Pet Sitting & Drop Ins in Rolling Meadows, Madison, WI
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 Rolling Meadows pet sitters

“We booked Abigail and Ian last minute to let Pancho out, and they were amazing! They responded quickly, were super friendly, and made us feel completely comfortable trusting them to come into our home. We will definitely be booking again!”


“Shannon was fantastic! We had never used a pet sitter for our cats before and were going out of town for the weekend. Shannon was a great choice and we wouldn’t hesitate to book her again. She was great at sending pictures and texts, and our cats clearly enjoyed her visits. It was so nice to have our minds at ease while we were away.”


“Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!”


“Heather was a great fit for our cat. She is good at reading body language and understanding when Zephyr wants attention vs has had enough. The communication was easy and great. I appreciated the details and photos on how Zephyr was doing. I would book with her again.”


“Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!”


About: Ask me about my foster dogs!! **meet & greet required for new clients** I’m a trained animal handler and current canine companion at DCHS, with certifications in Fear Free and LIMA. I love building trust with pets - especially helping shy dogs come out of their shell. I have experience with a wide range of temperaments and personalities. I’ve worked with dogs, cats, rabbits, and reptiles, and bring calm, respectful handling to every visit. My goal is to build a positive, lasting relationship with your pet. Overnight pet sitting with established clients only at this time. Please schedule a meet & greet 10 days in advance to be considered for overnight stays in your home. I am a freelance graphic designer and have a flexible schedule as I mostly work from home. I enjoy hiking & volunteering in my free time. I am happy to provide care for your animal where they are most comfortable, in their own home. Unless absolutely needed I will never enter private areas of a home. (Ex: bedrooms) and will care for your pets in common shared spaces (living room)

“Laura is great! She arrives on time and my dog seems to love going with her. She is very helpful and knowledgeable about dogs. I couldn't recommend her more!”


“Safeeyah was absolutely amazing for our first time ever using Rover! She made us feel so safe and confident in having our cats looked after. She gave great and thorough updates and asked if there was anything she needed help with. Highly highly recommend!”


“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”


“Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!”


“Jennifer was great with both of my dogs. One is a bit fearful but she was able to win him over easily. They were so nice and relaxed when I got home, it was so nice to know they were so well cared for”


“Jaimielyn was absolutely wonderful! I had her for a drop in for my puppy on a Saturday. She was communicative, easy to schedule with, and followed my instructions regarding feeding Cosette dinner and what she needed. I truly appreciated that she was reliable and great with my puppy. I would highly recommend Jaimielyn.”


“Meghan did a fantastic job with our cats, taking care of their needs & working to get them out of hiding, & even solving issues I hadn’t fully thought through before leaving town. She was super communicative & helpful too! 5 stars, fully recommend, woo-hoo!”


About: Hi! I'm Hailey. I am totally obsessed with animals, despite being a healthcare worker. I'm currently a student nurse at the UW, but it doesn't mean I can't spend time with animals! In my profile, you'll see pictures of two yellow labs; these two are gone now, but I grew up with them, and they taught me so much about life and love. I have spent time volunteering with the DCHS, Heartland Farm Sanctuary (where you see the emus), and Feathered Friends. Most recently, I adopted a disabled kitty cat and a labrador rescued from a puppy mill. Both of them fulfill my life in ways I can't even begin to explain. Having worked in nursing and volunteered with animals, I am no stranger to compassionate care! Other than going to classes, my life revolves around my dog. She goes everywhere with me, and we exercise for at least an hour together every day. Every room of my house has a dedicated spot for her! Your pets would be treated no differently (unless that's what you want!) My partner and I maintain a child-free and drug-free home in a quiet neighborhood. Our home is peaceful and low-stress, perfect for any pup. As for walking, I always carry personal protective equipment (pepper spray, alarms, location trackers) to maintain safety. I alone will be your beloved pet's caretaker per Rover policy.
Loving pet sitters in your neighborhood
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Jen D.Star Sitter

“Another great visit from Jen. Love having her come over and take care of my dogs because I know they’re gonna be well careful while I’m gone.”


Amanda K.Star Sitter

“Amanda is great with checking in on our cat while we're away! She goes above and beyond, and is someone I'd absolutely not hesitate to use in the future.”


Abigail & Ian R.Star Sitter

“We booked Abigail and Ian last minute to let Pancho out, and they were amazing! They responded quickly, were super friendly, and made us feel completely comfortable trusting them to come into our home. We will definitely be booking again!”


Shannon H.Star Sitter

“Shannon was fantastic! We had never used a pet sitter for our cats before and were going out of town for the weekend. Shannon was a great choice and we wouldn’t hesitate to book her again. She was great at sending pictures and texts, and our cats clearly enjoyed her visits. It was so nice to have our minds at ease while we were away.”


Kathryn N.Star Sitter

“Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!”


Heather K.Star Sitter

“Heather was a great fit for our cat. She is good at reading body language and understanding when Zephyr wants attention vs has had enough. The communication was easy and great. I appreciated the details and photos on how Zephyr was doing. I would book with her again.”


Joan F.Star Sitter

“Joan was a wonderful sitter for our two cats! She was super communicative, sent us lots of pictures, and was always timely. Would highly recommend!!”


Zachary N.

“Easy last minute booking, I literally had to worry about nothing. Many thanks!!”


Darby P.

“Darby was excellent! Great communication & punctuality, and best of all, provided fantastic care for my two cats. Will definitely book again.”


Mark L.Star Sitter

“Mark has come to let out dog out twice and has been great both times!! He communicates, sent photos and our doodle always have a great time with him!”


Tina K.
Star Sitter


“Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!”


Hannah R.
“As a dog owner who’s dog has anxiety and separation issues, I cannot recommend Hannah enough. Hannah is a wonderful dog owner who cares for every dog as if it were her own. I never once worried about leaving my fur babies with Hannah.”


Laura S.Star Sitter

“Laura is great! She arrives on time and my dog seems to love going with her. She is very helpful and knowledgeable about dogs. I couldn't recommend her more!”


Safeeyah Q.

“Safeeyah was absolutely amazing for our first time ever using Rover! She made us feel so safe and confident in having our cats looked after. She gave great and thorough updates and asked if there was anything she needed help with. Highly highly recommend!”


Anna S.

“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”


Stephanie H.Star Sitter

“Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!”


Jennifer J.

“Jennifer was great with both of my dogs. One is a bit fearful but she was able to win him over easily. They were so nice and relaxed when I got home, it was so nice to know they were so well cared for”


Jaimielyn B.

“Jaimielyn was absolutely wonderful! I had her for a drop in for my puppy on a Saturday. She was communicative, easy to schedule with, and followed my instructions regarding feeding Cosette dinner and what she needed. I truly appreciated that she was reliable and great with my puppy. I would highly recommend Jaimielyn.”


Meghan & Jacob D.Star Sitter

“Meghan did a fantastic job with our cats, taking care of their needs & working to get them out of hiding, & even solving issues I hadn’t fully thought through before leaving town. She was super communicative & helpful too! 5 stars, fully recommend, woo-hoo!”


Hailey M.
“Hailey has been around pets her entire life. I know her personally, and can say for certain that she has immense affection for any and every type of dog. She cares for them as though they were her own children, protecting and feeding them to the best of her ability.”
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 Rolling Meadows.
Rover makes it easy to find Rolling Meadows 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.
