Pet Sitting & Drop Ins In Oakland-Winchell

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 Oakland-Winchell pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Elizabeth V.
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Elizabeth V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
49 reviews
14 repeat clients
12 years of experience
Portage, MI, 49024

Ellie was a great find for watching my senior cat. She was very kind and compassionate, made sure he got his meds and extra cuddle. I know my cat appreciated having her visit.

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Cheryl S.
Sitter Profile Image: Lynn K.
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Lynn K.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
90 reviews
22 repeat clients
30 years of experience
South Westnedge, Kalamazoo, MI, 49008

Another wonderful sitting experience. It’s nice to have Lynn watch my gatos - particularly when they aren’t feeling well. I know they are in good hands.

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Randall R.
Sitter Profile Image: Kathleen W.
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Kathleen W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
142 reviews
42 repeat clients
12 years of experience
Kalamazoo, MI, 49006

Kathleen is so conscientious about taking time and just being with our kitty. She was wonderful with him, and always left us a quick note so we knew what he was up to.

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Kristen C.
Sitter Profile Image: Avery J.
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Avery J.
from
$20
per visit
5.0 out of 5 stars
65 reviews
24 repeat clients
13 years of experience
South Westnedge, Kalamazoo, MI, 49008

This is Avery’s second time visiting Izzy, and we really appreciate her kindness and willingness to help us out. She is professional and delivers a valuable service for our family. Most importantly, Izzy loves her!

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Jill R.
Sitter Profile Image: Grace C.
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Grace C.
from
$15
per visit
4.9 out of 5 stars
30 reviews
9 repeat clients
5 years of experience
Vine, Kalamzoo, MI, 49008

I’m so grateful to work with Grace! She’s very communicative and prompt and kind, and my cat is in greats hands with her. Thank you, Grace! 🥰

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Gianna K.
Sitter Profile Image: Dominique Y.
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Dominique Y.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
101 reviews
38 repeat clients
8 years of experience
Kalamazoo, MI, 49007

Dominique was wonderful. She was very reliable and treated our kitty with much love and care. Our kitty just adored her. She kept us updated each day she came to visit and sent us adorable pictures. We knew that he was in great hands!

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Aimee K.
Sitter Profile Image: Kristen F.
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Kristen F.
from
$20
per visit
5.0 out of 5 stars
115 reviews
29 repeat clients
8 years of experience
Cbd, Kalamazoo, MI, 49007

Kristin did a fantastic job caring for my two cats with drop-in visits while I was out of town! She was communicative and asked questions about things that I forgot to tell her, which helped my cats have a great weekend. She was patient and gentle with my cat that’s pretty skittish with new people, which allowed him to warm up to Kristin by the end of the weekend. I would recommend Kristin to anyone looking for cat care in the future. :)

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Gianna K.
Sitter Profile Image: Jamie B.
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Jamie B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
246 reviews
22 repeat clients
15 years of experience
South Side, Kalamazoo, MI, 49001

Jaime was very communicative and kind. Kept me up to date on my babies and I felt reassured that they were in good hands. Will definitely hire Jaime again!

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Abigail B.
Sitter Profile Image: Brad D.
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Brad D.
from
$23
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
5 years of experience
South Westnedge, Kalamazoo, MI, 49008

Brad was prompt and professional. Got along well with Gunner. Will definitely use Brad in the future.

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Joanna
Sitter Profile Image: Justice W.
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Justice W.
from
$13
per visit
10 years of experience
Vine, Kalamazoo, MI, 49001

About: I’ve taken care of dogs my whole life. I used to assist my mom in breeding and have been pet sitting for family and friends for many years. I currently have a bulldog of my own and a leopard gecko. I work full time but I have my own dog so I can easily make sure our furry friends are well taken care of and looked after when your away! I can easily follow whatever your furry friends schedule is, whether it’s putting them in a crate to keep them safe and secure or making sure they are safe roaming through the house while your away!

