House Sitting in High Crossing, Madison, WI
Find a loving house sitter to watch over your pets and your home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated High Crossing house sitters

“Jolie was great! She sent numerous pictures and the cat and the dog looked relaxed and normal. Jolie reached out with a question at the very end of her stay. I appreciate the attention to detail and her care of our pets and our house!”


“We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!”


“Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. Thank you!!”


“Salem took fantastic care of our dog while we were gone. They sent us regular photos and updates and my dog looked like she was having a great time. Our house was in great shape, too!”


“We meet before booking and felt like it would be a good fit. We are happy with how she sent photos with an update & provided a sweet loving place for our girl Piper.”


“Stephanie took excellent care of my diabetic dog who had some surprise additional restrictions after a tooth removal earlier that week. Additionally, she left my house spotless.”


“We have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️”



“Leah was fantastic! Puffin is really picky about people and doesn’t warm up to anyone quickly but she was comfortable with Leah within minutes! It is obvious that Leah know dogs and can sense how they want to be treated. I felt very confident with her watching my little girl. Leah was very timely, polite and sweet.”


“Josh was wonderful! Our dog can be wary of new people, but Josh took the time to get to know him and let Coqui warm up to him slowly. He was respectful of our property (left our house so clean), was highly responsive, and communicative. We will definitely hire Josh again!”


“Tessa was fantastic! She is a great communicator and was very easy to correspond with during our trip. She was able to arrange our meet and greet right away and was incredibly polite and professional. She took excellent care of our older dog, Charlie, sending frequent photos and updates. I felt very at ease with her in our home. She left our house spotless and even collected some eggs from our chickens - which was totally above and beyond. Tessa is an awesome dog sitter and I'd love to have her stay with Charlie again in a heartbeat!”


“Our little dog was sooo happy with Jennifer. I would give 10 stars if I could. She maintain great communication, was flexible, and tended to our little fur guy like it was her own pet. She was truthworthy to stay in our home for 2.5 days and very reliable. We will always try to book again with Jennifer!”



“Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!”


“12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.”


“I think my cats might like Maya more than me 🤣 She's always so good at following up after each visit with details and pictures, which puts us at ease. Even when I change the instructions in their plan, Maya is sure to review those changes and carry them out flawlessly. She communicates any time she has questions. She even informs us of any unusual litter box activity, which is so helpful with kitties that have health issues! Thanks Maya!”


“Tonisha has taken care of our pups before for drop in visits and walks. This service was for overnight and as usual, she did an outstanding job! My pups love her so we know they are always well cared for:)”


About: Ive always been available for friends or family if they were going out off town and needed help caring for their pets. I’ve also had pets in my home for as long as I can remember! Me and my wife have always said whenever we get a big piece of land we were gonna adopt as many dogs as we could possibly fit on that land 😊 I will be there in your home to give your pet some much needed attention and love while you are away! I have a 6 year old daughter who loves animals so I’m sure she would love to get to hang out and take care of your fur babies as well! As of right now I am available after 11:30am each day. I work part time for UW in the morning’s From 7:30-11:30. Weekends are available as well! I will take care of your pets with the care and attention that they need and deserve. I love to be there when you aren’t able to be 😊

“Cassandra was fantastic with our two pups while we were away for a few days. She’s very patient and understanding with our dogs’ needs. She’s very communicative; asking questions, sending updates and sharing pics daily. Thank you again!”

Loving house sitters in your neighborhood
Search Results


Jolie ZevallosStar Sitter

“Jolie was great! She sent numerous pictures and the cat and the dog looked relaxed and normal. Jolie reached out with a question at the very end of her stay. I appreciate the attention to detail and her care of our pets and our house!”


Katie T.Star Sitter

“We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!”


Natalee Y.

“Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. Thank you!!”


Salem E.

“Salem took fantastic care of our dog while we were gone. They sent us regular photos and updates and my dog looked like she was having a great time. Our house was in great shape, too!”


Katelyn C.Star Sitter

“We meet before booking and felt like it would be a good fit. We are happy with how she sent photos with an update & provided a sweet loving place for our girl Piper.”


Stephanie H.Star Sitter

“Stephanie took excellent care of my diabetic dog who had some surprise additional restrictions after a tooth removal earlier that week. Additionally, she left my house spotless.”


