Pet Sitting in Winfield
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winfield pet sitters

“Rebeccah took wonderful care of our 6+ kitties! I knew as soon as we had our meet and greet that she was a perfect fit for us! She followed all my crazy cat mom directions and went above and beyond to let us know they were being well cared for each day by sendings photos and report cards. I’m really impressed that she knew each kitty by name! I highly recommend Rebeccah! 😻”


“Chelsea did an awesome job taking care of my little guy. He’s just a puppy and she was sure to feed him and take him out for me. I work full-time and I just need a little help on my longer days and she is awesome. 💗🐾”


“Margaret is great and our girls love her! She wasn’t showing up as available but I reached out with my request through our previous chat and she was able to enable drop in services for the date we needed! This is our 2nd time using her and certainly won’t be the last!”


“Mandy is amazing!! Our dog can be a little anxious to the point that being boarded is no longer an option. We were nervous on how he would handle drop ins when we went on vacation and it was a night and day difference. He had the absolute best time with Mandy and was so relaxed when we returned! She was so kind, followed our instructions, and took care of our boy and our house like it was her own. We cannot recommend her enough!”


“Eli is fantastic! I cannot say enough positive things about our experience! Our cat, Babs, was well taken care of, fed, and even got to play while we were away for the weekend! I absolutely loved the check in reports Eli made! My husband and I were smiling all weekend reading them and for the first time I can remember, I wasn't laying awake in bed worrying about if Babs had enough food and water or was getting into trouble while we were away. I would recommend Eli to anyone who has pets and wants them to feel cared for while they are away and I will definitely be contacting Eli again for check ins when my husband and I go on another trip!”


About: Along with taking care of my own pets, I interned at an animal hospital for a few months! I have experience with dogs and cats! I currently am free to work whenever you need. I am a substitute teacher and a babysitter! I can always make room for your pet! I have a fenced yard with two welcoming dogs and a very curious cat! I will give them all the attention they need and deserve!

About: I love animals! I’ve had pets all my life. We have always had dogs, my sister has a cat, and when I was younger I also had 2 rodents similar to chinchillas! I just moved back home and have full availability. I can work any day at anytime. I will really be able to provide your pets with my full attention! We walk my dogs every single night. I also feed them and play with them. I will be able to provide your animals with the same level of care that I provide for my own pets.

“We are very dedicated to ensuring our cats are well cared for, and Jasmine did a great job with drop-in visits! Frequent communication, great pictures, and open to asking for clarification when needed. Even our cat who's anxious with strangers seemed to settle into a comfortable routine. +++”



“I recently moved from the southwest Chicago land suburbs to Griffith IN with my two dogs. My two year old husky, Denver, for some reason still isn’t capable of holding himself all day while I’m at work and I was looking for a dog walker in the Griffith area who could come by during the day to let him out. I had such an amazing dog walker back in Oak Forest, I valued and trusted him beyond belief. I was weary and nervous that I wouldn’t be able to find anybody new that I would feel confident allowing to enter my home and be with dogs when I wasn’t around. Ken, however, was not only able to fill my old walkers shoes, but he also given me peace of mind knowing my dogs are being loved and cared for. I can genuinely say with out any reservations that I whole heartily TRUST this man. Ken is such a gentle and kind soul. He was amazing with my dogs and left no doubts that my pets would be treated properly and kept safe in his care! My boy friend and I both think he is wonderful and my dogs simply adore him. As long as he is willing to look after my boys I will be returning to Ken for any and all sitting and walking services. If you’re looking for somebody you can trust, do not pass up reaching out to Ken, I promise you he will not let you down. Thank you, Ken, we value and appreciate you SO much!”


“Crystal was awesome. We had a last minute trip come up and we needed a sitter. I found Crystal and reached out. She was great and with short notice was able to swing by to meet Sasha and my family before we left. Crystal took great care of my little Sasha and was did a great job. Very professional, organized and communicative. Will definitely look to book with Crystal again in the future when we take a trip. Thank you Crystal!!”


