Pet Sitting & Drop Ins in Oakland-Winchell, Kalamazoo, MI
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

“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! 🥰”


“Excellent service, and cats really liked Kathleen. Only had one incudent( minor) that was corrected quickly.Otherwise very happy with Her service.will call again. Thank you Kathleen.”


“Petra is awesome! She is attentive and detailed. I appreciate her flexibility with my ever-changing schedule. My dogs love her and that's a challenge with my husky because he's very stubborn.”


“Adam is a real furbaby lover...his attention to detail and wanting to care for your pet as if it's his own ...Thankfully I found you! ♥️ so much...for the last minute plans i had to make because of a family emergency..You saved the day...”


“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!”



“Theresa was great watching Luke! She sent some photos and updates of him every morning with his shot. I knew my dog was in great hands with her watching him. Would definitely recommend and will be using her when we go out of town again.”


“Dominique did amazing with my 2 dogs! As an anxious dog mom, it’s hard for me to leave them with anyone but Dominique was great and kept me updated throughout with adorable pictures.”


“Dean was incredible taking care of my cats while I was on vacation. He was diligent on making sure they were taken care of and having fun. Highly recommend!”


“Jess was a perfect for our dogs & situation. Excellent communication & care. She went above & beyond to deal with one of them who was sick. Appreciated her kindness & understanding. My dogs Jellee & Finn took right to her. I highly recommend her for your pet care & will seek her out first for the next time we need help!”


“As always Katey goes above and beyond to make sure the time she spends with my Oakley wears her out! I love that she takes so many pictures and sneaks in extra cuddle time 🥰”


“Gina is so good with our kitties and always goes the extra mile to make sure they are well taken care of. Thanks for leaving us with the peace of mind we needed Gina!”


“Lynn has been phenomenal to work with! In her summary of each visit, you can tell that she is invested in your pet and is enjoying spending time with them. Before our vacation, she alsp set up a meet & greet to ensure that she was fully prepared. I can't recommend her enough!”


“Carly is the BEST! She's reliable, my dogs love her, and has amazing communication. My kiddos are kind of a handful, and I feel so comfortable trusting that she'll take care of them. She gives great updates, provides pictures, spends time with my pups, and really amazing at what she does. She's definitely my go-to when the kids need care!”


“Cassie was so amazing, she went above and beyond for my kitty. When the thermostat ran out of batteries on a hot day, she made an extra trip back to fix it and make sure my kitty would be comfortable. She is the best!”


“Another wonderful job by Kat. My dogs love her so much. We always appreciate her thoughtfulness and willingness to work with us for dog sitting!”



“This was Kristen’s second time checking in on my cats for a weekend, and again I am very grateful for her care and communication! She helped me feel settled that my cats were doing well, asked helpful clarifying questions, and was super responsive to everything I asked. Don’t hesitate to ask Kristen to look after your pets! 🥰”


“Hunter was great!! He did everything I asked and more - even brought in a couple packages. His pictures show the cats behaving very comfortably in his presence! Will definitely book again.”


“Thank you!”


About: I have been taking care of dogs since I was a kid, for family and friends who are pet parents, I am their first choice when it comes to pet sitting. I have also volunteered at my local animal shelters and to me, the animal's well-being is my highest priority. I have a job with flexible work hours so I can always make time to take care of your best friend. I also work remotely so I can be with your pet for however long is needed. If I am at the client's house, I will follow any and all special instructions involving taking care of their pet. I will make sure the dog is fed, gets plenty of exercise, clean up any messes, and just make sure that they feel safe and cared for.

“Cara was absolutely amazing from the first minute we met her! We did a meet and greet before booking and we knew right away our pups would be in the best hands. Cara had fantastic communication, sent pictures, and really bonded with our dogs. Our dogs have some weird quirks and she handled everything perfectly! We felt so good knowing our pups were in great hands and being taken care of with love. They loved her! Absolutely recommend Cara for your pet watching needs. She’s the best and will absolutely use her services again for our next vacation.”

Loving pet sitters in your neighborhood
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Grace C.

