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

“Heather has become like a second mama to our cat, Lucy. She takes the best care of her when we are out of town, as if she Lucy was one of her own. Heather’s very detailed visits and photos are a joy to see and read each day. I can’t recommend Heather enough and are so grateful we found her!”


“Dana went above and beyond for our kitties! One of ours is medically needy, plus needed a last minute vet visit. She remained flexible and communicated promptly and made it all so much less stressful for us. She certainly loved on both of the kitties while she did her drop-ins, and we’d use her again!”


“Jacob took such great care of our cat Lilah. He updated us from the start to the end of his visits and sent a lot of pictures. We could tell Lilah was very comfortable with him and liked him a lot! Will definitely book again in future :D”


“Paula is amazing! She knew exactly how to approach our picky German shepherd and adjusted to his needs. She was very calm and comfortable with him. She became his best friend when she walked in with a pup cup in hand. So happy to have found someone reliable we can count on to take care of our fur baby when we go out of town. Thank you!!”


“Great experience! We are so grateful for the excellent care our cats received with Mollie. Her detailed reports alleviated any worries we had about how the boys were doing. She is punctual and communicative, we would absolutely recommend booking with Mollie!”


“Barbara is the best! We ask her to watch our girls anytime we go out of town. Our girls just love her, and we always feel comfortable leaving them knowing they are in great hands. We actually had some unexpected delays and did not return when we had planned, and reached out to Barbara to update and she was so accommodating and understanding. We are so appreciative especially when the unexpected happens we knew we didn’t have to worry about our little ladies back at home.”


“Sahara is a delight. She is communicative and thoughtful. She let's my slow to warm-up dog take her time and truly meets her where she is at. She is timely and makes sure I know how my pup did on her check-ins!”


“Melissa is awesome! It usually takes a while for our dogs to warm up to people they don’t know, but they liked her right away! I’m looking forward to booking her more!”



About: As dog owners we understand the worry and anxiety of leaving your pet behind when you travel. In our home your dog will be affectionately cared for just as if he or she were our own. We are genuine animal lovers here. Your cherished pet will definitely enjoy our securely fenced backyard to run & play in and we also have quick access to various local parks and forest preserves for long walks. We offer care, companionship and mellow walks for those old friends who are less active, too. We recommend that you schedule your pups reservation several weeks in advance, particularly if their stay occurs during commonly busy travel intervals. We're available for drop offs and picks at our home between the hours of 6am - 6pm on a prearranged basis. In order to streamline the drop-off and pick-up process, we request that you indicate and schedule your drop-off and pick-up times when making your pups reservation. Scheduled times for this means that we have reserved this time for you and your pet, and is not available to anyone else. Missing your scheduled time represents a missed opportunity for your pet to arrive when it's convenient for you. We are extremely flexible and generous with our time, however, if scheduled times are missed we can't guarantee that we'll be available and you'll be asked to reschedule. We value your time greatly and we rely on you to be punctual so that everyone's schedules can be met. We're looking forward to meeting you & your furry friend! See you soon! 🐶 Jon & Toni We work from home allowing us plenty of time for cuddles and play time. We're available for boarding 7 days a week, 24 hours a day including holidays. We have a secure 6-foot fence allowing your pup to run, play or just sniff the property without the worry of your cherished pet escaping.

About: I grew up in a family of animal lovers—cats, dogs, birds, even pet cows, turtles, chickens, hermit crabs, and more! Pets have always been family to us, and they were deeply loved and cared for. I’ve been caring for animals my whole life and still do occasional pet sitting. Now, I’m excited to offer my care through Rover! I’ll go any length to keep your pets happy—whether that means giving baths, going on long walks, or showering them with love and plenty of pets. I’d love to treat your pets like the family they are—because they deserve the very best. I’m a part-time college student who also works and babysits, so pet sitting is the perfect flexible gig for me! My schedule changes week to week, but I’m available for morning, afternoon, or evening visits most days, and I’m happy to work around your pet’s routine. I can do drop-ins, walks, feedings, baths, playtime, and give your pets all the love and attention they deserve. Weekends and some overnights are also available with notice—just reach out, and I’ll do my best to fit your needs! When caring for your pet, I’ll treat them like one of my own—with patience, love, and attention to their unique needs. I’ll stick to their routine as closely as possible, whether that means feeding at specific times, going for walks, cleaning up after them, or just giving them extra cuddles and playtime. I make sure they feel safe, happy, and comfortable while you’re away. My goal is to give your pet not just care, but genuine companionship and kindness every visit.

“Samantha watched our 3 kitties while we were away. She was extremely professional in dealing with us, and super fun with the cats. She spent time playing with them, even trying to coax the shy one out to play/pet. We got tons of great pics every day with great communication. We would definitely recommend her and will hire her again the next time we leave town!”


About: I have taken care of many dogs through dog sitting care as well as 3 1/2 years experience being a dog bathing professional at PetSmart inc. I am currently a college student with lots of extra time to care for your pets! I love being around pets and miss them in my pet free college housing. I am a quiet, calm person who can make your pets not feel stressed when I am in your home, offering them a calm and safe environment.