About: I’ve grown up with several doggies, and have helped care for them three I grew up with alongside friends and other family’s’ dogs! I absolutely love hanging out with doggies and taking them for a walk or just playing with them! You’ll most likely find me hanging out with the dog(s) at any social event! I have experience with dogs with ages ranging from a couple months old to 16 years old! While I have some experience with puppy training, I’ve had more experience with dogs past their puppy years! I’m so excited to meet your dogs and help out! I’m currently working part time but I’ll have so much time to hangout with your dogs! I’m currently available starting now from 8am-4pm! I’m mostly available during the week, Monday-Thursdays! I can do weekends if needed, but will need to be discussed in advance! For the services I offer, I will come to your house ready to feed your dog, play with your dog, or walk them! I’ll use the leashes available when walking and will make sure that they are taken care of (food and water) before I leave!

About: Hey there! I'm Nick, a 32-year old dog lover and proud owner of a playful and energetic Boston Terrier named Ivy. I understand how important it is to find someone reliable and caring to look after your furry friend, and I'm hoping I can help provide exactly that. Whether it's a long walk in the park or some play time/relaxing at home, I would be happy to help your dog/dogs feel safe and cared for while you're away. I've learned a lot taking care of Ivy over the last six years, and prior to that I have many years of experience taking care of family and friends dogs while away. I currently work from home full time (8-5) but looking for a change of pace to my evenings and weekends and hoping that I can be exactly what you and your dog/dogs need for those days where life just gets a little too busy. I've got experience and familiarity with many breeds and sizes and I'm great at following specific care routines. I also am comfortable with administering medications and following along with any specific dietary needs or feeding schedules. My dog Ivy is extremely active (she wants to play frisbee in our yard 10+ times a day!) so if I had to say what my specialty was I would probably say exercise for active dogs. Looking forward to meeting your dog/dogs and offering you peace of mind while you're away! I currently work from home full time Monday through Friday 8-5, so I am available in the evenings during the week but have flexibility for all day on the weekends. My biggest goal is consistency for your dog/dogs, as that is vital to their overall well-being and comfort while you are away, so I strictly adhere to any specifics from the client regarding their home, yard, neighborhood, and of course any needs specific to the dog/dogs themselves.
Loving pet sitters in your neighborhood
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Rebeccah C.
Star Sitter


“Rebeccah took wonderful care of our 6+ kitties! I knew as soon as we had our meet and greet that she was a perfect fit for us! She followed all my crazy cat mom directions and went above and beyond to let us know they were being well cared for each day by sendings photos and report cards. I’m really impressed that she knew each kitty by name! I highly recommend Rebeccah! 😻”


Ashley H.Star Sitter

“Ashley did a great job taking care of our furry friends. She communicated well before and during the week we were gone. Highly recommended.”


Chelsea C.

“Chelsea did an awesome job taking care of my little guy. He’s just a puppy and she was sure to feed him and take him out for me. I work full-time and I just need a little help on my longer days and she is awesome. 💗🐾”


Margaret C.

“Margaret is great and our girls love her! She wasn’t showing up as available but I reached out with my request through our previous chat and she was able to enable drop in services for the date we needed! This is our 2nd time using her and certainly won’t be the last!”


Mackenzie B.Star Sitter

“Mackenzie takes such great care of my two dogs. She gives them lots of love and attention and sends me lots of great pics!!”


leo s.

“Leo is incredible! She communicated thorough details. I would 100% recommend Leo.”


Mandy B.
Star Sitter


“Mandy is amazing!! Our dog can be a little anxious to the point that being boarded is no longer an option. We were nervous on how he would handle drop ins when we went on vacation and it was a night and day difference. He had the absolute best time with Mandy and was so relaxed when we returned! She was so kind, followed our instructions, and took care of our boy and our house like it was her own. We cannot recommend her enough!”


Alicia L.

“Ashley always does well with Gianna! She is always so happy and content when we get home and she keeps my house in order too! Thank you for all your help!”


Eli W.

“Eli is fantastic! I cannot say enough positive things about our experience! Our cat, Babs, was well taken care of, fed, and even got to play while we were away for the weekend! I absolutely loved the check in reports Eli made! My husband and I were smiling all weekend reading them and for the first time I can remember, I wasn't laying awake in bed worrying about if Babs had enough food and water or was getting into trouble while we were away. I would recommend Eli to anyone who has pets and wants them to feel cared for while they are away and I will definitely be contacting Eli again for check ins when my husband and I go on another trip!”


Zoe Z.

“Thank you . For being so responsive and good with Bohdi”


Leah O.
“Leah would be a great pet caregiver. Her own animals always seem loved, and greatly taken care off. I have no doubt that Leah would ever be anything but responsible and caring, when it comes to taking attention to any animal. She is a wonderful girl, and would be an excellent pet caregiver.”


