Pet Sitting & Drop Ins 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

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Ethan Z.
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Ethan Z.
$18
total per visit
5.0 out of 5 stars
25 reviews
3 repeat clients
1 year of experience
West Hills, West Hills, CA, 91307

Ethen was excellent with my little dog Olina. By sending pictures and reporting the daily activities made me feel comfortable the my dog is in good hands. I would definitely have Ethen to look after my furry baby.

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Silva H.
Sitter Profile Image: Megan B.
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Megan B.
$32
total per visit
5.0 out of 5 stars
102 reviews
33 repeat clients
40 years of experience
Woodland Hills, Los Angeles, CA, 91364

Megan was great, she sent photos of Chilito every time she came to visit him. If I had any questions she was always very responsive. I would love to have her back next time I need a sitter.

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KellyGodinez
Sitter Profile Image: Haley M.
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Haley M.
$18
total per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
10 years of experience
Los Angeles, CA, 91335

Haley is the best! This was my second time booking with Haley and I’m so glad to have found her. She is so reliable and communicative and great with the animals!

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Heather R.
Sitter Profile Image: Ashley M.
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Ashley M.
$17
total per visit
5.0 out of 5 stars
4 reviews
3 years of experience
Winnetka, Los Angeles, CA, 91335

Did a great job watching our XL dog and L Bully.

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Michael W.
Sitter Profile Image: Brooke K.
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Brooke K.
$29
total per visit
5.0 out of 5 stars
55 reviews
20 repeat clients
2 years of experience
Reseda, Lake Balboa, CA, 91406

This was our first time using Rover so we were a bit nervous about leaving our puppies and going on vacation. Brooke did a fantastic job and we will be happy to hire her again to take care of our dogs.

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Ryan D.
Sitter Profile Image: Adeline R.
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Adeline R.
$23
total per visit
5.0 out of 5 stars
38 reviews
7 repeat clients
6 years of experience
Los Angeles, CA, 91367

Adeline is such a gem—so sweet, caring, and passionate. She’s wonderful with my 4-year-old, AMAZING with my puppy, and my dogs cherish her as much as I do. She’s reliable, attentive, and I know I can count on her to give the best care. I’m so grateful to have found her as our weekly sitter. She’s the best!!

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Tina H.
Sitter Profile Image: Kristen L.
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Kristen L.
$28
total per visit
5.0 out of 5 stars
126 reviews
29 repeat clients
15 years of experience
Canoga Park, Woodland Hills, CA, 91367

Kristen was coming to drop-in and walk/feed our 2 large dogs - she was very communicative, thorough in her reports and we got lots of pictures. Kristen was a real professional and was very attentive with our dogs needs, especially with our one high anxiety dog. We could tell both our pups took an immediate liking to her! We’re definitely going to be re-booking with Kristen again when we need a fantastic sitter for our dogs!

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Madeline S.
Sitter Profile Image: Samantha B.
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Samantha B.
$28
total per visit
5.0 out of 5 stars
39 reviews
5 repeat clients
20 years of experience
Northridge, Northridge, CA, 91324

Samantha is doing such a great job taking care of my cat Tyler while I’m out of town. I love the thought and attention she puts into her reviews and photos. You can tell she gets along with pets naturally. thanks Sam!

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rob t.
Sitter Profile Image: Ariana B.
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Ariana B.
$28
total per visit
5.0 out of 5 stars
132 reviews
47 repeat clients
10 years of experience
Canoga Park, Woodland Hills, CA, 91367

Ariana was great! Followed instructions perfectly and sent lots of photos. We missed our kitty so much but knew he was in good hands while we were gone!

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Arianna O.
Sitter Profile Image: Hailey R.
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Hailey R.
$22
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Encino, Encino, CA, 91316

About: I stand out for my hands on experience caring for pets with a wide range of needs, including senior dogs who require medication morning and night, cats who need medication, and dogs with anxiety who benefit from a calm, patient approach. I’m experienced with overnight care, vet visits, walks, and maintaining consistent routines. I’m reliable, attentive, and prioritize clear communication, providing regular updates so pet owners always feel confident and at ease. I currently have a very open and flexible schedule, which allows me to dedicate plenty of time and attention to pet care. I’m available throughout the week for walks, drop-ins, and overnight care, including mornings, afternoons, and evenings, as well as weekends. I’m able to adjust to your pet’s routine and make sure they get consistent care, attention, and exercise. I provide a safe, calm, and loving environment for every pet in my care. I will always follow your pet’s routine closely. I pay close attention to behavior, comfort, and safety at all times, and I’m experienced with administering medication and caring for pets with anxiety or special needs. My goal is to make your pet feel comfortable, secure, and at home.

