Pet Sitting in Winnetka
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 Winnetka pet sitters
“Michele was a wonderful, tentative, and flexible caretaker for my pet. She was easy to communicate with and very accommodating of my constraints, i felt safe leaving my cat in her care and will 100% rebook next time i go out of town!”
“Andrew was wonderful. My two standard Poodles liked him right off the bat. He was communicative, punctual and always happy with a smile on his face even when it rained.”
“Ella is a fantastic pet sitter. She's reliable and communicates well. I've used her for dog walks, house sitting & drop in visits for my cat. She's always exceeded my expectations. I highly recommend Ella to anyone look for a pet sitter who they can count on.”
“Rosy did a fantastic job with my cats! We have one who needs medications twice a day and she was able to administer the meds without issue. She also communicated with us daily, sending pictures, videos and good updates via the Rover card. We have one cat who can be a little shy and he was so happy to play with her and even snuggle a little. Rosy is wonderful! Thank you, Rosy.”
About: I've had dogs my whole life, currently have a big lab/hound mix now. My first job in high school was working at a dog groomer so I have lots of experience with all sorts of dogs. As a bigger dude I have no problem walking big or small dogs. I'm a stay at home Dad so I can make most days and times work as long as the times can be a little flexible. I will care for your dog(s) however you specify. I will be patient and give lots of pets whenever I visit for a drop in or walk.
“Im always super nervous about leaving Patsy with others, but when I met Donna and Stephen they seemed comfortable and knowledgeable about pets. They’ve sent me updates and pictures from Patsys walks and I’ve always felt very comfortable about everything. Definitely recommend them and would use again.”
About: I have two small dogs of my own. One is 15 years old and the other is 6. I have experience walking larger dogs at various shelters. I also have experience with strong dogs who pull on the leash and frequently stop for breaks on walks. I can carry heavy objects (or dogs) over 50 pounds if needed. I am currently creating stock for my Etsy shop, so I have plenty of time to spend with your pets! I have a lot of availability because of this, so I am open to help out with anything any day of the week. I will treat your pet with the respect they deserve, and will not do anything to them that I would not want done to my dogs.
“Andrew did an amazing time helping drop-in on our dog while he was sick and we were out of town. Early mornings, late night. He did so with an incredibly helpful and reassuring attitude. Our dog was so happy to have Andrew keeping an eye on him. I would recommend Andrew to everyone”
About: I have always loved animals of all kinds and have taken care of a wide variety of them throughout my life. I have worked in animal rehabilitation, in a pet store, and in dog daycare. I also have experience training dogs, and can work training into any visit upon request. I am currently home from college for the summer and have very few other commitments, so I am able to focus on your pets and provide them with loving, attentive care around your schedule. I will follow all instructions provided to me and employ my wealth of knowledge to ensure that your pet is safe and looked after. I will be sure to provide the same level of care that you would, so you never have to worry about your pet while you're busy. I am happy to provide updates over text so you know that your pet is well taken care of.
About: Hi! I’ve been a lifelong animal lover, and I’ve had pets all my life — so I know how much pets mean to their families. My girlfriend introduced me to Rover, and since then, I’ve been all in. I currently walk up to 10 dogs a day and board around 2 dogs each month, and I truly enjoy every minute of it. Whether it’s a high-energy pup who needs long walks or a shy cat who just wants a quiet companion, I treat every pet like my own. I know how important trust is when it comes to pet care, and I always go the extra mile to make sure your furry friend feels safe, happy, and loved while you're away. I’d love the chance to meet your pet and give them the care and attention they deserve! Pet care is a major part of my daily routine. I work in real estate, which gives me a flexible schedule and plenty of control over my time. This flexibility allows me to dedicate consistent blocks of time each day to walking dogs, doing drop-in visits, and boarding pets comfortably in my home. Whether I’m caring for pets in my home or in a client’s home, safety and trust always come first. In my home, I create a calm, clean, and pet-friendly environment. I make sure there are no hazards within reach, keep any unfamiliar pets separated as needed, and provide plenty of space for relaxation, play, and personal time. I follow any routines or rules you provide so your pet feels comfortable and secure—just like they would at home. When I care for pets in a client’s home, I treat it with the same respect and care I would my own. I follow all instructions closely, keep your pet’s schedule consistent, and provide regular updates so you can feel confident they’re in good hands. I’m always attentive to their behavior, energy levels, and comfort to make sure they’re safe and happy throughout the visit. Whether it’s walks, playtime, meals, or quiet companionship, I’m committed to providing a trustworthy, low-stress experience for both you and your pet.