About: I’ve loved dogs my whole life and have over 10 years of experience caring for them. I grew up watching my neighbors’ and friends’ dogs, and of course, taking care of my own. I also worked at a veterinary hospital for 2 years, giving me hands on experience caring for dogs/cats with different needs, temperaments, and conditions. I treat every pet like family and understand how to provide both loving attention and practical care! I’m currently working part-time teaching tennis lessons and have availability during the week and most weekends. I go back to college September 8th, but before then I would love to care for as many pets as I can! While I’m not able to board dogs in my home, I can provide care in your home and ensure a safe, loving environment. I can also crate your dog if needed and follow any specific routines or instructions you provide.

About: Hi, I’m Sara! With years of experience in dog and cat care, I understand that every pet is unique. I grew up with cats, currently have two , plus a sweet pup, and regularly foster animals, so I’m comfortable with all kinds of personalities and needs. In addition to Rover, I also run a full time, insured, pet sitting service, Sara’s Paws & Claws (find us on Facebook) which gives me even more availability and flexibility for overnight care, and check-ins. I’m here to help make things easy and stress-free. I can’t wait to meet you and your furry family! I enjoy walking and hiking with my family. I'm home throughout the week and most weekends & holidays. If it were possible, I'd spend every moment outdoors! When walking your dog, I will require a sturdy leash. I will not walk a dog on a retractable leash due to potential risk of snapping. I will bring my own leash if needed. I will send pics and updates when pet sitting or dog walking.

“Grace was AMAZING and is so knowledgeable about dogs and their unique needs. She was so patient and knew exactly how to get our dog with bad anxiety more comfortable. We really appreciate her help and the updates during the drop- in visit.”

Loving pet sitters in your neighborhood
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Heather S.Star Sitter

“Heather has become like a second mama to our cat, Lucy. She takes the best care of her when we are out of town, as if she Lucy was one of her own. Heather’s very detailed visits and photos are a joy to see and read each day. I can’t recommend Heather enough and are so grateful we found her!”


Vivian R.Star Sitter

“Vivian was great! Very responsive and took great care of our Jax and Josie! I appreciate her helping us out, would definitely book again if she was interested!”


Dayna C.
Star Sitter


“Dana went above and beyond for our kitties! One of ours is medically needy, plus needed a last minute vet visit. She remained flexible and communicated promptly and made it all so much less stressful for us. She certainly loved on both of the kitties while she did her drop-ins, and we’d use her again!”


Jacob O.Star Sitter

“Jacob took such great care of our cat Lilah. He updated us from the start to the end of his visits and sent a lot of pictures. We could tell Lilah was very comfortable with him and liked him a lot! Will definitely book again in future :D”


Paula K.

“Paula is amazing! She knew exactly how to approach our picky German shepherd and adjusted to his needs. She was very calm and comfortable with him. She became his best friend when she walked in with a pup cup in hand. So happy to have found someone reliable we can count on to take care of our fur baby when we go out of town. Thank you!!”


Mollie V.

“Great experience! We are so grateful for the excellent care our cats received with Mollie. Her detailed reports alleviated any worries we had about how the boys were doing. She is punctual and communicative, we would absolutely recommend booking with Mollie!”


Barbara B.
Star Sitter


“Barbara is the best! We ask her to watch our girls anytime we go out of town. Our girls just love her, and we always feel comfortable leaving them knowing they are in great hands. We actually had some unexpected delays and did not return when we had planned, and reached out to Barbara to update and she was so accommodating and understanding. We are so appreciative especially when the unexpected happens we knew we didn’t have to worry about our little ladies back at home.”


Sahara & Nick W.

“Sahara is a delight. She is communicative and thoughtful. She let's my slow to warm-up dog take her time and truly meets her where she is at. She is timely and makes sure I know how my pup did on her check-ins!”


Clarissa S.

“Clarissa was absolutely amazing!! She helped us with our 3 pups very last minute and exceeded our expectations. Thank you so much!!”


Annika & Grant S.

“Annika is so wonderful! I could not have asked for better care for my girl. I’m so thankful for her help and I know Wink was happy to see her everyday!”


Jeni G.

“Jeni was great. She was very responsive and sent us pictures from her visit with our cat Pickles every day we were away. We would definitely book with her again. :)”


Melissa P.Star Sitter

“Melissa is awesome! It usually takes a while for our dogs to warm up to people they don’t know, but they liked her right away! I’m looking forward to booking her more!”




