Pet Sitting & Drop Ins in Orchard Ridge Community, 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 Orchard Ridge Community pet sitters

“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.”


“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!”


“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!”



“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.”


“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.”


“Ashley is amazing. We’ve been having her visit with our cat Todd for over a year. He is becoming more high maintenance as he ages and now she’s been on puke duty and hasn’t questioned things one bit. She is easy to talk to and always keeps us in the loop. I highly recommend booking with her for any of your pet sitting needs.”


“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: I grew up on a farm here in Dane County and have experience looking after many species: large animal, small animal, fish, reptiles, birds, and of course cats and dogs! I have officially been petsitting since 2018 but have watched the pets of friends and family much longer than that. I received my degree in Animal and Veterinary Biosciences from UW Madison in 2023 with an emphasis in nutrition, and I worked at a pet food store for 6 years previous to that, so I am happy to accommodate any special feeding requests. I own two large protection breed dogs myself, but have also owned and petsat small breed dogs, so I have no size or breed exception. I am happy to work with reactive dogs as long as you help me to have a thorough understanding of what scares/upsets them. Please reach out to me if you have any questions! I am happy to do overnights, stay long term, or do just quick drop ins. I currently am working 8:30-5 M-F so I am typically unavailable during those hours. I am happy to do overnights, long term stays, drop in visits, or walks I make sure to go over all of the owners requests and requirements and to follow all rules. I am clean and tidy and will leave your house as I found it.

About: I have experience with all types of pets, from high-energy companions to more laid-back, relaxed ones. Growing up with dogs, working as a social worker at a veterinary clinic, and being a pet owner myself, I understand how important it is to provide your pet with the love and care they deserve. Every pet has its own unique personality, and I’m here to cater to their individual needs—whether your dog requires an extra-long walk or your cat needs brushing and nail trimming. I’ve got you covered! I work from 8:00-4:30 most days of the week. I’m available for walks and drop in visits at any point on the weekends. I can also make walks and drop in visits work anytime before and after my workday during the week. For all services, whether it's walking your dog or housesitting, I like to gather all the details. I understand that you’re trusting me to take care of your pet, and I want to make sure I meet your expectations. To do this, I'll learn about your pet’s routine, how they behave during walks, their personality, and any special care instructions that will help make the experience better for everyone involved.

“Robert was great with our German Shepherd. Our dog can be shy with new sitters, but Robert was patient with her and treated her well. I would recommend using him as your sitter.”

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”


Ann V.Star Sitter

“Ann was fantastic with our cat and kept us updated with tons of photos and detailed report cards while we were on vacation. We’d rebook with her in a heartbeat!”


Jolie ZevallosStar Sitter

“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.”


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!”


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!”


kylie l.

“Kylie did a great job of taking care of our kitty. Our kitty loved her and she kept us informed about how he was doing and sent lovely pictures of him!! Would definitely 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


“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”


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!”


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.”


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.”


Ashley K.

“Ashley is amazing. We’ve been having her visit with our cat Todd for over a year. He is becoming more high maintenance as he ages and now she’s been on puke duty and hasn’t questioned things one bit. She is easy to talk to and always keeps us in the loop. I highly recommend booking with her for any of your pet sitting needs.”


Amaya B.

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


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.”


McKenna B.
“Having previously worked with McKenna is have seen both her interactions with dogs in a pet store environment as well as with my own dog. She has a outgoing demeanor that helps nervous dogs like mine grow comfortable in her presence.”


Aubrey T.
“Aubrey grew up with dogs and currently works with lots of different animals herself. She also adopted her own cat within the last year. She is an animal lover through and through. She thinks all animals are “good boys and good girls” and treats them all accordingly. She’s excellent with pets schedules and so good with any animals’ temperament; from aloof to needy. She believes in playtime and exercise for animals and treats them all as she does her own, which is with all the love!”


Robert N.Star Sitter

“Robert was great with our German Shepherd. Our dog can be shy with new sitters, but Robert was patient with her and treated her well. I would recommend using him as your sitter.”


Maryrose A.

“Maryrose did a great job, communication was excellent, and our pets loved her!”


Grace R.

“Grace clearly loves animals and took great care of my cat! She went above and beyond in chronicling her time with him and sent great pictures and videos. Will be hiring again.”
Orchard Ridge Community 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!
Natalie cared for my cranky kitty Ozzie with so much confidence and enthusiasm! She graciously accepted an unexpected change in our schedule at the last minute. I will definitely request her services again and highly recommend her to anyone as a caring and compassionate sitter. Thank you so much Natalie!

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 Orchard Ridge Community 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
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Why Choose Rover?
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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 Orchard Ridge Community.
Rover makes it easy to find Orchard Ridge Community 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.