About: Hello! My name is Robert. I hope you will consider hiring me to walk your dog because I love dogs very much and understand the importance of taking good care of a dog. Throughout my whole life, I have always had at least one dog – they are such an essential part of who I am. In many years of walking my own dogs nearly every day, I have come to understand how to be gentle with each individual dog and be patient with their needs. Definitely reach out and let me give your dog some exercise so he/she can return home calm and happy! I understand personally the value a dog provides and I would provide your dog with the best level of care. I have time for drop by visits or for walks! Just let me know what you need and we will arrange the best care for your dog. I have experience with puppies, elderly dogs, dogs who need medication, dogs with anxiety, all types of dogs. I provide the best care for what they need.
“Stephen and Donna did an excellent job walking our Great Pyrenees mix several times over a few weeks. You could feel their love for dogs from the moment we met them and they were very communicative and kind throughout the whole process. Our boy enjoyed and looked forward to his walks with them and we would definitely recommend and use their services in the future.”
About: I've been fostering kittens and working with dogs for more than 10 years, and am currently taking a gap year before getting my Masters in Animal Studies! I have experience in everything from potty training puppies to giving elderly animals multiple types of medication, and I love dogs and cats of all shapes and sizes. I currently have a 5.5 year old Lab/Basset Hound mix named Betty and we walk around 3-5 miles everyday, so please let me know if your dog would be interested in a (discounted) group walk! I'm currently taking a gap year so my schedule is very available as of now. Please let me know if you would like to set up a routine time/schedule in advance so that I keep the same time available! I have experience in caring for dogs and cats between 5 - 145 pounds, and from ages ranging ranging from 6 weeks to 19 years old. I have also fostered more than 50 kittens, so I know that each and every animal has their own personality and quirks. Please let me know if there is anything I can do to make you or your dog/cat more comfortable so that they have an enjoyable time!
About: I have basic skills in pet caring such as bathing, grooming, nail trimming, teeth brushing, feeding, playing. If your pet needs to take meds I'll make sure it gets done. I can adjust to your pets liking, whether it's that they like to be touched and would like to play around or would rather be left alone, I can do it. Whether they're younger or older, patience is always a key thing to have with any pet. At the same time, each pet has their own personality and it's important to take notice of it and know how to treat them. I have the belief that a pet is also a member of the family, which is precisely how they'll be treated in my home. Happy pet, happy life :) I work from home, living with my own fur baby and have plenty of love and time to go around to help care for your own fur baby/babies ❤️ I have a fenced in yard with a beautiful tree and plenty of space to run around and have fun in. My home can easily accommodate for cats having plenty of windows and ledges for sunbathing at any time. If interested there is plenty of couch space to snuggle up on
“Anna took care of my two pups while I was out of town. They are 14 and 11, so it made us feel much more at east to know they were comfortable in their own home in Anna's care. She communicated with us regularly and sent photos of the pups enjoying their meals. Anna even took in packages for me and kept an eye on the house. We would definitely use her again and highly recommend her to anyone.”
About: I have experience with rescue dogs and in home dog sitting. I also am happy to host at my own home! I have a gated play area and I allow dogs on the bed/ couch. I have excellent references I can provide upon request. I work part time and locally. I take long walks and am happy to have your furry friend join me. I am a homebody so pet care naturally fits into my day. I have a gated play space outside, my home isn’t big but I take long walks every day, and can ensure your furry friend has plenty of outdoor time.
Loving pet sitters in your neighborhood
Search Results
William G. H.Star Sitter
“Bill was great with our 2 labs. He is clearly a dog lover. We look forward to using him for our dog care needs!”
Michele A.Star Sitter
“Michele was a wonderful, tentative, and flexible caretaker for my pet. She was easy to communicate with and very accommodating of my constraints, i felt safe leaving my cat in her care and will 100% rebook next time i go out of town!”
Andrew N.