Sitter Profile Image: Taylor F.
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Taylor F.
$18
total per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
8 years of experience
Tarzana, Tarzana, CA, 91356

We are so very lucky to have found Taylor. I wish that Bentley loved me as much as he loves her.

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Sandy T.
Sitter Profile Image: Anna W.
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Anna W.
$18
total per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Canoga Park, Los Angeles, CA, 91303

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.

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Yuliya S.
Sitter Profile Image: Vanessa A.
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Vanessa A.
$18
total per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
5 years of experience
Van Nuys, Los Angeles, CA, 91405

Vanessa is fantastic! Very thorough with any directions and loves on my for babe like I would! Makes long days at work very stress free knowing Hazel is in good hands!

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Whitney G.
Sitter Profile Image: "Lexy" Alexandra Rose K.
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"Lexy" Alexandra Rose K.
$26
total per visit
5.0 out of 5 stars
251 reviews
69 repeat clients
10 years of experience
Los Angeles, CA, 91326

We have used Lexy before and will use her again to check in on our dog, Milo! She is wonderful with him and he absolutely loves her visits. Lexy puts my mind at ease knowing he is in great care while I am out of the house for the day. She sends lots of videos and pictures of her visits, which is a lovely little touch!

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Rachel C.
Sitter Profile Image: Sanaz S.
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Sanaz S.
$24
total per visit
5.0 out of 5 stars
88 reviews
37 repeat clients
7 years of experience
Winnetka, Reseda, CA, 91335

Sanaz is very reliable, communicates well, and takes great photos that always made me feel comfortable that my cat is ok. I booked last minute and she was able to stop in for every visit needed. My cat took a couple of days to come out and when he finally did he was so happy she was there. With Sanaz I can trust that when I come home that my furry best friend is ok.

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Hanna M.
Sitter Profile Image: Victoria N.
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Victoria N.
$28
total per visit
5.0 out of 5 stars
261 reviews
89 repeat clients
5 years of experience
Los Angeles, CA, 91335

Victoria was absolutely amazing! She took great care of our dog and kept us updated with each of her visits. She is so kind, our dog loves her! Definitely going to be using her again! She’s the best!

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Shannon B.
Sitter Profile Image: Brooke A.
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Brooke A.
$15
total per visit
10 years of experience
Chatsworth, Chatsworth, CA, 91311

About: Hello my name is Brooke! I’ve spent years caring for and training my own dog, which has given me a deep understanding of dog behavior, communication, and positive reinforcement. I’m especially comfortable with larger breeds and dogs that need a little extra patience and structure. What sets me apart is my calm, confident approach and genuine love for animals. I treat every pet like my own; making sure they feel safe, loved, and understood. Whether it’s walks, playtime, or just keeping them company, I make sure each dog gets the attention and care they deserve. I'm currently working part-time which gives me plenty of flexibility to care for pets and spend quality time with them. My schedule allows me to do walks, drop-ins, and pet sitting during most mornings, afternoons, and evenings. I always make sure pets get the attention and consistency they need while their owners are away. When caring for pets, I focus on keeping them comfortable, happy, and on their usual routine. In my home, dogs have a calm, safe space to relax, regular walks, playtime, and lots of love. I make sure they always have fresh water, a cozy spot to rest, and plenty of attention. When I’m in a client’s home, I follow their care instructions closely, from feeding schedules to favorite toys and walking routes. I always treat each home and pet with respect, keeping things clean and making sure your furry friend feels safe and cared for while you’re away.

Sitter Profile Image: Julianna J.
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Julianna J.
$22
total per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
Los Angeles, CA, 91306

Julianna is awesome! So glad we found her! I travel occasionally for work is she is always my go to for house sitting Kona. Great communication and Kona loves her! I feel very comfortable when I’m gone knowing Julianna is taking great care of her. Thanks Julianna!

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Mike L.
Sitter Profile Image: Josefina P.
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Josefina P.
$18
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Winnetka, Reseda, CA, 91335

About: Hi! I’m Josefina, I’m a lifelong dog lover and experienced foster for local shelters. Over the years, I’ve cared for dogs of all breeds, sizes, and personalities, from playful puppies to senior sweethearts. I also have pets of my own, so I understand how much trust it takes to leave your furry family member in someone else’s care. My goal is simple: to make your pets feel loved, safe, and happy while giving you total peace of mind. Pet care is part of my everyday life. I have dogs of my own and foster pups regularly, so caring for pets is already built into my daily routine. I schedule plenty of time for walks, play, feeding, and snuggles throughout the day. Whether it’s early morning walks, midday potty breaks, or evening playtime, I make sure pets get the attention and care they need. In my home, pets have a safe, clean, and welcoming environment with plenty of space to relax and play. I have two friendly dogs who love making new friends, so your pup will have great company. I follow your care instructions closely, feeding schedules, medications, and routines are all important to me. When caring for pets in a client’s home, I keep their routine consistent and provide lots of love, plus updates and photos for peace of mind.

