Pet Sitting & Drop Ins in Old Middleton Greenway, 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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Loving pet sitters in your neighborhood
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1. Maiya W.

“I'm so relieved to have Maiya. I've already rebooked her for my next trip, and I don't even have my tickets for the trip bought yet. Jackson cat is a typical cat, but his stamp of approval is on this review too. As indicated by photo evidence of him coming out from under his bed for a snack on DAY 2! Snag her if you're lucky enough to have the chance.”


2. Cleda W.


“Cleda took good care of Bailey while we were gone. I could tell from the pictures she sent that Bailey loved having her visit. I would definitely book again.”


3. Kim M.

“Kim was our first experience using Rover and she was wonderful. She explained how things worked and we met beforehand to go over things. Kim took so much stress away from our trip. Besides taking care of the cats, it's nice that she was there to check on the house as well. Thank you Kim!”


4. Lydia S.

“Lydia was great. Her communication with us while we were out of town was awesome. She was able to provide insulin injections without any problem. We would highly recommend her.”




5. Jennifer L.


“Jennifer was amazing! She took such great care of my angel cat, giving him his twice a day medications and so much love and attention, which he craves! She did daily litter cleaning, and she brought him a few new toys to help keep him engaged with play too :) I will 100% be using Jennifer again the next time I am out of town!”


6. Anna N.

“Anna was wonderful with our dog Panda and I highly recommend her to take care of your pets. Our request was different but she was responsive and super communicative. Thanks for taking great care of Panda for us!”


7. Yvonne L.

“Yvonne’s a great pet sitter. She is super responsive and goes the extra mile with my cat. My cat has asthma and required a daily inhaler dose. Yvonne was kind and patient to provide my cat with her daily inhaler. When my auto feeder failed, she stayed back to help to reset it so my cat didn’t starve. She also provided me with daily update. When I came home, my cat was happy and well cared for. I highly recommend her because she truly cares about pets! I would totally rebook her.”


8. Dietrich G.

“Dietrich has been a wonderful dogsitter for my dog! He is a great communicator thru the Rover App and I appreciate is daily comments and photo. I know that Coco is in great care!”


9. Anna H.

“Anna has been so great with Peanut and has been so flexible with scheduling! Would definitely recommend to anyone!”




10. Allegra R.


“My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!”


11. Ann V.

“Ann is a phenomenal sitter! She took amazing care of our kitties and made them feel loved while we were away on our trip. She is an excellent communicator and incredibly reliable. And most importantly, our fur babies warmed up to her instantly! We highly recommend Ann for your sitting needs!”


12. Sidney R.

“Sidney was so professional work with, and we appreciated her responding to us so quickly when we needed help on short notice. Layla loved her! We will definitely use Sidney again.”


13. Melinda N.

“Melinda was a great help and took great care of our pup during her check-ins. She was timely and is a great communicator. We’ll definitely ask her for help in the future!”




14. Ashley E.

“This was our second time having Ashley watch our 3 cats, and we once again came home to happy and relaxed kitties. She took good pictures and gave us updates on their behavior that put us at ease. She checked in promptly for each feeding and took care of everything we asked.”


15. Annie J.


“Annie was great, super flexible, and helped us out when we needed to make a last minute change! The cats are healthy, happy, and seem well-played with ☺️”


16. Julie A.

“Julie is awesome. She is kind and patient with senior dogs. She’s reliable and jumps in to assist in even if n situations where there is a short notice. Thank you Julie”


17. Kayley K.
About: Hi! My name is Kayley and I can’t wait to meet your cats and/or dogs! I am a cat mom of two and I grew up with a cockapoo. I have a flexible schedule, so I am available most days. I will follow your instructions to a tee. Please let me know what I can do to make your experience a great one! I am a student, so I have plenty of time to take care of your pets. Let me know what works best for you and we can work something out. I will take care of your pets in your home. Please let me know what I can do to create the best environment for your pet.


18. Sabrina S.

“Highly recommend Sabrina! She adapted to Chewbacca's needs and even introduced ways to get him to eat that I didn't even think about. Chewy's a stubborn, grumpy old poodle and he opened up to her!! Sabrina was easy to communicate with and sent plenty of updates to keep me in the loop. She went above and beyond with everything and treated Chewy like her own. I'll definitely choose her next time Chewy needs a sitter!”


19. Meeka M.

“Meerka was wonderful with Chloe. I could by all the pictures she sent that she was engaged with her and Chloe was enjoying herself as well. I definitely recommend Meeka!”


20. Jenny P.


“Excellent! Jenny swung by to help us let our dogs out last minute and all had yet to meet her. The pups fell in love, we felt like everything went smoothly and Jenny sent pictures. Such a great introduction to not only Rover but the kind community of Madison.”
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
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Old Middleton Greenway on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 164 pet sitters in Old Middleton Greenway. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 90% of Old Middleton Greenway pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Old Middleton Greenway.
Rover makes it easy to find Old Middleton Greenway 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
There are 164 pet sitters in Old Middleton Greenway on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
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.