Star Sitter
“Andrew was wonderful. My two standard Poodles liked him right off the bat. He was communicative, punctual and always happy with a smile on his face even when it rained.”
Kate M.Star Sitter
“Kate did a great job of caring for our two cats while we were out of town. She was very easy to communicate with and sent us great pics of the cats as well.”
Morrigan C.
“She’s always been great with my dog! This girls been a life saver! 💯✨”
Ella V.
“Ella is a fantastic pet sitter. She's reliable and communicates well. I've used her for dog walks, house sitting & drop in visits for my cat. She's always exceeded my expectations. I highly recommend Ella to anyone look for a pet sitter who they can count on.”
Rosy K.Star Sitter
“Rosy did a fantastic job with my cats! We have one who needs medications twice a day and she was able to administer the meds without issue. She also communicated with us daily, sending pictures, videos and good updates via the Rover card. We have one cat who can be a little shy and he was so happy to play with her and even snuggle a little. Rosy is wonderful! Thank you, Rosy.”
Colin K.
About: I've had dogs my whole life, currently have a big lab/hound mix now. My first job in high school was working at a dog groomer so I have lots of experience with all sorts of dogs. As a bigger dude I have no problem walking big or small dogs. I'm a stay at home Dad so I can make most days and times work as long as the times can be a little flexible. I will care for your dog(s) however you specify. I will be patient and give lots of pets whenever I visit for a drop in or walk.
Donna C.Star Sitter
“Im always super nervous about leaving Patsy with others, but when I met Donna and Stephen they seemed comfortable and knowledgeable about pets. They’ve sent me updates and pictures from Patsys walks and I’ve always felt very comfortable about everything. Definitely recommend them and would use again.”
Isabela B.
“Isa is an incredible dog sitter and walker for us! Always on time, communicative and best of all our corgi, Teddy loves her! She always sent us updates so we felt confident to actually enjoy our trip instead of worrying about Teddy. We highly recommend her!”
Andrew G.Star Sitter
“Andrew did an amazing time helping drop-in on our dog while he was sick and we were out of town. Early mornings, late night. He did so with an incredibly helpful and reassuring attitude. Our dog was so happy to have Andrew keeping an eye on him. I would recommend Andrew to everyone”
Grayson N.
“Grayson has looked after my cat multiple times and pays so much attention to detail when it comes to her! She has very specific dietary needs and they are always prepared for anything that I’ve needed. They are also so friendly with all animals and so excited to get to know them! I’d recommend Grayson to anyone and will keep coming to them for anything to do with my cat!”
Jason A.Star Sitter
“Jason is great with our pups so we hired him for a week stay…”
Sidney P.
About: Hi! I’ve been a lifelong animal lover, and I’ve had pets all my life — so I know how much pets mean to their families. My girlfriend introduced me to Rover, and since then, I’ve been all in. I currently walk up to 10 dogs a day and board around 2 dogs each month, and I truly enjoy every minute of it. Whether it’s a high-energy pup who needs long walks or a shy cat who just wants a quiet companion, I treat every pet like my own. I know how important trust is when it comes to pet care, and I always go the extra mile to make sure your furry friend feels safe, happy, and loved while you're away. I’d love the chance to meet your pet and give them the care and attention they deserve! Pet care is a major part of my daily routine. I work in real estate, which gives me a flexible schedule and plenty of control over my time. This flexibility allows me to dedicate consistent blocks of time each day to walking dogs, doing drop-in visits, and boarding pets comfortably in my home. Whether I’m caring for pets in my home or in a client’s home, safety and trust always come first. In my home, I create a calm, clean, and pet-friendly environment. I make sure there are no hazards within reach, keep any unfamiliar pets separated as needed, and provide plenty of space for relaxation, play, and personal time. I follow any routines or rules you provide so your pet feels comfortable and secure—just like they would at home. When I care for pets in a client’s home, I treat it with the same respect and care I would my own. I follow all instructions closely, keep your pet’s schedule consistent, and provide regular updates so you can feel confident they’re in good hands. I’m always attentive to their behavior, energy levels, and comfort to make sure they’re safe and happy throughout the visit. Whether it’s walks, playtime, meals, or quiet companionship, I’m committed to providing a trustworthy, low-stress experience for both you and your pet.
