Pet Sitting & Drop Ins in Wyndemere, 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. Melinda N.

“This was my first time using a paid service to take care of my cats, and I am so happy with Melinda. She spent time with them and took great pictures of my boys, which I looked forward to every day I was gone. She was wonderfully respectful of my home. I would gladly book her services again.”


2. Ann V.

“Ann was willing to learn how to administer insulin to my diabetic cat which was above and beyond! She was also great at communicating and clearly an animal lover. Thanks again for taking care of our cats!”


3. Kim M.

“This is the second time Kim has taken care of our cat while we were away. Just like the first time, Kim did a wonderful job! I always loved seeing the pictures taken during her drop-in visits. We returned home after two weeks to a happy cat! Thank you Kim!!”


4. Seán & Leticia W.


“They were prompt, communicative, and took a bunch of photos which was super fun to see when we were gone! They took great care of our pets. We will definitely use them again in the future!”


5. 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”


6. Maiya W.

“HIGHLY RECOMMEND!!!! We love Maiya! She goes above & beyond in communication! Super reliable! The kitties love her! She was able to administer medication & monitor the kitties while I was gone with great attention to detail! Also my place is clean & neat when I come home! I was gone during a cold snap & she took care to make sure condo pipes didn’t freeze while I was gone! 100 stars!! Thank you for all you do Maiya!”


7. Lydia S.

“Lydia is absolutely amazing with our two cats! We were gone for over a week, the longest we've left them, and Lydia gave them lots of love and personal attention. Our tabby can get picky about when and whew she eats, and Lydia fed Ivy in all of her personal favorite spots. Her photos and videos were adorable and appreciated. The kitties were in great spirits when we returned, clearly expecting the same level of playtime and treats time Lydia gave them. Thank you so much!”


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. Laura D.

“Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!”




10. Jennifer L.


“Jennifer was very prompt on responses and great with our dog (who can be a handful). She kept him entertained and even worked on training with him. We knew he was well taken care of and definitely plan on booking visits with her in the future!”


11. Cleda W.


“Cleda is excellent. Extremely communicative, great at winning over (even shy) pets, and provides detailed updates that show the passion she has for providing top quality care. I would highly recommend Cleda!”


12. 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.”




13. 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!”


14. 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.”


15. Anna O.

“Anna does such a good job! She sends a ton of pictures of all the girls and they all look happy and are having fun. She makes sure they have food, water, and receive a treat! Best dog sitter we've ever had!”


16. Anna H.

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


17. 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!”


18. Iva & Eduardo P.

“Loved having Iva babysit my older cat. She’s very quick and clear on communication, I’d love to have her cat sit again when I need it!”


19. Meeka M.

“Would absolutely book again. Very responsive. Offers a meet and greet prior to accepting. Charlie cat was well cared for and I get completely at ease leaving him in Meeks’s care.”


20. Alisyn L.

“Alisyn did an awesome job with my cat Cleo. She was quick to respond to messages and sent lots of pictures. She even gave her a little Christmas present!”
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 Wyndemere 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 Wyndemere. 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 Wyndemere 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 Wyndemere.
Rover makes it easy to find Wyndemere 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 Wyndemere 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.
