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

“Great first time with Maiya. Our cat Felix seemed to really like her. Great communicator and sends great daily pictures. Definitely recommend and will use her again for drop-ins next time we travel.”


“Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!”


“The pets are always excited to have Kim come over and we feel confident they are in good hands. She always goes above and beyond and is willing to work with us for last minute requests:)”


“This was my first time using Rover again after taking a break. Ann made this experience absolutely exceptional and took such great care of our pup. I’m so grateful to now have an amazing & reliable sitter in Madison! Thank you Ann!”


“Krista was so wonderful with my Bailey girl. She was so thorough with making sure she knew what Bailey needed and I wanted for their time together. I had no worries with Krista taking care of my dog and will definitely have her back! She’s such a sweetheart with a kind soul and your pets will be drawn to her!”


“Chenghao was absolutely amazing with my two boys while I went on vacation and kept me up to date on how they were doing. One of my boys typically does not like new people and he warmed up nearly instantly. Would absolutely love to work with chenghao again!”


“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!”


“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.”



“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!”


“She did such a good job with my cats. I had one who recently had teeth pulled, so both of my cats were getting fed largely different diets. She was able to manage them both. Also my very shy cat was even comfortable coming out to see her every day. Highly recommend”


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

“Taylor did great checking on our cats for a few days. Super fast to respond to messages and very kind, we really appreciated knowing our cats were in good hands.”



“Thank you again to Sarah for a wonderful sitter experience! Was sad to leave my cat at home during the holidays, but was happy to have Sarah keep her company and give her lots of love :)”



“Whitney has visited my 4 year old cat Clark on multiple occasions. On the most recent, I had to go away for the weekend, and Clark had gotten sick a few times earlier in the week. Needless to say, I was nervous to leave him. But Whitney was so responsive to all of my concerns and requests, and took really good care of him. Luckily there were no issues, but Whitney’s notes and care really helped put all my concerns at ease. Will definitely be requesting her services again!”


“Annie was great, super flexible, and helped us out when we needed to make a last minute change! The cats are healthy, happy, and seem well-played with ☺️”


“I always feel my kitties are in good hands while I am away when Meeka is able to drop in. She does a great job with the oral medication one of my cats gets. I know they get lots of play time while she is there as well!”

Loving pet sitters in your neighborhood
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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

“Great first time with Maiya. Our cat Felix seemed to really like her. Great communicator and sends great daily pictures. Definitely recommend and will use her again for drop-ins next time we travel.”


Laura D.Star Sitter

“Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!”


Kim M.

“The pets are always excited to have Kim come over and we feel confident they are in good hands. She always goes above and beyond and is willing to work with us for last minute requests:)”


Ann V.Star Sitter

“This was my first time using Rover again after taking a break. Ann made this experience absolutely exceptional and took such great care of our pup. I’m so grateful to now have an amazing & reliable sitter in Madison! Thank you Ann!”


Krista C.Star Sitter

“Krista was so wonderful with my Bailey girl. She was so thorough with making sure she knew what Bailey needed and I wanted for their time together. I had no worries with Krista taking care of my dog and will definitely have her back! She’s such a sweetheart with a kind soul and your pets will be drawn to her!”


Chenghao X.

“Chenghao was absolutely amazing with my two boys while I went on vacation and kept me up to date on how they were doing. One of my boys typically does not like new people and he warmed up nearly instantly. Would absolutely love to work with chenghao again!”


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!”


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.”




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


“She did such a good job with my cats. I had one who recently had teeth pulled, so both of my cats were getting fed largely different diets. She was able to manage them both. Also my very shy cat was even comfortable coming out to see her every day. Highly recommend”


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!”


Taylor B.Star Sitter

“Taylor did great checking on our cats for a few days. Super fast to respond to messages and very kind, we really appreciated knowing our cats were in good hands.”




Sarah S.Star Sitter

“Thank you again to Sarah for a wonderful sitter experience! Was sad to leave my cat at home during the holidays, but was happy to have Sarah keep her company and give her lots of love :)”


Anna H.

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




Whitney H.


“Whitney has visited my 4 year old cat Clark on multiple occasions. On the most recent, I had to go away for the weekend, and Clark had gotten sick a few times earlier in the week. Needless to say, I was nervous to leave him. But Whitney was so responsive to all of my concerns and requests, and took really good care of him. Luckily there were no issues, but Whitney’s notes and care really helped put all my concerns at ease. Will definitely be requesting her services again!”


Annie J.
Star Sitter


“Annie was great, super flexible, and helped us out when we needed to make a last minute change! The cats are healthy, happy, and seem well-played with ☺️”


Amaya B.

“Amaya was super sweet and helpful. She worked with our schedule, and our pup loved hanging out with her!”




Jennifer L.
Star Sitter


“The kitties were well taken care of and Jennifer was very flexible and willing to work with my when my travel plans got switched around. Thank you!!”


Meeka M.Star Sitter

“I always feel my kitties are in good hands while I am away when Meeka is able to drop in. She does a great job with the oral medication one of my cats gets. I know they get lots of play time while she is there as well!”
Parkwood Village 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!

Cloey was such a great sitter for my cat, Gloria! She sent me so many pictures of her each day, and gave me a thorough description of all the fun things they got up to while she was there! I will definitely be reaching out to Cloey again when Gloria needs a sitter!

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