Robert S.
“Robert is great with dogs. He truly cares for them and has done so for many years. He gives them specialized attention and personalized care.”
Stephen M.Star Sitter
“Stephen and Donna did an excellent job walking our Great Pyrenees mix several times over a few weeks. You could feel their love for dogs from the moment we met them and they were very communicative and kind throughout the whole process. Our boy enjoyed and looked forward to his walks with them and we would definitely recommend and use their services in the future.”
Spencer K.
“We had an elderly shelter rescue who couldn't easily stand and walk on his own in his final months. Spencer carried the poor (60 pound) fellow in and out of the house whenever he needed to do his business. He also ensured that Charlie had easy access to water all day and food at the right times. We regularly left Spencer and Charlie at our home for several days at a time, and our trust that we'd return to a tidy house and a happy dog was always rewarded. (As an aside, we also fostered kittens from the shelter regularly, and Spencer was great with them as well.)”
Sandra M.
About: I have basic skills in pet caring such as bathing, grooming, nail trimming, teeth brushing, feeding, playing. If your pet needs to take meds I'll make sure it gets done. I can adjust to your pets liking, whether it's that they like to be touched and would like to play around or would rather be left alone, I can do it. Whether they're younger or older, patience is always a key thing to have with any pet. At the same time, each pet has their own personality and it's important to take notice of it and know how to treat them. I have the belief that a pet is also a member of the family, which is precisely how they'll be treated in my home. Happy pet, happy life :) I work from home, living with my own fur baby and have plenty of love and time to go around to help care for your own fur baby/babies ❤️ I have a fenced in yard with a beautiful tree and plenty of space to run around and have fun in. My home can easily accommodate for cats having plenty of windows and ledges for sunbathing at any time. If interested there is plenty of couch space to snuggle up on
Anna D.
“Anna took care of my two pups while I was out of town. They are 14 and 11, so it made us feel much more at east to know they were comfortable in their own home in Anna's care. She communicated with us regularly and sent photos of the pups enjoying their meals. Anna even took in packages for me and kept an eye on the house. We would definitely use her again and highly recommend her to anyone.”
Miranda G.
About: I have experience with rescue dogs and in home dog sitting. I also am happy to host at my own home! I have a gated play area and I allow dogs on the bed/ couch. I have excellent references I can provide upon request. I work part time and locally. I take long walks and am happy to have your furry friend join me. I am a homebody so pet care naturally fits into my day. I have a gated play space outside, my home isn’t big but I take long walks every day, and can ensure your furry friend has plenty of outdoor time.
Over 53 pet parents in Winnetka have booked pet sitting
Winnetka pet parents share their Rover experiences
Thanks to Rosy for taking great care of our two young kitties while we were away! She was very responsive and sent lots of photos and updates that we really appreciate. The fact that our very shy boy Miko let her approach and pet him on just the 2nd day says a lot. We will be happy to entrust Rosy to care for our pets any time in the future!
Anna took care of our cat, Jovie, for 10 days while we were away, and we couldn’t be happier with the experience. From the start, her communication was excellent-she reached out before we booked to come over for a meet and greet where she asked thoughtful questions and made sure she fully understood Jovie’s needs. During our time away, Anna kept us updated regularly through Rover and text, which gave us a real peace of mind. Jovie was unsure of Anna at first (she can be shy with new people), but Anna was so patient and caring. She took the time to build her trust, play with her, and make sure she felt safe and cared for. We were so grateful for the attention and effort Anna put in! We can’t recommend her enough!
Popular requests near you
Select a filter and find qualifying Winnetka 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 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!
The median cost per night for pet sitting in Winnetka is $20
Why Choose Rover?
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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 Winnetka 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 Winnetka on Rover as of Aug 2025 was about $20 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 2,243 pet sitters in Winnetka. 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, 87% of Winnetka pet sitters respond in under an hour.
Pet sitters in Winnetka have an average of 14 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 Winnetka.
Rover makes it easy to find Winnetka 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 2,243 pet sitters in Winnetka on Rover, so you’re sure to find the perfect match for your pet! In Winnetka, 95% of pet sitters offer daily exercise, 96% offer medication administration, and 89% 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.
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