Pet Sitting & Drop Ins in Winnetka, Los Angeles
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
Prices are estimates per visit for 1 pet. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Daysha is a fantastic dog walker! She has been walking my dog, Monkey, 2x per day and sends lots of updates. I trust her 100% with Monkey as she is so loving to her.”


“Kim looked after my cat for a few days and the entire experience was great. Very easy to coordinate with and responsive. Highly recommend to anyone in the area looking for a sitter!”


“Katharine was very kind and lovely to work with! She was responsive and took great care of my older cat, including administering oral medication during each visit. My cat has some health issues and doesn't always eat a lot of food, and Katharine made sure to be communicative about how she was doing/how much she was eating while I was gone. Will definitely be working with Katharine again!”


“Jayline was great! She asked really good questions during our meet and greet that made me feel really confident that she would take good care of my kitties. I loved all of the photos she shared from her visits, she brought in some mail and packages for us, and the cats did seem to enjoy having her take care of them! 100% would use her again!”


About: I have 10+ years of pet care experience, from friends and family, to neighbors and even strangers, I love helping people with their pet care needs! I have experience with cats and dogs, big or small! Whether it's grooming, play time, bathroom breaks, I'm here to help! I currently work part-time so I'll have plenty of time to give your pet the attention they need. My schedule is pretty flexible so I can work my schedule around your needs. Your pet is special to you, and I plan to give them the care and respect they deserve. Whatever special or extra needs your pet has I will do my best to fulfill those needs.

“Sanaz is so kind, attentive and very responsible and has already bonded with our English bulldog, Rosie. She keeps us constantly updated and has eased our worries about leaving Rosie during the day.”


“Molly was great! Will definitely be using her in the future. She was very responsive and took very good care of our fur babies while we were out of town. She sent lots of updates and pictures that put our minds at ease. Highly recommend!”


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 have experiences with puppies and senior care. 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 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 fenced yard house and i don’t have animals at my house. 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 🫶🏻

“Courtney was amazing. She troop our babies in a walk and gave them lots of love and took care of them so well while we were on a trip. We got updated everyday and notes and photos and all the kind words from hee everyday. Thank you so much Courtney.”


About: I've had all ranges of animals from dogs, cats, fish, turtles, and bunnies, and even worked on a farm in high school! I love all animals and am passionate about their care and well-being, and they are my happy place. I have experience in caring for senior animals and babies as well. I have pets at my home, so I am always around animals and care for them daily. I can take care of pets outside of my job pretty much anytime since my schedule fluctuates and I work part-time as well, so I can be flexible towards your needs! :) I make sure the animals have food and water and enrichment time, which is essential for their development and mental stimulation! Making sure to take my dogs to the dog park or playing fetch with them outside, and my cat also likes to play fetch too indoors, and she loves her cat boxes and cat trees! Providing for them is what I do with my life! I pretty much work for them lol

About: I have worked professionally walking dogs for over 15 years! I used to work as a vet tech so I have experience administering medication, and dealing with animals of all temperaments, size, and age. I have a soft spot for senior dogs and have the accommodations and knowledge to work with dogs needing wheelchair assistance, arthritis care, or wagon pulling. I truly believe every dog deserves to get their walk! I have a vast knowledge of working with puppies and basic training techniques which helps your puppy learn all their basic commands even faster! I am available early mornings and evenings M-F and special hours weekends. While I currently work afternoons in the field of ABA (human behavior!), I will always love working with furry friends. My clock starts as early as 5 am and my latest evening walk is at 8 pm, so book at what time is convenient for you and your dog. I can watch your pet in your home as I foster pets in my home often. I have knowledge in animals of all kinds. Do you have a pet bird, reptile, fish, or insect? I can feed/ care for them along with your dog or cat! Have plant pets? I can water them too! I have senior pet care experience in medication administration and great with the smallest pets that fit in your hand, to the biggest lap dogs. I truly believe in the care and love of all living things and take pride in giving my time to it.

