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.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winnetka pet sitters
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

About: What sets me apart is the love and patience I have for animals. I personally raised my sweet dog since she was just one month old, so I understand how to care for young puppies with tenderness and responsibility. I may not have formal experience, but I treat every pet as if they were my own — with love, respect, and attention. I truly feel a connection with animals and enjoy making them feel safe and happy. I’ve also helped care for pets of family and friends, and I always do my best to make them feel loved while their owners are away. I have a flexible schedule that allows me to dedicate time to pet care during the mornings and some afternoons or evenings. I enjoy being active, so going on walks or playing with dogs fits perfectly into my daily routine. I’m very responsible with time, and I love spending quiet moments giving attention, cuddles, or just making pets feel safe and loved. When caring for pets in a client’s home, I make sure to follow all instructions closely to keep their routine as normal and comforting as possible. I give them fresh water, food, walks, and lots of attention — always with love and patience. I respect the client’s home as if it were my own, and I keep everything clean and organized. I also take time to connect with the pet, understand their behavior, and make them feel safe while their owner is away. I truly believe animals feel our energy, so I always bring calm, kindness, and warmth to their space. I care for them like I would want someone to care for my own dog.
About: I have owned pets most of my life. I understand that every animal is different, so I’d love to take the time to get to know your pet. I have no doubt we will bond! I’m currently in-between jobs. I typically work remotely, so I’m pretty flexible. I’d love to have regulars when I can bond with your animals. ❤️ In my own home, my dogs are a bit spoiled. They’re older, so I want them to be as comfortable as possible. They never worry about food, water, walks, play time, and love! I’d be the same with your animals!
“Kimberly is amazing as always!! Thank you for going above and beyond and for constantly keeping in touch too. Your care is very appreciated by both myself and my fur baby😊”

About: I have 3 dogs at home, two small and one large. I have had dogs all my life and I am comfortable with dogs of all breeds and sizes! I understand the importance of the first time meeting a dog and will be patient until they feel comfortable around me. I have worked with rescues before saving dogs from the streets which is where I learned a lot of my dog skills as well. I love my walks with my dogs and would love to walk yours! I do currently work full time but I am available after 5:00 PM Monday - Friday and all day on the weekends. I hope to get to meet your dog or dogs soon! I currently work full-time but am available for evening walks after 5 PM on Monday - Friday. On the weekends, I am available all day! I have experience dog sitting and always follow the instructions the owner has left for me. I am a guest in the home and always make sure I am on top of all my duties. I triple check everything is the way it should be prior to heading out the door to ensure the comfort and safety of my clients pet.
“I had a great experience with Anna. I was comfortable leaving my 2 dogs with her while I was traveling. She was taking good care of them, made each visit on time and kept me updated about everything.”

“Geena is amazing with both our small and big dog. They’re both a little bit rumbustious and she definitely handles them with grace and love. You can really tell she loves dogs and takes her job watching over them very seriously. She’s also trustworthy and i felt very comfortable and safe having her come inside my home and watching our dogs. Im very grateful to have found a dog sitter who my dogs look forward to having come over.”

About: So many friends and neighbors wanted me to take care of their dogs when i was just a kid cause they knew that i can understand their language. I was taking care of dogs and cats just as a hobby only for people i knew, but decided i can help more pet owners and make everyone’s life easier!! I have experiences with puppies and senior care. You will be receiving really nice photos of your pups🐶 I am at home 24/7 if needed no problem with that, home is fun with a furry baby we can watch movies and cuddle!!! I know that all doggies need different care. I am very good at potty training and obedience training. I also have first aid training🤍 Please read the following before booking either of these services: Day Care means: Between 0-10 hours Boarding means: Between 10-24 hours All of the pets i take care, they are my babies too!! They are all welcome for hugs and most importantly LOVE! For summer period i am free every day and i can start working really early if my client needs. I don’t like to go for walks so late for me and my client’s safety. I have a nice fenced backyard; we mostly play there and hangout i don’t let them out unsupervised. I only walk with leash, sometimes dogs see rabbits or squirrels and chase after them. We don’t want anyone to get hurt or scared 🫶🏻
About: My girlfriend and I work from home and are able to provide full time care for your pup! We have a large fenced in area that is great for play dates! Both my girlfriend and I work from home on an alternating schedule so one of us will always be home to care for your pup! Our dog is an inside/outside dog that is free to go in and out as he pleases. We keep our doors open all day so they never have issues trying to get out into the yard.
“Ariana, no words can explain the gratitude my pup and I have towards Ariana! Great experience! Kept me updated with photos and words after each visit! Always on time which is very important to me since I’m leaving my pup alone… even accepted an additional visit since I was running behind getting back in town! Thanks again! Would recommend and book again”

