Pet Sitting & Drop Ins in Clarendon Hills, Madison, WI
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Clarendon Hills pet sitters

“Jen was excellent! She was always on time and provided us detailed feedback. We enjoyed the numerous photos she took! Jen went the extra mile to get to get to know our dog:) She is kind, compassionate, and trustworthy! We would definitely book her again!”


“Jeff was wonderful to work with, and was great about accommodating a short notice booking. He left detailed updates about my dog, which definitely put me at ease. I will be booking with him in the future!”


“Miranda is a stellar sitter for our two cats! She always leaves thoughtful messages during check-ins to let us know how the kitties are doing and sends along pictures that let us know food bowls are full, litter boxes are clean, and the kitties are happy. I trust our cats are in caring hands when in Miranda’s care.”


“Maggie is the absolute BEST. She treats my cat like her own and really goes above and beyond caring for her. I have absolutely no hesitation about leaving my cat in her care! Maggie’s been a game changer for us both. Thank you, Maggie!!”


“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!”


“Joan has been a sitter for us twice on very short notice and done a fabulous job! She takes great photos, super reliable and is very communicative in providing updates!”


“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!”


“Jilly is the best! She took care of our dogs while we were out of town for a long weekend. She came over to meet the dogs before the weekend and took notes on their routine and preferences. Throughout the weekend she provided updates and sent pictures. She loved our pups as if they were her own! Our younger dog loved that Jilly played ball with her out in the yard and played inside too. Our senior dog enjoyed the snuggling. Today Jilly came over to return our house key. The dogs were really excited to see her. Jilly took our pup outside and played ball with her for a bit. I will definitely hire Jilly again!”


“Annmarie was super responsive and able to help us last minute with some drop in visits during a day we had to work. She hung outside with our old man so that he could enjoy some sun. We are very thankful for her care!”


“Megan was so great with my cats!! She was very responsive and communicative. I felt like my pets were in such good hands the whole time and I’m so grateful for her help!”


“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!”


“Jackie and her family took wonderful care of our dog. Jackie was very accommodating to my care request and was communicative the entire time. I would absolutely recommend Jackie and her family!”


“Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!”

Loving pet sitters in your neighborhood
Search Results


Jen D.Star Sitter

“Jen was excellent! She was always on time and provided us detailed feedback. We enjoyed the numerous photos she took! Jen went the extra mile to get to get to know our dog:) She is kind, compassionate, and trustworthy! We would definitely book her again!”


Jeff L.Star Sitter

“Jeff was wonderful to work with, and was great about accommodating a short notice booking. He left detailed updates about my dog, which definitely put me at ease. I will be booking with him in the future!”


Amanda K.Star Sitter

“Amanda is the best, she is always on time and our Goldens love her. We feel extremely fortunate that Amanda is available to help us. Thanks Rover!”


Miranda D.Star Sitter

“Miranda is a stellar sitter for our two cats! She always leaves thoughtful messages during check-ins to let us know how the kitties are doing and sends along pictures that let us know food bowls are full, litter boxes are clean, and the kitties are happy. I trust our cats are in caring hands when in Miranda’s care.”


Maggie P.Star Sitter

“Maggie is the absolute BEST. She treats my cat like her own and really goes above and beyond caring for her. I have absolutely no hesitation about leaving my cat in her care! Maggie’s been a game changer for us both. Thank you, Maggie!!”


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!”


Joan F.Star Sitter

“Joan has been a sitter for us twice on very short notice and done a fabulous job! She takes great photos, super reliable and is very communicative in providing updates!”


TAYLOR P.

“Taylor did a great job checking in on my kitty while we were away. She did exactly what I asked of her and felt my cat and home were in good hands.”


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!”


Jilly D.

“Jilly is the best! She took care of our dogs while we were out of town for a long weekend. She came over to meet the dogs before the weekend and took notes on their routine and preferences. Throughout the weekend she provided updates and sent pictures. She loved our pups as if they were her own! Our younger dog loved that Jilly played ball with her out in the yard and played inside too. Our senior dog enjoyed the snuggling. Today Jilly came over to return our house key. The dogs were really excited to see her. Jilly took our pup outside and played ball with her for a bit. I will definitely hire Jilly again!”


Zachary N.

“Consistently great! Another few days of visits with Zachary in which I had 100% worries for my senior dog while I was out of town!”


Steve J.Star Sitter

“Steve goes above and beyond buying food for my always hungry meowysaurouses when they ate all months ration. I couldnt ask for a dedicated bro.”


Autumn H.Star Sitter

“Autumn did a great job with our 2 cats and even got our shy tuxedo to play and ask for chin scratches.”




Megan B.Star Sitter

“Megan dropped in twice to check on George while we were away. She provided thorough updates and we knew he was in good hands. We will definitely book Megan again!”


Annmarie S.Star Sitter

“Annmarie was super responsive and able to help us last minute with some drop in visits during a day we had to work. She hung outside with our old man so that he could enjoy some sun. We are very thankful for her care!”


Megan T.Star Sitter

“Megan was so great with my cats!! She was very responsive and communicative. I felt like my pets were in such good hands the whole time and I’m so grateful for her help!”


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!”


Darby P.

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


Jackie G.

“Jackie and her family took wonderful care of our dog. Jackie was very accommodating to my care request and was communicative the entire time. I would absolutely recommend Jackie and her family!”


Stacy S.Star Sitter

“Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!”
Clarendon Hills pet parents share their Rover experiences
I recently had the pleasure of entrusting Adeline with the care of my cat, and I could not be more pleased with the experience. From our initial communication, Adeline demonstrated professionalism, reliability, and a genuine affection for animals. Throughout the duration of the sitting, I received regular updates, including photos and thoughtful notes, which provided great peace of mind. I would highly recommend her to anyone seeking a trustworthy and compassionate pet sitter. I will certainly be requesting her services again in the future.

Tina was very communicative and thorough with her questions ahead of the visit to ensure she had everything needed day of without any uncertainties. She also met our dogs twice ahead of the visit for everyone's mutual benefit and comfort. Tina provided detailed notes of our dogs outings, feeding, and activities, along with photos of their time. I know our animals had a great visit with Tina and would recommend her to any perspective sitting needs.

Mckenzie has been absolutely amazing with Gato & Abigail! She does check-ins three times a week and has been incredibly reliable and communicative every step of the way. I always get updates and pictures after every visit and it’s clear she genuinely cares about them. Having her checking on them puts our minds at ease. Highly recommend McKenzie to anyone looking for trustworthy and professional pet sitter.

Thank you, Meghan & Jacob for taking such good care of Pete!! She was in such good hands and loved all the attention and time with you. We really appreciated the check in notes and pictures. My son (4 yr old) was especially happy to see Pete was doing so well while we were gone. We know who to call to watch her for our next trip!

Carla came through with a last minute holiday request to check in on my two cats, including one who needed oral medicine. Very communicative and timely given the quick turnaround needed. I felt like my kiddies were in good hands. Came home to no messes and satisfied cats.

Popular requests near you
Select a filter and find qualifying Clarendon Hills 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!
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 Clarendon Hills.
Rover makes it easy to find Clarendon Hills 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.