Sitter Profile Image: Dwayne B.
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Dwayne B.
from
$20
per visit
5.0 out of 5 stars
4 reviews
4 repeat clients
15 years of experience
Kalamazoo, MI, 49006

About: I've had experience with pets ranging from rats, to fish, to snakes, cats, and dogs. I am no stranger to dogs/animals in general. I'll do everything in my power to ensure the safety and happiness of your beloved family member. I can handle big pets, small pets, aggressive/anxious pets, timid pets. I can keep up with high energy/athletic pets, and care for disabled pets. I can pass meds, teach a few commands, and give you updates on how your pets are doing. Animals tend to love me as much as I love them, thank you for trusting me with you family. I'm available pretty much every day and during select holidays. I have a very flexible schedule due to the nature of my work at this time. I do drop ins, house sitting, and walks. I'll check on your pets, make sure they haven't gotten into anything, play with them, feed them, take them out, clean up after them, and provide updates on their care.

Sitter Profile Image: Theresa D.
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Theresa D.
from
$20
per visit
5.0 out of 5 stars
138 reviews
46 repeat clients
6 years of experience
Knollwood, Kalamazoo, MI, 49006

Theresa is wonderful. I was hesitant to leave my cat alone as she has her quirks. Theresa came by every day twice and interacted well with whiskey once whiskey decided to stop hiding! I came home to a happy content cat and clean house. She kept me updated with lots of photos and texts. Definitely recommend Theresa!

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Karla G.
Sitter Profile Image: Sarah G.
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Sarah G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
48 reviews
12 repeat clients
17 years of experience
Parchment, MI, 49004

Sarah is the best! Not sure what we would do without her. My kitty and puppy both adore her. She is super professional with an amazing attention to detail.

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Deborah K.
Sitter Profile Image: Dee M.
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Dee M.
from
$19
per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
33 years of experience
Portage, MI, 49024

Dee was absolutely amazing stopping over to give our guy some love and walks over the weekend. She was extremely communicative and provided lots of photos and updates each visit. Her notes were great and we had a wonderful experience and would definitely recommend her and will ask for her help again!

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John D.
Sitter Profile Image: Carly B.
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Carly B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
81 reviews
15 repeat clients
7 years of experience
Kalamazoo, MI, 49008

This was my Husband and I’s first time using Rover and Carly was such an amazing find. From the moment we met Carly we knew our Kitty Fur Babies would be in good hands. She made sure she had their daily num num routine down along with their other personal care needs. Carly put us at ease being away from our Fur Babies Gala and Floki. We looked forward to getting our Rover Report Card everyday. It had an update with how they were doing along with pictures. She was also very quick with responding to messages. We were so beyond happy with how she took care of our Fur Babies. You will not go wrong with Carly.

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Amanda T.
Sitter Profile Image: Petra P.
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Petra P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
59 reviews
10 repeat clients
8 years of experience
Portage, MI, 49024

Petra is very good with my dogs. My timid Husky likes Petra and that is not an easy feat. She is punctual, efficient and takes great care of my pets!

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Catherine M.
Sitter Profile Image: Gina L.
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Gina L.
from
$17
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
40 years of experience
Kalamazoo, MI, 49001

Gina did such a great job with taking care of our two cats for a long weekend! She had good emphasis on play and we loved her Rover cards! Our boys were in great spirits when we got home and it’s the best experience we’ve had with check ins on Rover yet!

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Zachary M.
Sitter Profile Image: Farrell H.
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Farrell H.
from
$15
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
35 years of experience
Kalamazoo, MI, 49009

Farrell came and helped take Jaxon out and care for him while I was away and she did a fantastic job! Great at communicating, sharing photos and updates. 100% would book her again!

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Isaiah B.
Sitter Profile Image: Lexie C.
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Lexie C.
from
$25
per visit
4.9 out of 5 stars
85 reviews
20 repeat clients
10 years of experience
Kalamazoo, MI, 49009

Lexie was amazing! Super communication and was always on time to the requested stop-ins. You could tell how much Lexie truly cared for our dog and I was so pleased to leave our dogs care in her hands. I loved all the report cards and pictures as well! We will definitely be rebooking with Lexie in the future when needed.

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Brett K.
Sitter Profile Image: Maddy P.
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Maddy P.
from
$20
per visit
4.6 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Oakland-Winchell, Kalamazoo, MI, 49008

Maddy is extremely reliable. You can count on her to be there.

