Pet Sitting & Drop Ins in Westview Meadows, 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 Westview Meadows pet sitters

“Wow!! Working with Maiya was amazing! The pets were so happy when I came back, I think it was cleaner than when I left & Maiyas communication is soooo great! Highly recommend 100 million stars! Thank you!”


“Once again, so satisfied with Kim and the care she provides my little girl! She goes above and beyond to take care of Maple and I will always be so grateful!”


“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”


“Krista stopped by prior to the scheduled drop in visits to meet our dogs and ask about expectations. Our little ones were happy and playful when Krista was around. Thank you so much for taking the last minute booking!”


“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.”


“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!”


“She was great about check ins, which was nice as I was nervous about using rover for the first time. I have 2 cats and she was good at giving attention when they would let her, but also respecting boundaries of my scaredy cat. She is quick to respond, and was flexible when I needed help at the last minute due to unforeseen circumstances. Thanks Annie!!”


“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”



“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!”


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


“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!”


“Wonderful care from Sydney for the kitties! I came home to everyone happy and well, and the house stayed organized. Definitely would work with her again!”


“Sidney was so professional work with, and we appreciated her responding to us so quickly when we needed help on short notice. Layla loved her! We will definitely use Sidney again.”


“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.”


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!”


“Azaria is so responsive and understanding!! She let out 3 dogs for us with less than 24-hr notice. It was so nice to come home after a long day on the road to no accidents and happy pets. Thanks Azaria!!”



“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)!”


About: Hi, my name is Ava! I am looking to provide dog walking & check in services in the West Madison area. I am committed to providing individualized care, strong attention to detail, and genuine interest and compassion for animals. I grew up in a family that took in a variety of pets to provide a safe home. I am a strong believer in your fuzzy friends being your best friends! They deserve to be treated with care and love while you're away, just as I would want for my dog. I rescued my miniature pinscher 6 years ago and she is now 15 years old! She is both an old lady and still my little baby. I love all animals and I'm so excited to meet yours! I have experience working with children and youth with diverse needs, and that level of care and patience extends naturally to animals with anxiety, behavioral challenges, or special routines. My background in caregiving and support work has taught me to be highly responsible, communicative, and reliable. I’m organized, dependable, and quick to respond — qualities that give pet owners peace of mind. I also go the extra mile with photo updates, customized activities, and keeping pets happy and stress-free while their humans are away. I’m active and love outdoor time — whether it’s long walks, playing fetch, or trail adventures, I’m happy to match your dog’s energy level. I work from home so I have a flexible schedule from 7am-5pm, but it is not consistent every day. I am able to work my schedule around visits and walks if I have enough time to plan. Just message me with details! I could board pets during the day if it's a small dog with no aggression. I have a 15 year old miniature pinscher that gets anxious around medium-large dogs that have anxiety as well and/or some aggression. I am happy to do drop ins and walks throughout the day!
Loving pet sitters in your neighborhood
Search Results


Maiya W.Star Sitter

“Wow!! Working with Maiya was amazing! The pets were so happy when I came back, I think it was cleaner than when I left & Maiyas communication is soooo great! Highly recommend 100 million stars! Thank you!”


Kim M.

“Once again, so satisfied with Kim and the care she provides my little girl! She goes above and beyond to take care of Maple and I will always be so grateful!”


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”


Krista C.Star Sitter

“Krista stopped by prior to the scheduled drop in visits to meet our dogs and ask about expectations. Our little ones were happy and playful when Krista was around. Thank you so much for taking the last minute booking!”


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.”


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!”


Annie J.
Star Sitter


“She was great about check ins, which was nice as I was nervous about using rover for the first time. I have 2 cats and she was good at giving attention when they would let her, but also respecting boundaries of my scaredy cat. She is quick to respond, and was flexible when I needed help at the last minute due to unforeseen circumstances. Thanks Annie!!”


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”




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!”


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!”




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!”


Sydney R.Star Sitter

“Wonderful care from Sydney for the kitties! I came home to everyone happy and well, and the house stayed organized. Definitely would work with her again!”


Sidney R.Star Sitter

“Sidney was so professional work with, and we appreciated her responding to us so quickly when we needed help on short notice. Layla loved her! We will definitely use Sidney again.”


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.”


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!”


Azaria O.

“Azaria is so responsive and understanding!! She let out 3 dogs for us with less than 24-hr notice. It was so nice to come home after a long day on the road to no accidents and happy pets. Thanks Azaria!!”




Hannah I.
Star Sitter


“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)!”


Ava H.
“Ava is a compassionate, loving, caring, and responsible pet sitter and I would hire her in a heartbeat to care for my babies! She always gives endless love and affection to every animal she encounters. 10/10 recommend her for any pet sitting endeavor!”


Logan H.

“Logan did a great job dropping in on my cats! She sent a ton of great pictures and made me feel at ease while I was out of town for the weekend.”
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 Westview Meadows.
Rover makes it easy to find Westview Meadows 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.
