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.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Parkwood Hills pet sitters

“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”


“Ann was incredible! She was so sweet and kind our cats Petri and Krobus as well as to us humans. Ann also took phenomenal photos of our cats (I am in awe!!) and left detailed notes with each visit. I'm so grateful she was able to watch our cats -- they were in excellent hands. Ann made the whole experience easy and gave us so much peace of mind!”


“Maiya was awesome with our needy cat! He wants all the attention all the time and she was sure to give him lots of love while we were out of town. She offered to bring in the mail too! Such a nice women and definitely a true animal lover!”


“Krista was awesome! One of my cats can be a little anxious and unwelcoming to new people, and Krista did a perfect job of following my instructions to accommodate him. By the end, I could see in the daily pictures that my cat really warmed up to her. I'll definitely be requesting cat care from Krista again!”


“Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)”


“Kim was our first experience using Rover and she was wonderful. She explained how things worked and we met beforehand to go over things. Kim took so much stress away from our trip. Besides taking care of the cats, it's nice that she was there to check on the house as well. Thank you Kim!”


“Anna did a great job with our girls! We received photos and a quick update on how they were doing during her check in. Couldn't have asked for a better experience.”


“Highly recommend Sabrina! She adapted to Chewbacca's needs and even introduced ways to get him to eat that I didn't even think about. Chewy's a stubborn, grumpy old poodle and he opened up to her!! Sabrina was easy to communicate with and sent plenty of updates to keep me in the loop. She went above and beyond with everything and treated Chewy like her own. I'll definitely choose her next time Chewy needs a 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!”


“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.”


“Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of”


“Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!”


“Evee took excellent care of our kitties (and fish)! She sent daily communication and texted if she had any questions. We will definitely be asking her to pet sit for us again!”


“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! 🤗”


“Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.”


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

About: I am a dog mom of two very anxious and reactive rescue pups (both under two year olds). I have experience administering oral medication and handling severe dog anxiety. I am patient and cautious, and overall want your pet to have the best experience. I am a real estate agent, so my schedule is extremely flexible and I happy to spend 15-30 mins checking in and walking your furry friend during the day or evenings. I just ask for a 48 hour heads up so that I can coordinate my schedule. If you live nearby, and would like your pet to have some off-leash enrichment time, I have a fenced in yard with plenty of sniff spots!


“I messaged Whitney at the absolute last minute because I realized I forgot to get someone to check in on my kitty while we were out of town for Thanksgiving. Whitney replied quickly and said she’d be happy to help while we were away— what a relief! She was great and my skittish cat was happy to come out and get some pets from her. Will definitely book Whitney again!”


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



“Jennifer was amazing watching our cat while we were out of town! She is very responsible and dependable. She goes above and beyond to ensure your pet is cared for.”

Loving pet sitters in your neighborhood
Search Results


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”


Ann V.Star Sitter

“Ann was incredible! She was so sweet and kind our cats Petri and Krobus as well as to us humans. Ann also took phenomenal photos of our cats (I am in awe!!) and left detailed notes with each visit. I'm so grateful she was able to watch our cats -- they were in excellent hands. Ann made the whole experience easy and gave us so much peace of mind!”


Maiya W.Star Sitter

“Maiya was awesome with our needy cat! He wants all the attention all the time and she was sure to give him lots of love while we were out of town. She offered to bring in the mail too! Such a nice women and definitely a true animal lover!”


Krista C.Star Sitter

“Krista was awesome! One of my cats can be a little anxious and unwelcoming to new people, and Krista did a perfect job of following my instructions to accommodate him. By the end, I could see in the daily pictures that my cat really warmed up to her. I'll definitely be requesting cat care from Krista again!”


Laura D.Star Sitter

“Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)”


Kim M.

“Kim was our first experience using Rover and she was wonderful. She explained how things worked and we met beforehand to go over things. Kim took so much stress away from our trip. Besides taking care of the cats, it's nice that she was there to check on the house as well. Thank you Kim!”


Anna O.Star Sitter

“Anna did a great job with our girls! We received photos and a quick update on how they were doing during her check in. Couldn't have asked for a better experience.”


Sabrina S.