Travis M.Star Sitter

“We have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️”


Vanessa U.

“Vanessa was great! My dog loved her. Very communicative and goes the extra mile. I will definitely book her again.”


Samantha M.

“Samantha is a very good worker. She is very responsable and she is always on time. She took care of Rokko very well and Rokko was very happy since the first moment. We appreciated her work very much.”




Leah B.

“Leah was fantastic! Puffin is really picky about people and doesn’t warm up to anyone quickly but she was comfortable with Leah within minutes! It is obvious that Leah know dogs and can sense how they want to be treated. I felt very confident with her watching my little girl. Leah was very timely, polite and sweet.”


Joshua D.

“Josh was wonderful! Our dog can be wary of new people, but Josh took the time to get to know him and let Coqui warm up to him slowly. He was respectful of our property (left our house so clean), was highly responsive, and communicative. We will definitely hire Josh again!”


Tessa D.

“Tessa was fantastic! She is a great communicator and was very easy to correspond with during our trip. She was able to arrange our meet and greet right away and was incredibly polite and professional. She took excellent care of our older dog, Charlie, sending frequent photos and updates. I felt very at ease with her in our home. She left our house spotless and even collected some eggs from our chickens - which was totally above and beyond. Tessa is an awesome dog sitter and I'd love to have her stay with Charlie again in a heartbeat!”


Jennifer H.

“Our little dog was sooo happy with Jennifer. I would give 10 stars if I could. She maintain great communication, was flexible, and tended to our little fur guy like it was her own pet. She was truthworthy to stay in our home for 2.5 days and very reliable. We will always try to book again with Jennifer!”




Louisa S.

“Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!”


Jessa E.

“12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.”


Maya F.Star Sitter

“I think my cats might like Maya more than me 🤣 She's always so good at following up after each visit with details and pictures, which puts us at ease. Even when I change the instructions in their plan, Maya is sure to review those changes and carry them out flawlessly. She communicates any time she has questions. She even informs us of any unusual litter box activity, which is so helpful with kitties that have health issues! Thanks Maya!”


Tonisha A.

“Tonisha has taken care of our pups before for drop in visits and walks. This service was for overnight and as usual, she did an outstanding job! My pups love her so we know they are always well cared for:)”


Dustin G.
“He is really great with animals and children!!! Very trustworthy! He won’t disappoint you. He is very dependable. I can sa. If he tells you he will do something he will do it.”


Raven H.

“Raven is FANTASTIC!!!!! Hank absolutely adores her. Trust worthy, on time and kind. No one better 🥰”


Cassandra B.Star Sitter

“Cassandra was fantastic with our two pups while we were away for a few days. She’s very patient and understanding with our dogs’ needs. She’s very communicative; asking questions, sending updates and sharing pics daily. Thank you again!”
High Crossing pet parents share their Rover experiences
Our little dog was sooo happy with Jennifer. I would give 10 stars if I could. She maintain great communication, was flexible, and tended to our little fur guy like it was her own pet. She was truthworthy to stay in our home for 2.5 days and very reliable. We will always try to book again with Jennifer!

Payton was the dream pet sitter! She was extremely communicative, easy to work with, professional, attentive, and took amazing care of our pets. It's easy to be nervous when inviting a stranger into your home to take care of your pets, but Payton was so approachable and easy to work with from the beginning. We got photos every single day, as well as regular text updates. She even did some chores around the house such as taking our garbage bins in and some general tidying! Our pets loved her and were very well cared for.

Lynelle was fantastic house sitting our dog Maeve! She sent us some glamour shot pictures of her doing puzzles and on a walk, showing that she was doing okay in the process. She gave timely updates and made sure we were in the loop on everything that happened during the day. Maeve took to Lynelle extremely well, we’d be happy to repeat again!

Pam was, as always, an absolute godsend. She takes such good care of our quirky and shy rescue pup, always patient and thoughtful with him. She gives him wonderful, long walks and is a great communicator. We were able to fully enjoy our trip knowing our dog was in the best hands.

After having some really bad Rover experiences, Tonisha was a breath of fresh air. She said and did everything she said she was going to. My dogs loved her and she was able to get my old lady to eat without any issues. I think they like Tonisha better than they do me!! I hope to be able to book with her again in the future.

How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in High Crossing.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. High Crossing house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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.