About: Hi! My name is Fabian. I have a Masters degree from Pepperdine University. I work from home as an Emergency Case Manager. My past experience includes working with children ages 1- 17 years old- from conducting medical research at UCLA Medical Center, teaching English in China, and as a residential counselor for a mental health facility. I also have experience caring for my two family dogs- a chihuahua and a maltipoo. I am located in the San Fernando Valley, but I’m willing to travel further to do pet/ house sitting. Thank you for considering me, hope to hear from you soon! :) I work from home, and my schedule is very flexible, so there won’t be any issues coordinating walks, drop-in visits, or overnight stays. For longer stays, I can simply bring my laptop and portable Wi-Fi, allowing me to remain fully available while continuing to work remotely. I currently work for a government agency and have passed extensive background checks, so you can rest assured that your pets and home will be in the care of a trustworthy and responsible adult.
“Juliana was nothing short of amazing! She took such wonderful care of our cats, giving them so much love and attention while we were away. It was such a relief knowing they were in such caring and capable hands. We came home to happy, well cared for kitties! She gave all the pets!! and that means everything. Highly recommend Juliana to anyone looking for a loving and reliable sitter! Will 100% rebook.”

About: I’ve been around dogs since I could walk, and I know that every pup has their own unique personality and pace. I’ve had my own dog, Paloma, for five years now, so I’m well-versed in the routine and the responsibility. Whether your dog wants a high-energy trek or just a slow sniff around the block, I’m happy to follow their lead. I’ve got a flexible schedule and a very relaxed approach—I’m just here to make sure your dog has a great, stress-free time while you’re busy. I’m currently in a bit of a transitional period with my schedule, which means I have a lot of flexibility to prioritize your dog's needs. Whether it’s mid-day check-ins, afternoon walks, or weekend sitting, I can easily work around your timing. I'm usually around and available to provide consistent care and plenty of attention throughout the week. I live in a quiet, gated community that provides a secure, low-stress environment for your pup. My home features a private yard and court for safe playtime away from traffic. Beyond that, I live in a very walkable neighborhood and love taking dogs on more scenic adventures. Whether it’s a trip to a local dog park for some socialization or a nature walk to explore local trails, I’m happy to tailor the outing to your dog’s energy level. Having had dogs my whole life and caring for Paloma for five years, I’m always focused on keeping them safe, hydrated, and happy while we explore.
“Almira was amazing! Had a family emergency and had to leave town super fast so had coworkers tag team watching my dog. Turned complicated so I looked at rover to see if anybody can help super last minute and Almira absolutely saved the day. Thank you so much for everything! Will definitely be contacting you again.”

