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.
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Top rated High Crossing pet sitters
“Another great visit from Jen. Love having her come over and take care of my dogs because I know they’re gonna be well careful while I’m gone.”
“Jeff was wonderful to work with, and was great about accommodating a short notice booking. He left detailed updates about my dog, which definitely put me at ease. I will be booking with him in the future!”
“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.”
“It’s easy to see that Miranda loves animals. She is a very kind person. I am selling my condo and she was very tolerant to change her times to work around real estate showings. Greatly appreciated I will ask for Miranda again to watch my kitty.”
“Great communication!”
“Easy last minute booking, I literally had to worry about nothing. Many thanks!!”
“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!”
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.
“Megan dropped in twice to check on George while we were away. She provided thorough updates and we knew he was in good hands. We will definitely book Megan again!”
“Very appreciative of the work Christine offers. Reassuring knowing my girl is in good hands when we are away.”
“Bro is efficient. Treats his clients like family bringing in mails and I really appreciate it. 4th week watching my meowies and I couldnt be anymore but greatful.”
“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!”
“Darby was so great! She let our three dogs out for a potty break after my dog just had surgery and took great care of him. She did a lot for my dog with him needing help using the bathroom and wearing post surgery clothes/cone. She was super loving and friendly with the dogs. Highly recommend!”
“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!”
“Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!”
“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”
“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!”
“Meghan was a wonderful pet sitter for our cat, Zipper. She followed every instruction perfectly, gave detailed updates, and always responded to messages very quickly. I would absolutely recommend her!”
About: I’ve dog-sat for aunts and uncles since I was 16! I love dogs of all sizes and breeds :) big dogs have a special place in my heart because I used to show bullmastiffs when I was a kid! I work 3-4 days a week depending on my schedule. And I’m going back to school this fall. I am trying to save some money for a very expensive treatment that I’ve been trying to avoid so I’m doing what I can to make a little extra! I love our neighborhood and love being outside so I figured this is the perfect way to do that! My husband and I bought our house last November. We have a fenced in yard and an 8 month old chocolate lab puppy who LOVES other dogs and any opportunity to play with them! She will bark on occasion and when that happens, we just bring her inside because we don’t like to disturb our neighbors. She is allowed on the furniture when we invite her up so we don’t mind if you dog likes the couch! I would have the same respect for your house as I do my own!
“Cassandra did an amazing job taking care of our cat, who needs daily liquid meds and a lot of attention! She gave us detailed reports and lots of pictures every day, which I really appreciated. She even made an extra trip to our house when something unexpected happened. Highly recommend her as a drop in cat sitter!”
Loving pet sitters in your neighborhood
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Jen D.Star Sitter
“Another great visit from Jen. Love having her come over and take care of my dogs because I know they’re gonna be well careful while I’m gone.”
Jeff L.Star Sitter
“Jeff was wonderful to work with, and was great about accommodating a short notice booking. He left detailed updates about my dog, which definitely put me at ease. I will be booking with him in the future!”
Amanda K.Star Sitter
“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.”
Miranda D.Star Sitter
“It’s easy to see that Miranda loves animals. She is a very kind person. I am selling my condo and she was very tolerant to change her times to work around real estate showings. Greatly appreciated I will ask for Miranda again to watch my kitty.”
Autumn H.
“Great communication!”
Zachary N.
“Easy last minute booking, I literally had to worry about nothing. Many thanks!!”
Kathryn N.Star Sitter
“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!”
Laura S.Star Sitter
“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!”
Megan B.Star Sitter
“Megan dropped in twice to check on George while we were away. She provided thorough updates and we knew he was in good hands. We will definitely book Megan again!”
Christine D.
“Very appreciative of the work Christine offers. Reassuring knowing my girl is in good hands when we are away.”
Steve J.Star Sitter
“Bro is efficient. Treats his clients like family bringing in mails and I really appreciate it. 4th week watching my meowies and I couldnt be anymore but greatful.”
Mark L.Star Sitter
“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!”
Darby P.