“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! 🥰”


Kathleen W.Star Sitter

“Excellent service, and cats really liked Kathleen. Only had one incudent( minor) that was corrected quickly.Otherwise very happy with Her service.will call again. Thank you Kathleen.”


Petra P.Star Sitter

“Petra is awesome! She is attentive and detailed. I appreciate her flexibility with my ever-changing schedule. My dogs love her and that's a challenge with my husky because he's very stubborn.”


Jamie B.
Star Sitter


“Adam is a real furbaby lover...his attention to detail and wanting to care for your pet as if it's his own ...Thankfully I found you! ♥️ so much...for the last minute plans i had to make because of a family emergency..You saved the day...”


Dee M.Star Sitter

“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!”




Theresa D.Star Sitter

“Theresa was great watching Luke! She sent some photos and updates of him every morning with his shot. I knew my dog was in great hands with her watching him. Would definitely recommend and will be using her when we go out of town again.”


Dominique Y.


“Dominique did amazing with my 2 dogs! As an anxious dog mom, it’s hard for me to leave them with anyone but Dominique was great and kept me updated throughout with adorable pictures.”


Dean R.Star Sitter

“Dean was incredible taking care of my cats while I was on vacation. He was diligent on making sure they were taken care of and having fun. Highly recommend!”


Jess P.Star Sitter

“Jess was a perfect for our dogs & situation. Excellent communication & care. She went above & beyond to deal with one of them who was sick. Appreciated her kindness & understanding. My dogs Jellee & Finn took right to her. I highly recommend her for your pet care & will seek her out first for the next time we need help!”


Katey M.


“As always Katey goes above and beyond to make sure the time she spends with my Oakley wears her out! I love that she takes so many pictures and sneaks in extra cuddle time 🥰”


Gina L.Star Sitter

“Gina is so good with our kitties and always goes the extra mile to make sure they are well taken care of. Thanks for leaving us with the peace of mind we needed Gina!”


Lynn K.

“Lynn has been phenomenal to work with! In her summary of each visit, you can tell that she is invested in your pet and is enjoying spending time with them. Before our vacation, she alsp set up a meet & greet to ensure that she was fully prepared. I can't recommend her enough!”


Carly B.Star Sitter

“Carly is the BEST! She's reliable, my dogs love her, and has amazing communication. My kiddos are kind of a handful, and I feel so comfortable trusting that she'll take care of them. She gives great updates, provides pictures, spends time with my pups, and really amazing at what she does. She's definitely my go-to when the kids need care!”


Cassie S.Star Sitter

“Cassie was so amazing, she went above and beyond for my kitty. When the thermostat ran out of batteries on a hot day, she made an extra trip back to fix it and make sure my kitty would be comfortable. She is the best!”


Kathryn R.Star Sitter

“Another wonderful job by Kat. My dogs love her so much. We always appreciate her thoughtfulness and willingness to work with us for dog sitting!”




Kristen F.

“This was Kristen’s second time checking in on my cats for a weekend, and again I am very grateful for her care and communication! She helped me feel settled that my cats were doing well, asked helpful clarifying questions, and was super responsive to everything I asked. Don’t hesitate to ask Kristen to look after your pets! 🥰”


Hunter C.Star Sitter

“Hunter was great!! He did everything I asked and more - even brought in a couple packages. His pictures show the cats behaving very comfortably in his presence! Will definitely book again.”


Courtney C.

“Thank you!”


Connor L.
“Connor has taken care of our German shorthair many times over the past few years in addition to our cat. Connor is very responsible and caring with our pets. We feel very comfortable being away and love the fact we can leave our pets in their own environment. I would highly recommend Connor as a pet caregiver.”


Cara V.Star Sitter

“Cara was absolutely amazing from the first minute we met her! We did a meet and greet before booking and we knew right away our pups would be in the best hands. Cara had fantastic communication, sent pictures, and really bonded with our dogs. Our dogs have some weird quirks and she handled everything perfectly! We felt so good knowing our pups were in great hands and being taken care of with love. They loved her! Absolutely recommend Cara for your pet watching needs. She’s the best and will absolutely use her services again for our next vacation.”
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!
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
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.
