the persons house. I will house sit or spend the night on the couch to make sure the dog is ok
About: Years of Experience! 🐾 Hi there! My name is Madi, and I’ve spent the last 15+ years doing what I love most: caring for dogs. From growing up in a home filled with happy tails and muddy paws to years of trusted dogsitting and daily walks, dogs have always been a central part of my life. I currently care for two amazing pups of my own—spoiled, loved, and treated just like family—and I bring that same care, attention, and respect to every dog I encounter. Whether your furry friend needs a high-energy jog(within reason, I am not a runner!), a slow sniff-and-stroll, or just a little company while you’re away, I’m here to give them the exercise, stimulation, and affection they deserve. I offer dependable, flexible, and compassionate service you can count on. I’m not just a dog walker—I’m a dog person through and through. Let’s give your dog their new favorite part of the day. 🐶 I am a registered nurse and have decided to do this on my few days off each week, because it’s something I enjoy! Each weeks availability varies with my work schedule so I have opened my books to one time bookings for now. My pets are treated like royalty! Lol, really… I would strive to keep all pets safe, loved, and happy. They get a short life, and my hope is to offer a service that can bring fulfillment to the long days that their owners are at work.
About: I love dogs! I have three of my own at home that I have taken care of. I also have experience dog sitting for families. I have experience walking, feeding, bathing, and hanging out with other’s pets. I am a college student at IU. Currently all of my classes are online so my schedule is pretty open. Just message me to figure out details. I live in an apartment complex with multiple grass areas for pets to go potty and walk on. I am also open to going to your house.
Loving pet sitters in your neighborhood
Search Results
Madeline W.Star Sitter
“Maddie was spectacular! Able to help on short notice, flexible and was very thorough and followed every detail to the letter. I'm pretty easygoing, but I honestly believe Maddie could work for anyone - high needs pets would absolutely be safe in her hands. She was communicative and I never once worried about my cats in her care.”
Lanae K.Star Sitter
“Lanae did a great job on short notice for us. Highly recommend.”
Blair H.
“Blair was perfect for our needs. Our dog is very skittish with unknown people and never does well in a kennel. She came and met with him while we were home to get aquatinted with him. She took care of him for the two days we needed and he was perfectly fine and relaxed when we came home. Will definitely use her again. Thank You Blair!”
Darcie B.
“Thank you so much for taking great care of Duchess. We really loved getting the pictures every day! We will definitely be booking you again in the future!”
Bradley L.
“Takes great care of my dogs while I am at work. Sends me pictures of them and takes great care of them. Highly Recommended Him”
Ana L.
“I have had Ana pet sit both my dog Luna and my cat Nala while away on vacation. She did wonderful jobs with them! Would keep me updated on how they are doing and making sure that they received the best care possible. She wouldn’t just treat them like a side job but as a part of her family which I loved!! She is kind and patient with them never getting mad when they would misbehave at times. Overall Ana is a great trustworthy person!!!”
Alison S.
About: I’ve loved and cared for animals my whole life! I had a sweet cat for eleven years who was a huge part of my family, and I’ve gained lots of experience dog/cat sitting and dog walking over the years. I’m comfortable with dogs of different sizes and personalities. I've taken care of senior dogs, dogs with specific medications, and pets with designated routines. Whether your pet needs playtime or cuddles, I’m patient, gentle, and always happy to help them feel safe and loved. Pet care fits perfectly into my weekly routine! I’m currently working part-time, so I’m available for pet sitting and dog walking on Sundays, Mondays, Fridays, and Saturdays. I’m happy to be flexible with timing on those days to fit your pet’s needs! I do not currently have any pets in my home. I live in a safe and calm neighborhood, perfect for walks. I have a decent sized yard with no fence. I am always respectful of routines your pets might have or specific instructions, as I have experience with both.
Brianna H.
“We could not have asked for a better pet sitter! Brianna did a wonderful job sending pictures while we were away and staying in contact. She kept out cats happy, feed, and even cleaned up after their litter. She is so much appreciated!”