Jon & Toni W.
Star Sitter

About: As dog owners we understand the worry and anxiety of leaving your pet behind when you travel. In our home your dog will be affectionately cared for just as if he or she were our own. We are genuine animal lovers here. Your cherished pet will definitely enjoy our securely fenced backyard to run & play in and we also have quick access to various local parks and forest preserves for long walks. We offer care, companionship and mellow walks for those old friends who are less active, too. We recommend that you schedule your pups reservation several weeks in advance, particularly if their stay occurs during commonly busy travel intervals. We're available for drop offs and picks at our home between the hours of 6am - 6pm on a prearranged basis. In order to streamline the drop-off and pick-up process, we request that you indicate and schedule your drop-off and pick-up times when making your pups reservation. Scheduled times for this means that we have reserved this time for you and your pet, and is not available to anyone else. Missing your scheduled time represents a missed opportunity for your pet to arrive when it's convenient for you. We are extremely flexible and generous with our time, however, if scheduled times are missed we can't guarantee that we'll be available and you'll be asked to reschedule. We value your time greatly and we rely on you to be punctual so that everyone's schedules can be met. We're looking forward to meeting you & your furry friend! See you soon! 🐶 Jon & Toni We work from home allowing us plenty of time for cuddles and play time. We're available for boarding 7 days a week, 24 hours a day including holidays. We have a secure 6-foot fence allowing your pup to run, play or just sniff the property without the worry of your cherished pet escaping.


Madison T.
“Maddie is absolutely wonderful with all animals. I sincerely do not know a more loving person on this planet. Maddie has also shown me many times that she is responsible and will get what she needs to do, done. Another important reason to choose Maddie is she’s reliable and on time!”


Samantha R.Star Sitter

“Samantha watched our 3 kitties while we were away. She was extremely professional in dealing with us, and super fun with the cats. She spent time playing with them, even trying to coax the shy one out to play/pet. We got tons of great pics every day with great communication. We would definitely recommend her and will hire her again the next time we leave town!”


Violet J.
“Violet is wonderful with all animals! She will love and care for them to the best of her abilities. She has cared for our cats, bunnies, chickens, ducks, goats, hamsters, and iguanas! She also helps friends with dog grooming. I can recommend Violet without reservation.”


Emma B.
“Emma is a great pet caregiver with hands-on experience from our time working together at a veterinary clinic for about 3 years. She has an understanding of animal health and behavior, and she approaches every animal with patience and care. She's reliable, attentive, and a hard worker. Her ability to communicate clearly with pet owners and her passion for animals make her a great person for the job. Anyone would be lucky to have Emma as a pet caregiver.”


Sara N.
“Sara is very reliable and communicative; I would recommend her to anyone. She is fabulous with all animals and loves taking care of them and spoiling them with cuddles! She mostly works from home, and she's got a great backyard, so your fur-baby is sure to go home happy and blissfully worn-out!”


Sydney B.

“Grace was AMAZING and is so knowledgeable about dogs and their unique needs. She was so patient and knew exactly how to get our dog with bad anxiety more comfortable. We really appreciate her help and the updates during the drop- in visit.”


Lindsey M.

“Lindsey is always so amazing with our pups! The photos and contact makes us feel comfortable while we are out of town.”
Over 94 pet parents in Winfield have booked pet sitting
Winfield pet parents share their Rover experiences
Jake has always been a fantastic choice to watch our 2 cats! We have hired him 3 separate times over the last year and he always gives our cats exceptional care. We think our cats are very unique and with that they bring a few behavioral problems and require unique and complex eating schedules. Jake makes sure they each get the individual care they need. We know we can trust they will have clean litter daily, get fed correctly, and be given the attention they deserve. Jake also takes the time to communicate with us daily. We will continue to book with Jake for our pets in the future!

Paula is amazing! She knew exactly how to approach our picky German shepherd and adjusted to his needs. She was very calm and comfortable with him. She became his best friend when she walked in with a pup cup in hand. So happy to have found someone reliable we can count on to take care of our fur baby when we go out of town. Thank you!!

If you can book Amanda to walk/dog sit/drop-in for your dog, do it. Stop looking, book Amanda! My dog, Caesar, is an 80 lb pitbull and we just recently moved from a house to an apartment, so he is very anxious because of the new sounds and environment. I booked Amanda for walks/pop-ins because I work downtown everyday and I can’t stress enough how incredible she has been! She has been so patient and loving with Caesar, and he isn’t always the easiest dog to be patient with, especially on walks (that 80 lbs is all muscle and if he isn’t ready to go home, he plants his feet and good luck moving him). It isn’t always the easiest to find someone to take care of Caesar due to the stigma that comes with his breed, but Amanda didn’t care about his breed or size. She just cared that a dog needed her, and she stepped up. So if you are looking for someone who will give your dog the love and care they expect because it’s the same love and care you know they deserve, you need to book Amanda.

Catie was able to take my dog on several walks during a weekend that I was out of town. It was short notice and she got back to me promptly. My dog liked Catie despite the dog being a little bit skittish. I was not the one to meet Catie before hand but my girlfriend did and gave her a sterling review so I felt comfortable having Catie stop by the home while we were away to care for the dog. Would use her services again and would recommend to others as well.

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 $22
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 6 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 $22 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 876 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, 88% of Winfield pet sitters respond in under an hour.
Pet sitters in Winfield have an average of 16 years of experience. Pet sitters with repeat customers have an average of 6 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 876 pet sitters in Winfield on Rover, so you’re sure to find the perfect match for your pet! In Winfield, 98% of pet sitters offer daily exercise, 98% offer medication administration, and 93% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. 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 background checks 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.
