Pet Sitting & Drop Ins in High Point Estates, 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 Point Estates pet sitters

“Julie was great! Communication was easy and timely, and she was very attentive and thorough in caring for our kitty and our place. She went above and beyond and we’ll be contacting her again for sure! Highly recommended.”


“I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pictures and updates while I was away , and was always quick to respond if and when needed. She is very trustworthy and she’ll be an obvious choice for the next time I need someone to watch my cat ! I have no hesitation and give my full enthusiasm to recommend her to anybody looking for the right caretaker for your pet.”

“Maiya did a great job with our cats; she sent pictures every day, the cats loved her, and the house was very clean when we came back from vacation. (She watered the plants and got the mail in as well).”


“Laura is amazing!! Responds super quick and I felt so at ease knowing she would take great care of my young puppy who requires a lot of attention! Couldn’t have asked for anything better!”


“Krista was wonderful. She sent reassuring updates on my dog’s demeanor and activities (I’m retired and my dog and I are rarely separated) and the photos she sent showed a contented, happy pup. When I arrived home, my dog was very happy, but not frantic, to see me. I will definitely hire Krista again.”


“Watching my old cat isn’t very glamorous and I always hire a little nervously. Annie was so responsive and clearly has a lot of experience with pets of all kinds. My kitty had an accident at home and Annie was kind enough to send pictures and update me right away. Best rover ever. Thank you!!!”


“Kylie was a lifesaver - she accepted my request on very short notice after I was left scrambling. She was quick to respond and was easy to communicate with. She did everything as asked and provided an update w/ a picture. Would definitely recommend and will utilize her again in the future.”


“She was so sweet to us and our dog Oliver. I just loved her report cards and all of her pictures showing us how he was doing. Highly recommend!”



“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!”


“Cleda is so considerate and thoughtful and accommodating! The rover cards I received were full of pictures and fun details about her visit with James and Miles, two tricky shibas. She made sure they were well-cared for and I would 100% book with Cleda in the future. She is super reliable and really shows love and affection for our pets.”


About: Hi, I’m Kaitlyn and I’ve lived with dogs for almost 20 years! I’ve helped family, neighbors and friends with pets of all ages, sizes and personalities. My experience has provided insight into how to comfortably care for most pets! I’m currently working at a dental clinic in the Madison area from Monday - Thursday. While work days can be busy, I can be readily available for drop-ins and walks over the lunch hour if needed. There is a large open field behind my apartment that is used by many dog owners to let their fur babies have some freedom throughout the day

“Lauri was an amazing sitter for our two cats while we were gone for the weekend. She was very nice and attentive. Lauri sent great summaries of the visits and sent multiple photos. We appreciate how responsive she was through this process as it was our first time having a sitter for the cats. I felt happy and relieved knowing that our cats were well taken care of. We definitely recommend her!”


“She was super communicative, very positive, stayed with the kitties the full time every time (not everyone does). We would definitely love to see her again!”


“Ann did a wonderful job with our two cats while we were gone for 10 day! She was excellent at communicating, and sent great pictures each time she visited. Our cats were happy and content when we got home- a sure sign that Ann did very well with them!!”



“Whitney was wonderful and took excellent care of our 2 cats. She immediately befriended them on her initial visit and was very thoughtful throughout the time she took care of them, sending us plenty of pictures and making sure both of them were eating, drinking, and playing while they were together. We would definitely have Whitney take care of our cats again!”


“Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!”


“Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗”


About: I’ve been caring for my own cats since I was in 3rd grade, learning the importance of caring for them in many aspects through feeding them, cleaning their litter boxes, and respecting their needs of play time vs needing space. I started caring for my friends animals in college and that’s when I learned more about dogs and how to tell what dogs are friendly, when they need space, etc. Respecting animals and giving them the love and care they deserve is of utmost importance to me. I have a fairly flexible job, so I’m able to fit in visits almost any time of day. The only day I’m not flexible is Sunday, I work a mandatory 12 hour, so could stop in after my shift but not before or during. Respecting people’s space and privacy is important to me, if I’m walking your dog and caring for your cats, you can trust me to do the job at hand and leave your space in one piece. Keeping a clean home is important to me, so you can rest assured that if your pet makes a little mess, it will be cleaned up for you and you’ll never know it happened.

“Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!”