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Kevin B.
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Oakland-Winchell pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Elizabeth was great to work with, very communicative and took care of our 2 cats very well! We would definitely hire her again!

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

Dominique was awesome. I was nervous about leaving my small kitten for the first time. The pictures shared each day made us feel like we never left. She took time to play and care for both cats, even though one is a little grumpy. I would recommend Dominique to anyone looking for the best possible pet sitter!

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

Kathleen always does a fantastic job caring for my cat. I know she is in good hands while I am gone. Kathleen is very responsive and sends lots of pictures and detailed updates

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Kaitlyn P.
Drop-In Visits
5.0 out of 5 stars

Theresa did a great job as always - sent lots of great photos and kept me updated on how my cats are doing. I can relax on vacation when I have Theresa to take care of Lulu, Ziggy, and Mickey!

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Mary Catherine M.
Drop-In Visits
5.0 out of 5 stars

l have always been very impressed with the way that Lynn cares for my dog. She is very good at figuring out what she needs and following directions with how she’s normally cared for. She helped me out last minute this past time and really helped ease my mind with figuring out how to care for my dog while I was gone for the day. Thanks again!!

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Vanessa B.
Drop-In Visits
5.0 out of 5 stars

Avery kindly accepted a last minute request to watch my dog and did an amazing job! She was communicative, super friendly and sent lots of cute photos of my fur baby. She even went the extra mile to bring in some packages that were delivered while we were away. I would definitely rebook again!

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

Grace is absolutely amazing with our cats. They perk up when they hear her arriving and are thrilled to receive brushes, pets, and playtime with her. She always sends great pictures of the cats and I know they are in good hands whenever we're away.

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

Breanna is the best!! It’s the first time I used her for my frenchie and English bulldog. She kept in touch with me daily and sent photos of the dogs twice a day. They were very well cared for and will have her again in the future. She is also very sweet!!

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Donna B.
Drop-In Visits
5.0 out of 5 stars

This is the third time we have used Kristens services. We are happy with her work and we look forward to using her services again.

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

William was so kind and caring to my elderly cat. He went above and beyond to make sure she was comfortable when I was away.

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Cynthia L.
Drop-In Visits
5.0 out of 5 stars

Sara is AMAZING!! Our cat, Zander, loves her! She always goes above and beyond to make sure that he feels comfortable while we are away. We appreciate her SO much!!

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

Madaline was prompt, polite and easy to communicate with! Took plenty of pics of my pup! Will be hiring her again :)

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

Brad was prompt and professional. Got along well with Gunner. Will definitely use Brad in the future.

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Joanna
Drop-In Visits
5.0 out of 5 stars

Petra is a dependable, caring pet caregiver. She provides photos and messages about our pet which is very appreciated. 😀

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

Lydia was great! She was super responsible with my senior cat who needs oral meds. I could tell she took extra time to cuddle and play with him. She cleaned up everything before I came home. Booking and communication was easy and she sent pictures/updates regularly. I will definitely be booking with her again!

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

Carly has been a great sitter yet again! She always goes above and beyond to do that extra bit that just makes me not worry at all when we are away. I am always confident my cat is in the best hands. Thanks again, Carly!

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

Nuha was very friendly, accommodating, and took great care of my cat! I loved the photo updates of his time with her.

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

This was our second time booking Brennan, and it was an easy yes to hire him again. My wife and I were tied up with childcare, and Brennan stepped in seamlessly. Our dog genuinely loves him, and the care, attention, and reliability were just as great as the first time. Highly recommend. We’ll be booking again

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Elliott A.
Drop-In Visits
5.0 out of 5 stars

Finding someone to watch my fur babies is always stressful. I appreciated being able to count on Rachel. My pups looked happy while we were away! I enjoyed all the photos.

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

Dee is an amazing sitter! My dogs absolutely love her when she comes over and is a life saver. She is there when I needed her in emergency situations and last minute visits. She is the only one I trust my dogs with and consistently book with.

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Mariah M.
Drop-In Visits
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Frequently asked questions about Rover

If you’re searching for a Oakland-Winchell 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 Oakland-Winchell.

Rover makes it easy to find Oakland-Winchell 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.