Pet Sitting & Drop Ins in Parkwood Hills, 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 Parkwood Hills pet sitters

“This was my first time using Rover and Laura made the process very easy. She was very responsive, sent us notes and pictures from her visits and did a great job trying to engage our particularly skittish cat. I would not hesitate to rebook with Laura the next time we are out of town.”


“Maiya did a fantastic job looking in on our Havapoo puppy all week while we were away. She was professional, courteous, communicative, and most of all, we could tell our pup had a blast with her!”


“Kim was wonderful and sent detailed messages about the drop-in visits. The pictures were great to see that our cat was happy. She watered our plants too which was amazing! She cared for the wellbeing of our cat which made it that much easier to leave him. Highly recommend!!”


“Went with Sabrina again! She does such a great job with my picky, old toy poodle lol. Chewy takes a while to warm up to people so I'm glad he is in good hands with Sabrina. Was a no-brainer going with her and I recommend her!”


“Krista did a great job taking care of our kitty, Claude! Claude doesn’t let just anyone pet him and play with him right away but apparently he thinks Krista is his new bestie because he walked right up to the door to greet her and demand pets every night! Our cat was very well cared for while we were away. 😊”


“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!”



“Allegra has been great with Ozzie and very supportive of our schedule with helping out with his potty breaks, dinners and play times. Ozzie loves to see her every time she visits! Thank you again Allegra for looking after Ozzie 😁🙏🏼”


“What was supposed to be a regular drop in visit turned into an emergency, our dog ended up getting into bag of Cosequin. Jess couldn’t have handled it any better. She called poison control for us, stayed on the phone with them for hrs, kept us updated the entire time. Then she even offered to stay the night with our dog to make sure he is ok. I couldn’t have asked for a better person to be there in the time of need. Definitely will be re-booking with her. Thank you Jess”


“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.”


“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.”


“Lovely personality and great attention to detail. She did an awesome job with my sassy cats and kept me informed of things that were going on. I only would've loved more pictures and details but we didn't discuss this beforehand so it's still 5 stars!”


“Annie was great with Maggie! She was very responsive and gave updates on Maggie whenever I asked. I am really appreciative of her care of Maggie.”


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

“Very thorough and follows direction and house rules. Great communication and does really well with AdaRae. She seems to be very fond of her new friend! Will definitely be rebooking with Chenghao.”



“Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!”


“Courtney has cared for my very moody kitty with high medical needs twice now, and has taken such good care of him! Courtney is so patient, and has excellent skills working with animals directly complimenting their individual needs!”



“Jennifer is the only one I’d let watch my cats ! She’s very professional, keeps your babies safe and you can feel definitely better and at ease knowing she has your back. Thank you very much Jennifer and I look forward to booking you for many more times to come!”

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Laura D.Star Sitter

“This was my first time using Rover and Laura made the process very easy. She was very responsive, sent us notes and pictures from her visits and did a great job trying to engage our particularly skittish cat. I would not hesitate to rebook with Laura the next time we are out of town.”


Julie A.Star Sitter

“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”


Maiya W.Star Sitter

“Maiya did a fantastic job looking in on our Havapoo puppy all week while we were away. She was professional, courteous, communicative, and most of all, we could tell our pup had a blast with her!”


Kim M.

“Kim was wonderful and sent detailed messages about the drop-in visits. The pictures were great to see that our cat was happy. She watered our plants too which was amazing! She cared for the wellbeing of our cat which made it that much easier to leave him. Highly recommend!!”


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! 🤗”


Sabrina S.

“Went with Sabrina again! She does such a great job with my picky, old toy poodle lol. Chewy takes a while to warm up to people so I'm glad he is in good hands with Sabrina. Was a no-brainer going with her and I recommend her!”


Krista C.Star Sitter

“Krista did a great job taking care of our kitty, Claude! Claude doesn’t let just anyone pet him and play with him right away but apparently he thinks Krista is his new bestie because he walked right up to the door to greet her and demand pets every night! Our cat was very well cared for while we were away. 😊”


Anna O.Star Sitter

“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!”




Allegra R.
Star Sitter


“Allegra has been great with Ozzie and very supportive of our schedule with helping out with his potty breaks, dinners and play times. Ozzie loves to see her every time she visits! Thank you again Allegra for looking after Ozzie 😁🙏🏼”


Jess B.

“What was supposed to be a regular drop in visit turned into an emergency, our dog ended up getting into bag of Cosequin. Jess couldn’t have handled it any better. She called poison control for us, stayed on the phone with them for hrs, kept us updated the entire time. Then she even offered to stay the night with our dog to make sure he is ok. I couldn’t have asked for a better person to be there in the time of need. Definitely will be re-booking with her. Thank you Jess”


Yvonne L.Star Sitter

“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.”


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.”


Amaya B.

“Lovely personality and great attention to detail. She did an awesome job with my sassy cats and kept me informed of things that were going on. I only would've loved more pictures and details but we didn't discuss this beforehand so it's still 5 stars!”


Annie J.
Star Sitter


“Annie was great with Maggie! She was very responsive and gave updates on Maggie whenever I asked. I am really appreciative of her care of Maggie.”


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!”


Chenghao X.Star Sitter

“Very thorough and follows direction and house rules. Great communication and does really well with AdaRae. She seems to be very fond of her new friend! Will definitely be rebooking with Chenghao.”


Anna H.

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




Hannah I.


“Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!”


Courtney E.Star Sitter

“Courtney has cared for my very moody kitty with high medical needs twice now, and has taken such good care of him! Courtney is so patient, and has excellent skills working with animals directly complimenting their individual needs!”




Jennifer L.
Star Sitter


“Jennifer is the only one I’d let watch my cats ! She’s very professional, keeps your babies safe and you can feel definitely better and at ease knowing she has your back. Thank you very much Jennifer and I look forward to booking you for many more times to come!”
Parkwood Hills pet parents share their Rover experiences
Ann continues to be a top choice for me when it comes to finding a sitter for my 13 year old cat who has several medical needs. She has always left my home better than she found it, going as far as washing dishes in the sink that I left behind. She provides the most through, heartwarming updates, and is extremely punctual and reliable. As someone who feels immense guilt leaving my pet(s) behind, I feel much more at ease knowing Ann will take excellent care of him. Thank you so much, Ann!
Donna cared for our cat while we were out of the country and she was great! Donna always showed up on time for her drop in visits, provided updates with photos, and gave us peace of mind that everything was going well back home. We would absolutely book her again!

Dietrich has been a wonderful caretaker for my dog Coco. For the last year and a half he would visit her at lunch during the week and feed her plus take her on a nice little walk. His daily reports and funny stories made me smile while I was at work! He would let me know if he had a schedule conflict well in advance. I appreciate that Coco and I could work with him!

Popular requests near you
Select a filter and find qualifying Parkwood Hills 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 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 Parkwood Hills.
Rover makes it easy to find Parkwood Hills 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.