Alexandria Q.

“Thank you so much Alex for taking pictures of the kitties and even double checking the house for us when we thought we heard something. Dana and I really appreciate it!”


Kay W.

“Kay is always so sweet and takes great care of our fur babies!”


Liesl M.
About: I love animals! I’ve had pets all my life. We have always had dogs, my sister has a cat, and when I was younger I also had 2 rodents similar to chinchillas! I just moved back home and have full availability. I can work any day at anytime. I will really be able to provide your pets with my full attention! We walk my dogs every single night. I also feed them and play with them. I will be able to provide your animals with the same level of care that I provide for my own pets.


Jasmine O.

“We are very dedicated to ensuring our cats are well cared for, and Jasmine did a great job with drop-in visits! Frequent communication, great pictures, and open to asking for clarification when needed. Even our cat who's anxious with strangers seemed to settle into a comfortable routine. +++”




Ken W.


“I recently moved from the southwest Chicago land suburbs to Griffith IN with my two dogs. My two year old husky, Denver, for some reason still isn’t capable of holding himself all day while I’m at work and I was looking for a dog walker in the Griffith area who could come by during the day to let him out. I had such an amazing dog walker back in Oak Forest, I valued and trusted him beyond belief. I was weary and nervous that I wouldn’t be able to find anybody new that I would feel confident allowing to enter my home and be with dogs when I wasn’t around. Ken, however, was not only able to fill my old walkers shoes, but he also given me peace of mind knowing my dogs are being loved and cared for. I can genuinely say with out any reservations that I whole heartily TRUST this man. Ken is such a gentle and kind soul. He was amazing with my dogs and left no doubts that my pets would be treated properly and kept safe in his care! My boy friend and I both think he is wonderful and my dogs simply adore him. As long as he is willing to look after my boys I will be returning to Ken for any and all sitting and walking services. If you’re looking for somebody you can trust, do not pass up reaching out to Ken, I promise you he will not let you down. Thank you, Ken, we value and appreciate you SO much!”


Crystal L.

“Crystal was awesome. We had a last minute trip come up and we needed a sitter. I found Crystal and reached out. She was great and with short notice was able to swing by to meet Sasha and my family before we left. Crystal took great care of my little Sasha and was did a great job. Very professional, organized and communicative. Will definitely look to book with Crystal again in the future when we take a trip. Thank you Crystal!!”


Jen C.


“Jen was super attentive with our pups!”


Emma V.
“Emma has been a great help with my pet! He is very shy and is not fast to warm up to and he has loved her since the day they met. Great with walking and making sure he has all he needs when she cares for him. Best dog sitter in my rotations”


Nicholas G.
About: Hey there! I'm Nick, a 32-year old dog lover and proud owner of a playful and energetic Boston Terrier named Ivy. I understand how important it is to find someone reliable and caring to look after your furry friend, and I'm hoping I can help provide exactly that. Whether it's a long walk in the park or some play time/relaxing at home, I would be happy to help your dog/dogs feel safe and cared for while you're away. I've learned a lot taking care of Ivy over the last six years, and prior to that I have many years of experience taking care of family and friends dogs while away. I currently work from home full time (8-5) but looking for a change of pace to my evenings and weekends and hoping that I can be exactly what you and your dog/dogs need for those days where life just gets a little too busy. I've got experience and familiarity with many breeds and sizes and I'm great at following specific care routines. I also am comfortable with administering medications and following along with any specific dietary needs or feeding schedules. My dog Ivy is extremely active (she wants to play frisbee in our yard 10+ times a day!) so if I had to say what my specialty was I would probably say exercise for active dogs. Looking forward to meeting your dog/dogs and offering you peace of mind while you're away! I currently work from home full time Monday through Friday 8-5, so I am available in the evenings during the week but have flexibility for all day on the weekends. My biggest goal is consistency for your dog/dogs, as that is vital to their overall well-being and comfort while you are away, so I strictly adhere to any specifics from the client regarding their home, yard, neighborhood, and of course any needs specific to the dog/dogs themselves.
Winfield pet parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Winfield sitters!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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Winfield is $23
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.
Sitters in Winfield average 5 repeat pet sitting clients
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 Winfield on Rover as of Aug 2025 was about $23 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 96 pet sitters in Winfield. 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, 85% of Winfield pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winfield.
Rover makes it easy to find Winfield 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 96 pet sitters in Winfield 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.