About: With over 5 years of hands-on experience in pet grooming, daycare, and overall pet care, I’ve had the pleasure of working with dogs of all sizes, breeds, and personalities. From high-energy pups to shy seniors, I understand how to tailor care to each pet’s unique needs. My background includes daily feeding, walking, bathing, basic training support, and lots of playtime and love! I currently work part-time at the grooming salon for two or three days a week, so I would love to take care of the pups during the rest of my free time I have a fenced backyard. Also I have two dogs myself one of them named Archie. He’s a Frenchie Boston mix and another one is Bela a small Jack Russel mix. could easily create your dog, if needed

About: I’ve grown up taking care of a dog from his adult to senior age; I’ve volunteered at animal shelters before adopting another animal. My precious dog, Milo, had epilepsy and I learned how to properly care for his condition. I am a sponge and a quick learner and open to any animal that may need my services. I’m currently working gigs to save up for a travel trip! I want to work as much as possible and so I am wide open in availablility and enthusiasm. I made sure to walk Milo everyday, so he stayed happy and exercised. I am very attentive and your animal’s happiness and comfort will be my utmost priority, along with respecting your home and space.

About: Ever since I can remember, I have always been around and loved animals. I’ve taken care of many different dogs. I understand how to properly feed, bathe, walk, give attention, love and care for any dog. I have an English bulldog scrappy and take care of my brothers dog regularly! I am a college student, I have a part-time job so whenever I’m not working I’d love to care for your pet! My availability changes often, but I’d do my best to accommodate your schedule. Your pets happiness and safety are my top priority. I aim to create a stress free and fun environment for everyone. Your pets trust and comfort is the most important thing to me. I will do my best to follow their regular routine to insure they feel comfortable and familiar. I do my best to over communicate, and will strictly follow my client’s instructions.

About: I’ve been taking care of family dog members since 2016 and of course of mine too💖 Im currently a mom of 2 Malamutes, 1 chipoodle, 1 tabby, 4 froggies and snake. I have experience taking care of dogs, cats, reptiles, amphibians and fish☺️ I really love animals and I would love to meet yours💖 I’m currently unemployed and have plenty of time to take care of your pup, kitten, or frog💖 Also i normally work from home so even then i would be able to stop by and spend some time with them☺️ I would love to speak to you on how you keep your dog/cat/froggies safe but I can definitely crate them if needed, of course always walk on a leash, i like to avoid other doggies if we are on walks, and make sure doors that lead to the outside world are always closed. I have great precautions with everyone’s pets the same way i have for mine💖

About: I have had dogs and cats since I was 10 and I’ve dogsat for my aunt before. I love seeing animals happy and seeing the pet parent happy too. I currently am a student and a part-time worker and I manage my time very well. I always like to keep myself occupied with activities. I have patio where my dogs an cats can go outside and just do them, Then later that day I walk my dogs to make them more happy
Loving pet sitters in your neighborhood
Search Results
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Daysha C.

“Daysha is a fantastic dog walker! She has been walking my dog, Monkey, 2x per day and sends lots of updates. I trust her 100% with Monkey as she is so loving to her.”


Kimberly A.

“Kim looked after my cat for a few days and the entire experience was great. Very easy to coordinate with and responsive. Highly recommend to anyone in the area looking for a sitter!”


Katharine J.

“Katharine was very kind and lovely to work with! She was responsive and took great care of my older cat, including administering oral medication during each visit. My cat has some health issues and doesn't always eat a lot of food, and Katharine made sure to be communicative about how she was doing/how much she was eating while I was gone. Will definitely be working with Katharine again!”


Jayline P.

“Jayline was great! She asked really good questions during our meet and greet that made me feel really confident that she would take good care of my kitties. I loved all of the photos she shared from her visits, she brought in some mail and packages for us, and the cats did seem to enjoy having her take care of them! 100% would use her again!”


