Pet Sitting & Drop Ins in Westchester Gardens, 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. Jen D.

“Jen was very attentive with Iroh and made sure that he was well cared for in our absence. I would happily book her again and recommend her to any pet parent!”


2. Brianna M.

“Brianna did an amazing job taking care of my cat Rhubarb! She is an experienced pet sitter/owner and was able to give Rhu her liquid medication. She was also super communicative and friendly; I really appreciated her report cards describing their time together, complete with lots of photos!”


3. Joan F.

“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!”


4. Kathryn N.

“Kathryn is amazing. Extremely attentive to my baby’s needs and super flexible with our schedule. Her communication goes beyond expectation and has made our experience of rover great!”


5. Laura S.
“Laura truly cared for my two dogs like they were her own. She was very attentive to their individual needs and quirks and went out of her way to make them feel comfortable with her. My one dog, Freddie, is fearful of new people and was initially skeptical of Laura. By the end of the week, she was easily his favorite human! It is a huge relief knowing your critters are well taken care of and well loved when you're away. She sent us regular photos and updates and was wonderful all around. Highly recommend!”


6. Zay O.

“Zay was great with our dog Honey and also great at keeping in contact with us from beginning to end. As soon as she met our dog I could tell that she would have a great energy around her to help out while we were away. Would definitely ask for her to watch our dog while we are away again.”


7. Annmarie S.

“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!”


8. Brittany S.

“Brittany was kind, friendly, and great at communicating. She paid attention to details and even offered to help with extras beyond the cats. I’d recommend her to anyone needing a reliable sitter.”




9. Megan B.
“Dependable dog walker who really understands animals and animal behavior. She has trained a Guiding Eyes Dog and has a degree in animal science. Plus she just loves loves loves dogs!”


10. Mark L.

“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!”


11. Megan T.

“Megan was so fantastic with my energetic, young kitty!! She was very communicative and flexible. Will be using her services again. Thanks Megan!!”


12. 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!”


13. Amanda K.

“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.”


14. 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.”


15. Jessica G.
“Jess did great! Communication was very clear, easy, and open. She was attentive and patient with my dog and kept me informed. She’s awesome!”


16. Maggie P.

“Our first time having Maggie care for our cats went great! After spending a year and a half working hard to integrate our two cat household, this was our first time leaving them alone together for more than a day, and one of our kitties needs daily anxiety medication to keep the peace. We were gone for 5 days and when we came back everyone was happy, healthy and the house looked just as it did when we left it. Will definitely be using Maggie again in the future if our schedules align!”


17. Anne S.

“Anne was great! Kept me updated and sent pictures of the pups too!”


18. Brooke D.

“Brooke was wonderful to have pet sit our cat Henny! She took such good care of him and sent lots of fun photos of playing with him, always sending a thoughtful note care of how they spent their time together. We are grateful to have had such a responsible and caring pet sitter!”


19. Mckenzie K.

“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.”


20. Meghan & Jacob D.

“Meghan and Jacob were excellent sitters! We are very happy with their services. They took checked in on our two cats while we were out of town for two weeks. They were also kind enough to take care of our many houseplants. They also sent great little updates in their daily reports, along with excellent pictures of our little guys. We looked forward to their report card every morning. Highly recommend Meghan and Jacob!”
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 Westchester Gardens 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 167 pet sitters in Westchester Gardens. 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 Westchester Gardens 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 Westchester Gardens.
Rover makes it easy to find Westchester Gardens 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 167 pet sitters in Westchester Gardens 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.
