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

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check.Learn more about RoverProtect
Top rated High Crossing pet sitters

“Jeff went above and beyond to care for my cats. He is considerate and is clearly invested in the care he provides. All of his messages were thoughtfully written. I had no doubt that my girls were in good hands! Jeff is awesome!!!”


“Jen was phenomenal! She cared for Dexter like he was her own, she was punctual, sent lots of pictures and followed care instructions well. Should I need care in the future, she is someone I have come to trust both in my home and with my best friend.”


“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!”


“Amanda was wonderful! This was my first experience with Rover and I couldn’t imagine a better caregiver for my pups. She took amazing care of them. Would absolutely love for her to care for my babies again!!!”

“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!”


“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.”


“Very appreciative of the work Christine offers. Reassuring knowing my girl is in good hands when we are away.”


“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!”


“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!”


“We had never used Rover before but our neighbors had and highly recommended it. Tonisha did an AMAZING job taking care of our little fur babies while we were unable to for two days. She came over to meet the pups ahead of time and we knew she would be a great fit. While we were away, she came over to walk, play, feed and snuggle our little ones. Tonisha took lots of pics and videos, along with updating us how things went after every visit. We will definitely use her services again and highly recommend the care with love Tonisha provided! The pups were happy to see us when we returned and I am positive they were very well taken care of:)”


About: I am a lifelong animal lover & care taker. I also own a small business making healthy pet treats, so your special fur face will be spoiled! I have experience with reactive dogs, behavioral problems, senior animals, medical issues, & a wide variety of species. I base my care around the animals needs, not my schedule. I am patient, steady, & calm. I have loads of engagement toys, puzzles & activities to keep your pet happy & stimulated. I have a very flexible schedule & work from home, so I can adjust around you & your pets' needs whether it's early morning, last minute, or before bed. I do not have a fenced yard, so I do not leave dogs outside at my home. I walk & take park trips multiple times a day. I have 3 dogs & a cat who are used to new friends visiting. I do not crate my dogs in my home, but am happy to in your home.

“Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.”


“Clearly very good with cats. Knew what questions to ask up front and covered the details I would've forgotten. Sent a lot of pictures, and my cat looked like he enjoyed her company.”


“As usual Meghan did a great job taking care of Zipper. Very detail oriented and highly communicative. I will definitely book with jer again in the future!”


“Stacy was a great sitter for my pets. I had no doubts they were going to be in good hands!”


“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.”


“Lexi was great! It was our first time using her and using a rover sitter since moving back to mke. She took great care of our cat Simba with no issues. Super sweet and would definitely recommend. Thanks Lexi!!”

“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.”


“Morgan went absolutely above and beyond to make sure our doggo's were safe, happy, and loved! Daily updates either pictures were wonderful. Very thankful Morgan was able to help out with fairly short notice. She handled this with grace and professionalism. Highly recommend Morgan for your drop-in visits!”


About: I have been working with animals since middle school, volunteering at shelters and helping care for numerous litters of puppies. I have been working in emergency veterinary medicine for four years now, previously working as a wildlife rehabilitator. I am trained in identifying medical emergencies and providing care. I will ensure your pet is in great hands! I am hoping to work three 12hr shifts at an emergency clinic, therefore I’ll have many free days to help care for your pets while you’re away! I have a dog and two cats who are very friendly with others. We can make sure we create the best scenario for your pet while you’re away!
Loving pet sitters in your neighborhood
Search Results


1. Jeff L.

“Jeff went above and beyond to care for my cats. He is considerate and is clearly invested in the care he provides. All of his messages were thoughtfully written. I had no doubt that my girls were in good hands! Jeff is awesome!!!”


2. Jen D.

“Jen was phenomenal! She cared for Dexter like he was her own, she was punctual, sent lots of pictures and followed care instructions well. Should I need care in the future, she is someone I have come to trust both in my home and with my best friend.”


3. 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!”


4. Amanda K.
“Amanda was wonderful! This was my first experience with Rover and I couldn’t imagine a better caregiver for my pups. She took amazing care of them. Would absolutely love for her to care for my babies again!!!”


5. 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!”


6. Miranda D.

“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.”


7. Christine D.

“Very appreciative of the work Christine offers. Reassuring knowing my girl is in good hands when we are away.”


8. 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!”


9. Stephanie H.

“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!”


10. Tonisha A.

“We had never used Rover before but our neighbors had and highly recommended it. Tonisha did an AMAZING job taking care of our little fur babies while we were unable to for two days. She came over to meet the pups ahead of time and we knew she would be a great fit. While we were away, she came over to walk, play, feed and snuggle our little ones. Tonisha took lots of pics and videos, along with updating us how things went after every visit. We will definitely use her services again and highly recommend the care with love Tonisha provided! The pups were happy to see us when we returned and I am positive they were very well taken care of:)”


11. 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!”


12. Mark L.

“Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.”


13. Brooke D.

“Clearly very good with cats. Knew what questions to ask up front and covered the details I would've forgotten. Sent a lot of pictures, and my cat looked like he enjoyed her company.”


14. Meghan & Jacob D.

“As usual Meghan did a great job taking care of Zipper. Very detail oriented and highly communicative. I will definitely book with jer again in the future!”


15. Stacy S.

“Stacy was a great sitter for my pets. I had no doubts they were going to be in good hands!”


16. 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.”


17. Lexi L.
“Lexi was great! It was our first time using her and using a rover sitter since moving back to mke. She took great care of our cat Simba with no issues. Super sweet and would definitely recommend. Thanks Lexi!!”


18. 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.”


19. Morgan B.

“Morgan went absolutely above and beyond to make sure our doggo's were safe, happy, and loved! Daily updates either pictures were wonderful. Very thankful Morgan was able to help out with fairly short notice. She handled this with grace and professionalism. Highly recommend Morgan for your drop-in visits!”


20. Rylann W.
“Rylann is amazing! She treats your pets like her own. She is a certified/registered vet tech and is very knowledgeable and helpful. She is very reliable, kind, enthusiastic. I highly recommend choosing Rylann for any of your pet care needs!! She is awesome!”
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 High Crossing 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 High Crossing. 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 High Crossing 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 High Crossing.
Rover makes it easy to find High Crossing 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 High Crossing 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.