Brooke D.
“Brooke is a fantastic pet sitter! She pays a lot of attention to my dog, follows my instructions and often goes the extra mile with him without being asked. I was really sick earlier this year and she volunteered to take my dog into her home until I recovered. She kept him for more than two weeks and he loved being with her and didn't want to come home! She is highly accessible, sends pictures of her time with him, and highly recommend Brooke to anyone who wants a caring, helpful, attentive pet lover. In the past she has also taken care of my cat with either same devoted attention and my cat loves her. I also had a geriatric dog that needed special care before he passed and she took excellent care and was a comfort as he was near the end. Definitely recommend with the highest confidence. She is awesome!”


Kimberly H.

“Kimberly is great! On time and did everything I asked for my very high maintenance senior boy. Will definitely be booking her soon in the future!”


Sanaz S.

“Sanaz is so kind, attentive and very responsible and has already bonded with our English bulldog, Rosie. She keeps us constantly updated and has eased our worries about leaving Rosie during the day.”


Molly S.


“Molly was great! Will definitely be using her in the future. She was very responsive and took very good care of our fur babies while we were out of town. She sent lots of updates and pictures that put our minds at ease. Highly recommend!”


Beray Z.
“I highly recommend Beray! She is a remarkable young lady and has a way with dogs. She is a very friendly and trustworthy caregiver. Your dogs will love her!”


Courtney K.

“Courtney was amazing. She troop our babies in a walk and gave them lots of love and took care of them so well while we were on a trip. We got updated everyday and notes and photos and all the kind words from hee everyday. Thank you so much Courtney.”


Angelica R.
About: I've had all ranges of animals from dogs, cats, fish, turtles, and bunnies, and even worked on a farm in high school! I love all animals and am passionate about their care and well-being, and they are my happy place. I have experience in caring for senior animals and babies as well. I have pets at my home, so I am always around animals and care for them daily. I can take care of pets outside of my job pretty much anytime since my schedule fluctuates and I work part-time as well, so I can be flexible towards your needs! :) I make sure the animals have food and water and enrichment time, which is essential for their development and mental stimulation! Making sure to take my dogs to the dog park or playing fetch with them outside, and my cat also likes to play fetch too indoors, and she loves her cat boxes and cat trees! Providing for them is what I do with my life! I pretty much work for them lol


samantha r.
About: I have worked professionally walking dogs for over 15 years! I used to work as a vet tech so I have experience administering medication, and dealing with animals of all temperaments, size, and age. I have a soft spot for senior dogs and have the accommodations and knowledge to work with dogs needing wheelchair assistance, arthritis care, or wagon pulling. I truly believe every dog deserves to get their walk! I have a vast knowledge of working with puppies and basic training techniques which helps your puppy learn all their basic commands even faster! I am available early mornings and evenings M-F and special hours weekends. While I currently work afternoons in the field of ABA (human behavior!), I will always love working with furry friends. My clock starts as early as 5 am and my latest evening walk is at 8 pm, so book at what time is convenient for you and your dog. I can watch your pet in your home as I foster pets in my home often. I have knowledge in animals of all kinds. Do you have a pet bird, reptile, fish, or insect? I can feed/ care for them along with your dog or cat! Have plant pets? I can water them too! I have senior pet care experience in medication administration and great with the smallest pets that fit in your hand, to the biggest lap dogs. I truly believe in the care and love of all living things and take pride in giving my time to it.


Luiza G.
“Luiza would be a great person to take care of your furry babies. I’ve known her for several years and she also has a dog herself and she is a great for baby mom. I’ve seen her take care of other people’s dogs and she’s very lovable with them as well as attentive. She enjoys outings with dogs at parks, etc. She’s a very kind human being with a big heart for animals. She also works at a dog grooming business. I highly recommend her not only as a friend, but someone who has had experienced with her taken care of my dog as well and seeing her with other dogs.”