“Highly recommend Sabrina! She adapted to Chewbacca's needs and even introduced ways to get him to eat that I didn't even think about. Chewy's a stubborn, grumpy old poodle and he opened up to her!! Sabrina was easy to communicate with and sent plenty of updates to keep me in the loop. She went above and beyond with everything and treated Chewy like her own. I'll definitely choose her next time Chewy needs a sitter!”




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!”


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.”


Cleda W.
Star Sitter


“Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of”


Ava H.

“Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!”


Yvonne L.Star Sitter

“Evee took excellent care of our kitties (and fish)! She sent daily communication and texted if she had any questions. We will definitely be asking her to pet sit for us again!”


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! 🤗”


Devon G.

“Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.”


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!”


Amaya B.
“Amaya is extremely caring and kind towards everyone, pets and humans all around. She is always eager to support your pets the best she can, through walking, enrichment, playing, or whatever else may be needed. I always appreciate her transparency and reliability, always using such clear communication. I’ve had the pleasure of seeing Amaya not only with her own cats and dogs, but with my deaf dog and other animals as well. She is a wonderful person and a great companion to help out when needed.”




Whitney H.


“I messaged Whitney at the absolute last minute because I realized I forgot to get someone to check in on my kitty while we were out of town for Thanksgiving. Whitney replied quickly and said she’d be happy to help while we were away— what a relief! She was great and my skittish cat was happy to come out and get some pets from her. Will definitely book Whitney again!”


Anna H.

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




Jennifer L.
Star Sitter


“Jennifer was amazing watching our cat while we were out of town! She is very responsible and dependable. She goes above and beyond to ensure your pet is cared for.”
Parkwood Hills pet parents share their Rover experiences
Krista was great! She really took the time to ensure that our kitties were well taken care of and provided daily updates on their wellbeing. Highly recommend her for your fur baby care and needs.

Natalie did an amazing job! My little Pablo looked so happy in all the pictures. Glad they had such a great time together. Will be happy to have Natalie help out again sometime!

We are planning to do multiple visits every week and needed a responsible person whom we could trust. Ava has been wonderful so far and we are looking forward to many more visits with 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!

Shatoria bonds well with our cats. They enjoy their time with her. She is very informative about how they are doing and provides lots of pictures. We know our cats are in good hands when Shatoria is doing drop in visits!

Samantha did an excellent job caring for our three cats. They usually aren't too friendly with strangers but they liked Samantha right away. We will definitely request her again!

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!

We're so happy we could rebook with Michelle and so are our bunnies, fish and frogs :) Thank you Michelle!

The dogs had a grand time with Allegra. I appreciated the impressive action photos Allegra captured and her detailed visit summaries!

Thank you for the personal attention you gave while caring for Marshie and Navi. We appreciate your attention to detail and all the love!☺️♥️

Katie did a wonderful job with Mocha! She was timely and prepared and sent us lots of photos and videos. We could tell Mocha had a great weekend and got lots of love and attention :)

Naomi was great! She offered to meet and/or do a video call before we booked to discuss the job with her. She arrived on time, left thorough updates on Rover, took pictures, asked questions, and even helped us bring our garbage cans out. She was really great and would definitely recommend for your furry ones!

Kaine has helped with my dog for months and months and has always been flexible to offer assistance if he could. I highly recommend him. Also, my dogs love him.

Lydia did a great job looking after my cat while I was out of town for a few days. She provided daily updates and I returned home to a happy kitty. Im a repeat customer. Next time I plan on leaving town Lydia will be the first person I call :)

Jolie has been super helpful. She loves animals and cares about them. She also respects and meets pet owners' needs. I couldn’t be happier with booking her. She is taking care of my babies, and I will definitely work with her again in the future.

Shy Kitty getting comfortable enough to let Nikki see her! Always appreciate N8kki,'s communications and photos!

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!

Kaelena did a great job watching my cat, She was reliable, trustworthy, very communicative and a pleasure to work with.

I got a recommendation for Fanny from a friend and it’s been wonderful to have her take care of my cat Roxy! She was a great communicator, diligent about Roxy’s needs, and made sure to snap some cute photos each visit. I look forward to asking her to visit Roxy again!

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.