About: Hi there! I’m a full-time hat maker and lifelong animal lover based in Los Angeles (West Hills/Northridge area) with a flexible schedule and a warm, easygoing vibe that animals seem to love. Though I’m new to Rover, I’ve spent years around dogs, horses, and reptiles, and I’ve even volunteered in hospital settings & a therapeutic riding center —so I’m calm, attentive, and great in all kinds of situations. Here’s a fun twist: I occasionally design hats for internet-famous dogs—and yes, maybe I can send you an update picture with your dog in a funny hat! Whether your pup is the adventurous type or prefers couch snuggles, I’m here to make sure they feel safe, happy, and entertained. I typically only take one dog client at a time, so I can give your pet the full attention it deserves. I’m new-ish to Rover but I’ve dog sat for a few elderly dogs so far. I also do have experience caring for elderly and special-needs humans through hospital volunteer work and internships. I’m very comfortable administering medications and even injections, and I’m pet first aid/CPR course certified. I’m educated & responsible. I am a UCLA grad with a degree in Microbiology, Immunology, & Molecular Genetics and Art History. Let me know how I can help! As an established, self-employed artist, I’m available most days and can adapt to your pet’s needs and routine. I’d love to meet your furry friend and give them the care and attention they deserve. Overnight Dog Sitting (In Your Home) 🐾 Hi! I provide loving, reliable overnight care for your pets in the comfort of their own home. ❤️ ✨ What’s Included in My Base Rate: • Morning, afternoon & evening updates with photos so you never feel far from your pup. • Guaranteed overnight stay (8pm–6am), plus 6+ daytime hours since I work from home and usually take only one client at a time. • At least one-two daily walk (30 min) if your dog’s health allows. • Potty breaks as needed. • Feeding, fresh water, meds if required. • Playtime, cuddles, and plenty of attention. • Cleanup of dog waste. • Light household care: watering plants, bringing in mail, taking out trash. ✨ Flexibility & Add-Ons: • Can cook simple meals for pets if ingredients are provided (small surcharge may apply). • Surcharges may apply for: puppies, multiple pets, high medical/constant care needs, or multiple long walks daily. ✨ My Promises to You: • I’ll never leave your pet alone for more than 4 hours at a time (unless we agree otherwise). • I’m tidy and respectful — I bring my own toiletries, clean up after myself, and work quietly from home. • I’m fine with security cameras (please disclose locations). • I’ll treat your pets like my own while keeping you fully in the loop. ✨ House Requirements: • Clean, comfortable home with WiFi (I need this for my remote work). • A desk or table space to work from. • Fridge space for my simple meals during longer stays. 🐕🐾 Whether your pup loves long walks, belly rubs, or just a warm presence at night, I’m here to make sure they feel safe, happy, and cared for while you’re away.
“Sanaz was very diligent and quickly formed a relationship with my senior cat. She was able to give him his medication and subcutaneous fluids, which was essential. I highly recommend her!”

Over 128 pet parents in Winnetka have booked pet sitting
Winnetka pet parents share their Rover experiences
We are so happy we found Cecilia to take care of our two cats. It was a huge relief to be able to relax and enjoy our vacation knowing that they were in good hands. Cecilia was super responsive to messages, very reliable and consistent with time, and she even managed to get our very shy rescue cat come out to say hello! The photos she sent every day made us smile and we knew the cats were happy based on their behavior. We would highly recommend and will absolutely be booking Cecilia again next time we travel!

Shahrzad is an amazing sitter! We have used her three times now and she is always on time for feeding and playtime. She is very sweet with all my pets, 3 large dogs and a cat! Shahrzad takes her work very seriously and sends pictures and videos every day. She makes sure the animals have all that they need before she leaves after her drop in. She loves dogs and engages in fun play activities with them! Highly recommend to everyone!
Adriana is a natural with cats. We have two cats, one is outgoing and friendly, the other is shy and friendly. I didn't think she'd see the shy one for a few days, but during our meet Adriana sat down and the shy cat came running to her. Adriana visited the cats daily while we were away, took care of everything on our checklist and provided great photos along with a summary of each visit. 10/10 would recommend!
Halle provided 3x a day drop in visits over four days. She was always on time and stayed with Luka for at least the the amount of time requested. Halle did everything asked of her and bonded nicely with Luka. So much so, that I'm sure Luka was hoping that it was Halle at the door instead of us. I would gladly have Halle watch Luka again.

Athena was fantastic, not at all fazed by having three dogs at once, one of which can be a little hard to handle. A true professional who has experience. Athena is friendly with a calm manner that helps the dogs feel more at ease. I have already rebooked, highly recommended.

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 $25
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 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 Jun 2026 was about $25 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 Jun 2026, there are 3,435 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, 85% of Winnetka pet sitters respond in under an hour.
Pet sitters in Winnetka have an average of 12 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 3,435 pet sitters in Winnetka on Rover, so you’re sure to find the perfect match for your pet! In Winnetka, 97% of pet sitters offer daily exercise, 94% offer medication administration, and 90% 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.

