Hailey C.
“Hailey was amazing! Honey loved her. She was so thoughtful and went above and beyond to make sure my kitty was happy and my house was clean. Will be booking her again for sure!”
Emily W.Star Sitter
“Emily was great and very flexible. We ended up extending our trip by one day and she agreed to continue dropping in to see our pets even though I know it was inconvenient for her. We really appreciate the care that she gives our pets and her communication with us.”
Amanda J.
“Amanda is awesome! She was great with all our animals, and she wasn't intimidated by our giant great dane. She was very communicative and responded quickly. She is trustworthy and reliable, and we will definitely continue to use her for our pet care!”
Katie M.
“Katie did a fantastic job caring for my cat while I was away. I'm always a little nervous leaving Kitty for an extended period as she is older and is wary of strangers. Katie befriended her and I was able be away knowing Kitty was being well cared for. I would highly recommend Katie's services to anyone and would definitely book her services again in the future.”
Raiden K.
“Raiden was a pleasure to book with, and kept me well informed. My dogs were happy, and well for while I was away. They did a great job, and I would recommend Raiden and his fiancé to anyone looking for a sitter!”
Carolyn M.
“Carrie is a phenomenal pet sitter! I am so grateful for the peace of mind she gives me when sending pictures of my cats & updates every time she visits. She loves your pets well and takes great care of them!”
Melanie M.
“I can’t imagine a better cat sitter! Her”
Ryan C.
“No longer live in the area. But when we did we used them a lot to watch our big dogs. And I highly recommend! Thanks R and D”
Anna G.
“Anna has been wonderful to our Tucker! She has done drop in visits and overnights with him. We appreciate her and love how she cares for our dog!”
Kerstin B.
About: Hello my name is Kerstin! I am a big dog lover and have always had a dog in my life! I am someone who loves to hangout with my dog at home and not go anywhere. Please think about letting me watch your dog or dogs! I currently am working at a Hosptial working 12 hour shifts. I work 6:30 am to 7 pm. I have 3 days off then 3 days on. Whatever you have at your house for the dog to do! I’ll watch them at the persons house. I will house sit or spend the night on the couch to make sure the dog is ok
Madison R.
About: Years of Experience! 🐾 Hi there! My name is Madi, and I’ve spent the last 15+ years doing what I love most: caring for dogs. From growing up in a home filled with happy tails and muddy paws to years of trusted dogsitting and daily walks, dogs have always been a central part of my life. I currently care for two amazing pups of my own—spoiled, loved, and treated just like family—and I bring that same care, attention, and respect to every dog I encounter. Whether your furry friend needs a high-energy jog(within reason, I am not a runner!), a slow sniff-and-stroll, or just a little company while you’re away, I’m here to give them the exercise, stimulation, and affection they deserve. I offer dependable, flexible, and compassionate service you can count on. I’m not just a dog walker—I’m a dog person through and through. Let’s give your dog their new favorite part of the day. 🐶 I am a registered nurse and have decided to do this on my few days off each week, because it’s something I enjoy! Each weeks availability varies with my work schedule so I have opened my books to one time bookings for now. My pets are treated like royalty! Lol, really… I would strive to keep all pets safe, loved, and happy. They get a short life, and my hope is to offer a service that can bring fulfillment to the long days that their owners are at work.
Jill R.
About: I love dogs! I have three of my own at home that I have taken care of. I also have experience dog sitting for families. I have experience walking, feeding, bathing, and hanging out with other’s pets. I am a college student at IU. Currently all of my classes are online so my schedule is pretty open. Just message me to figure out details. I live in an apartment complex with multiple grass areas for pets to go potty and walk on. I am also open to going to your house.
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oswego on Rover as of Aug 2025 was about $19 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 22 pet sitters in Oswego. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 83% of Oswego pet sitters respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Oswego.
Rover makes it easy to find Oswego pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 22 pet sitters in Oswego on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
Connect anywhere with the Rover app