“Darby was so great! She let our three dogs out for a potty break after my dog just had surgery and took great care of him. She did a lot for my dog with him needing help using the bathroom and wearing post surgery clothes/cone. She was super loving and friendly with the dogs. Highly recommend!”
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!”
Stacy S.
“Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!”
Anna S.
“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”
Stephanie H.Star Sitter
“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!”
Meghan & Jacob D.Star Sitter
“Meghan was a wonderful pet sitter for our cat, Zipper. She followed every instruction perfectly, gave detailed updates, and always responded to messages very quickly. I would absolutely recommend her!”
Lindsay B.
“Lindsay kept our 7 month old golden retriever for a week. We loved that she had a fenced in back yard. She took our dog on a walk every day. Gave him all the attention and love he needed! Highly recommend!”
Cassandra B.Star Sitter
“Cassandra did an amazing job taking care of our cat, who needs daily liquid meds and a lot of attention! She gave us detailed reports and lots of pictures every day, which I really appreciated. She even made an extra trip to our house when something unexpected happened. Highly recommend her as a drop in cat sitter!”
High Crossing pet parents share their Rover experiences
Grace sent lovely photos of my cat and I could tell she kept her very happy. She went above and beyond with her care! :)
Claire is awesome! She sends very detailed reports and great pics. Claire made extra visits during our recent vacation when our senior kitty wasn't eating or drinking well. She picked up extra food for our kitty when he wasn't eating his regular food and gave him special treats. You can tell she really cares for our kitty!
Darby was so great! She let our three dogs out for a potty break after my dog just had surgery and took great care of him. She did a lot for my dog with him needing help using the bathroom and wearing post surgery clothes/cone. She was super loving and friendly with the dogs. Highly recommend!
Maya was wonderful with Heisman. She let him out to potty and played fetch with him at each visit. We noticed a positive difference in his behavior when we came home eat day after her coming by. Heisman was more relaxed and not wound up after no interaction all day, when she visited. Will be using her in the future and highly recommend.
Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!
Tina was very communicative and thorough with her questions ahead of the visit to ensure she had everything needed day of without any uncertainties. She also met our dogs twice ahead of the visit for everyone's mutual benefit and comfort. Tina provided detailed notes of our dogs outings, feeding, and activities, along with photos of their time. I know our animals had a great visit with Tina and would recommend her to any perspective sitting needs.
Laura is the best as always!!! She shows up on time, sends pictures and takes great care of our kitty!
Zay was very patient and caring to our kitties. She was also very responsive to us and kept us updated on how they were doing regularly. She was an excellent sitter and we would absolutely recommend her.
Morgan did a wonderful job with our cats and provided quick updates and feedback. She was also very responsive and flexible with arranging the schedule and both kitties were very relaxed when we returned
Thank you, Meghan & Jacob for taking such good care of Pete!! She was in such good hands and loved all the attention and time with you. We really appreciated the check in notes and pictures. My son (4 yr old) was especially happy to see Pete was doing so well while we were gone. We know who to call to watch her for our next trip!
I can’t say enough positive things about Avery! She has been wonderful and my dog is definitely spoiled when she watches her. So happy I found her on Rover. Thank you so much!
Julie was great. We could tell in the pictures she sent us that our cats were getting attention and doing well. Our cats don't always do well with strangers, but they loved Julie. Highly recommended for cat sitting.
Carla came through with a last minute holiday request to check in on my two cats, including one who needed oral medicine. Very communicative and timely given the quick turnaround needed. I felt like my kiddies were in good hands. Came home to no messes and satisfied cats.
Anna was an amazing cat sitter! She gave us detailed updates after every visit, sharing thoughtful observations and keeping Sana happy with playtime, grooming, and lots of love. Anna went above and beyond, ensuring everything from Sana’s litter to her favorite toys were perfect. Her kindness and attention to detail gave us complete peace of mind. Highly recommend Anna to anyone looking for a caring and reliable pet sitter!
Popular requests near you
Select a filter and find qualifying High Crossing sitters!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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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Why Choose Rover?
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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
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Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available 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
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.
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