Sitter Profile Image: Mikayla P.
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Mikayla P.
$18
total per visit
5.0 out of 5 stars
128 reviews
29 repeat clients
2 years of experience
Van Nuys, Van Nuys, CA, 91405

Mikayla is an absolute life saver. Not only did she give me peace of mind while I left my boys for the first time ever. She not only made sure they had everything they needed, but went above and beyond every single time. It’s hard to find people that you can trust in both your home and with your fur babies and she does both!

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Noelle M.
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Winnetka pet parents share their Rover experiences

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5.0 out of 5 stars

Kristen took such good care of our cat while we were out of town for a week. She is a true cat lover and really treated him like her own! She left our house tidy as well - even organizing our very messy cat cabinet :). Thank you Kristen!!!!

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Jessica C.
Drop-In Visits
5.0 out of 5 stars

Another great drop-in with Anthony. He's a very understanding and patient person and that really helps with bonding with our anxious dog. He's always on time and doesn't mind taking the time it takes to get to know a dog.

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Michael R.
Drop-In Visits
5.0 out of 5 stars

Sanaz took wonderful care of my two cats while I was away for two weeks. She visited every day to feed and check on them, and she consistently sent photos and videos that gave me peace of mind while traveling. She was reliable, responsible, and a pleasure to work with throughout the entire experience. I came home to two happy, well-cared-for cats. I would definitely book Sanaz again and highly recommend her to anyone looking for a trustworthy pet sitter.

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Aracely M. C.
Drop-In Visits
5.0 out of 5 stars

Thank you SO much, Haley! We appreciate the care and extra mile you went to take care of our babies 😍

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Tiana M.
Drop-In Visits
5.0 out of 5 stars

Kimberly did such a wonderful job watching my cat! She was extremely communicative, provided wonderful care to my cat, and was an overall delight. Amazing cat sitter!!

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Ellie S.
Drop-In Visits
5.0 out of 5 stars

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!

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Bethan C.
Drop-In Visits
5.0 out of 5 stars

Koree is great at communicating and sent lots of pictures of my dogs. I could tell my pups had a great time!

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Ivana O.
Drop-In Visits
5.0 out of 5 stars

Has easily become my go-to sitter for my kitty cat Suki, has always been extremely thoughtful and caring. Suki tends to be overly anxious and shy, but warmed up.

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Jonathan T.
Drop-In Visits
5.0 out of 5 stars

She was amazing! My cat is very shy and immediately greeted her at the door. It was actually insane. He was very comfortable with her. Thankful to have found her!

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Emily Y.
Drop-In Visits
5.0 out of 5 stars

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!

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Jane S.
Drop-In Visits
5.0 out of 5 stars

Zoey took great care of our cat while we were away! Will definitely be a returning customer when the need arises again.

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Celine V.
Drop-In Visits
5.0 out of 5 stars

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!

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Chad M.
Drop-In Visits
5.0 out of 5 stars

Jose always goes above and beyond. Thanks for caring for my fur baby with so much love and attention!

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Jose S.
Drop-In Visits
5.0 out of 5 stars

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.

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Fred H.
Drop-In Visits
5.0 out of 5 stars

Follows all instructions to the letter; very friendly and communicative; Théodore had a great time and was very well cared for this week.

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Melea H.
Drop-In Visits
5.0 out of 5 stars

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.

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KYLA R.
Drop-In Visits
5.0 out of 5 stars

Molly was great! She took amazing care of my cat she even bought her toys, I’ll definitely be in touch with her again if I need anyone to look after my cat! Couldn’t be happier!

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Sveindis J.
Drop-In Visits
5.0 out of 5 stars

Megan is the best! She did a wonderful job checking in on my cat while I was out of town. I would gladly book her again and highly recommend her to anyone looking for a reliable sitter.

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Caleb D.
Drop-In Visits
5.0 out of 5 stars

Mario is always so great with my cat. He makes sure the water is filled, litter is clean, & always cleans her food plates before each meal. Always rebooking him :)

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Mario S.
Drop-In Visits
5.0 out of 5 stars

Miller is great with dogs! She was visiting my 2 Pomeranians while I was traveling and I was very comfortable and assured she is taking a good care of them.

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Yuliya S.
Drop-In Visits
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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Winnetka pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

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.