Robert K.


“Robert did really well with our timid dog. He was really patient with her as he left her get comfortable with him. I'm looking forward to him watching her more.”


Fabian A.
“Fabian is truly one of the most caring and attentive people I know, not just with people, but with pets too! He took amazing care of my dog Meg while I was away for a weekend, keeping her active, loved, and always comfortable. I could tell how much she enjoyed her time with him, and I know she already misses him! I really appreciate his help and will definitely be asking him to walk Meg more often.”


Alison M.

“Alison was so communicative and took pictures every step of the way!!”


Samantha A.
“Samantha is the most reliable dog Walker we’ve ever had!🙌🏾10/10, she was great with my dog. Samantha is very flexible, understanding, and communicative when we left town!”


Lorena R.
About: I’ve been taking care of family dog members since 2016 and of course of mine too💖 Im currently a mom of 2 Malamutes, 1 chipoodle, 1 tabby, 4 froggies and snake. I have experience taking care of dogs, cats, reptiles, amphibians and fish☺️ I really love animals and I would love to meet yours💖 I’m currently unemployed and have plenty of time to take care of your pup, kitten, or frog💖 Also i normally work from home so even then i would be able to stop by and spend some time with them☺️ I would love to speak to you on how you keep your dog/cat/froggies safe but I can definitely crate them if needed, of course always walk on a leash, i like to avoid other doggies if we are on walks, and make sure doors that lead to the outside world are always closed. I have great precautions with everyone’s pets the same way i have for mine💖


Brianna L.
About: I have had dogs and cats since I was 10 and I’ve dogsat for my aunt before. I love seeing animals happy and seeing the pet parent happy too. I currently am a student and a part-time worker and I manage my time very well. I always like to keep myself occupied with activities. I have patio where my dogs an cats can go outside and just do them, Then later that day I walk my dogs to make them more happy


Bobby R.

“Bobby is great with Lily she really likes him. I appreciated his professionalism. Clear communication and flexibility. I will definitely use him again.”
Winnetka pet parents share their Rover experiences
Yuliia was an amazing pet sitter who went above and beyond! We were gone for 3 weeks and she really helped our kitties during this period! She fed them, scooped their litter box, played with them and sent daily photos of them! She even brought a toy of her own in to play with the kitties! Our one cats is very shy around other people, but after a few days Yuliia’s sweet personality gained our shy kitty trust and the rest of the time she was out playing. I would definitely use Yuliia again!!! 10/10!!!!!

Skyler was a lifesaver...we made arrangements for a sitter before our travels but they fell through. We contacted Skyler and she was more than willing in to help out. She took excellent care of our two fur babies (cats), they fell in love with her. We will most definitely be booking with Skyler again, soon.

I couldn’t be happier with the care my two cats received while I was away. Leyla was absolutely fantastic — not only did she feed them on time and keep their litter boxes spotless, but she also made sure they got plenty of playtime and attention. I loved getting regular photo and video updates, which really helped ease my mind and showed just how happy and comfortable my cats were. It was clear they were in great hands! My house was exactly as I left it — clean, tidy, and well looked after. It was such a relief to return home to calm, content kitties and everything in perfect order. Highly recommend Leyla to anyone looking for a responsible, caring, and communicative pet sitter. Will definitely book again!

Bianca is reliable and very calm around my energetic dogs. It was relief to know that my dogs were cared for while I was away for a work trip. She was prompt with her visits and followed all my instructions. I would recommend Bianca to anyone who is looking for someone who needs drop in visits for their pets. Thanks Bianca!

Jayline was great! She asked really good questions during our meet and greet that made me feel really confident that she would take good care of my kitties. I loved all of the photos she shared from her visits, she brought in some mail and packages for us, and the cats did seem to enjoy having her take care of them! 100% would use her again!

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 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 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.
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 $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.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover 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 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
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.