About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 7 and 3. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.
Loving pet sitters in your neighborhood
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Julie A.Star Sitter

“Julie was great! Communication was easy and timely, and she was very attentive and thorough in caring for our kitty and our place. She went above and beyond and we’ll be contacting her again for sure! Highly recommended.”


Kim M.
“I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pictures and updates while I was away , and was always quick to respond if and when needed. She is very trustworthy and she’ll be an obvious choice for the next time I need someone to watch my cat ! I have no hesitation and give my full enthusiasm to recommend her to anybody looking for the right caretaker for your pet.”


Maiya W.Star Sitter

“Maiya did a great job with our cats; she sent pictures every day, the cats loved her, and the house was very clean when we came back from vacation. (She watered the plants and got the mail in as well).”


Laura D.Star Sitter

“Laura is amazing!! Responds super quick and I felt so at ease knowing she would take great care of my young puppy who requires a lot of attention! Couldn’t have asked for anything better!”


Krista C.Star Sitter

“Krista was wonderful. She sent reassuring updates on my dog’s demeanor and activities (I’m retired and my dog and I are rarely separated) and the photos she sent showed a contented, happy pup. When I arrived home, my dog was very happy, but not frantic, to see me. I will definitely hire Krista again.”


Annie J.
Star Sitter


“Watching my old cat isn’t very glamorous and I always hire a little nervously. Annie was so responsive and clearly has a lot of experience with pets of all kinds. My kitty had an accident at home and Annie was kind enough to send pictures and update me right away. Best rover ever. Thank you!!!”


kylie l.

“Kylie was a lifesaver - she accepted my request on very short notice after I was left scrambling. She was quick to respond and was easy to communicate with. She did everything as asked and provided an update w/ a picture. Would definitely recommend and will utilize her again in the future.”


Anna O.Star Sitter

“She was so sweet to us and our dog Oliver. I just loved her report cards and all of her pictures showing us how he was doing. Highly recommend!”




Allegra R.
Star Sitter


“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!”


Cleda W.
Star Sitter


“Cleda is so considerate and thoughtful and accommodating! The rover cards I received were full of pictures and fun details about her visit with James and Miles, two tricky shibas. She made sure they were well-cared for and I would 100% book with Cleda in the future. She is super reliable and really shows love and affection for our pets.”


Kaitlyn B.Star Sitter
“Kaitlyn is very responsible and always takes great care of my two cattle dog mixes! They’re very high energy, but Kaitlyn always does a great job keeping up with them. Each time they stay with her, regardless of the amount of time, I get great pictures and updates, keeping me up to date on what they are up to!”


Lauri P.Star Sitter

“Lauri was an amazing sitter for our two cats while we were gone for the weekend. She was very nice and attentive. Lauri sent great summaries of the visits and sent multiple photos. We appreciate how responsive she was through this process as it was our first time having a sitter for the cats. I felt happy and relieved knowing that our cats were well taken care of. We definitely recommend her!”


Sydney R.Star Sitter

“She was super communicative, very positive, stayed with the kitties the full time every time (not everyone does). We would definitely love to see her again!”


Ann A.Star Sitter

“Ann did a wonderful job with our two cats while we were gone for 10 day! She was excellent at communicating, and sent great pictures each time she visited. Our cats were happy and content when we got home- a sure sign that Ann did very well with them!!”




Whitney H.


“Whitney was wonderful and took excellent care of our 2 cats. She immediately befriended them on her initial visit and was very thoughtful throughout the time she took care of them, sending us plenty of pictures and making sure both of them were eating, drinking, and playing while they were together. We would definitely have Whitney take care of our cats again!”


Azaria O.

“Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!”


Taylor B.Star Sitter

“Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗”


Megan B.
“Megan is fantastic with our pets! She has watched them over weekends when we’re gone, and checked in while we’re at work during the day. She always makes sure they are comfortable and safe when she leaves which is huge because we have a little escape artist! I would hire Megan to watch our babies again and again!”


Austin C.Star Sitter

“Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!”


Ryan & Jocelyn R.Star Sitter
“Ryan & Jocelyn are wonderful dog sitters and all around outstanding human beings: conscientious, caring, patient, and warm. They have watched my dogs - little McLucky & Bob-O - many times over the years and I have always felt that their wellbeing and safety were in excellent hands. Ryan & Jocelyn would make great pet parents themselves, but until that happens, they are the PERFECT people to watch your dogs while you are away. You will not be disappointed!”
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
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 Point Estates.
Rover makes it easy to find High Point Estates 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.
