Pet Sitting & Drop Ins in Heritage Heights, 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 Heritage Heights pet sitters

“Jen was very attentive with Iroh and made sure that he was well cared for in our absence. I would happily book her again and recommend her to any pet parent!”


“Amazing duo! So grateful for them watching my pup, they took such good care of her, were super communicative and my dog loved them!! Can’t wait to have them come back”


“Amanda was wonderful with our dogs! She gave them lots of cuddles and play time, and even brought her kids over to play hide and seek with them. She also sent great report cards with pictures!”


“Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!”


“Tina was very communicative and thorough with her questions ahead of the visit to ensure she had everything needed day of without any uncertainties. She also met our dogs twice ahead of the visit for everyone's mutual benefit and comfort. Tina provided detailed notes of our dogs outings, feeding, and activities, along with photos of their time. I know our animals had a great visit with Tina and would recommend her to any perspective sitting needs.”


“Laura is great! She arrives on time and my dog seems to love going with her. She is very helpful and knowledgeable about dogs. I couldn't recommend her more!”


“Joan has been a sitter for us twice on very short notice and done a fabulous job! She takes great photos, super reliable and is very communicative in providing updates!”


“Very appreciative of Heather and her willingness to check in on my cat while I was away for a few days during the Christmas holiday. She responded in a timely manner to my request and was very communicative during the entire process before and during pet sitting. Heather gave me updates and photos after each visit which I loved! She is experienced with cats and was very lovely as a pet sitter. My cat Myles enjoyed her visits. Highly recommend!”


About: Ask me about my foster dogs!! **meet & greet required for new clients** I’m a trained animal handler and current canine companion at DCHS, with certifications in Fear Free and LIMA. I love building trust with pets - especially helping shy dogs come out of their shell. I have experience with a wide range of temperaments and personalities. I’ve worked with dogs, cats, rabbits, and reptiles, and bring calm, respectful handling to every visit. My goal is to build a positive, lasting relationship with your pet. Overnight pet sitting with established clients only at this time. Please schedule a meet & greet 10 days in advance to be considered for overnight stays in your home. I am a freelance graphic designer and have a flexible schedule as I mostly work from home. I enjoy hiking & volunteering in my free time. I am happy to provide care for your animal where they are most comfortable, in their own home. Unless absolutely needed I will never enter private areas of a home. (Ex: bedrooms) and will care for your pets in common shared spaces (living room)

“Safeeyah was incredible with my kitties. She was extremely responsive, sent lots of photos, and updated me on how each visit went. It was so calming to know my cats were in good hands. I will definitely be rebooking if I’m out of town, and I highly recommend her!”


“Darby was so great! She let our three dogs out for a potty break after my dog just had surgery and took great care of him. She did a lot for my dog with him needing help using the bathroom and wearing post surgery clothes/cone. She was super loving and friendly with the dogs. Highly recommend!”

“Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.”


“Meghan did a fantastic job with our cats, taking care of their needs & working to get them out of hiding, & even solving issues I hadn’t fully thought through before leaving town. She was super communicative & helpful too! 5 stars, fully recommend, woo-hoo!”


“Jennifer was great with both of my dogs. One is a bit fearful but she was able to win him over easily. They were so nice and relaxed when I got home, it was so nice to know they were so well cared for”


“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”


About: Hi! I'm Hailey. I am totally obsessed with animals, despite being a healthcare worker. I'm currently a student nurse at the UW, but it doesn't mean I can't spend time with animals! In my profile, you'll see pictures of two yellow labs; these two are gone now, but I grew up with them, and they taught me so much about life and love. I have spent time volunteering with the DCHS, Heartland Farm Sanctuary (where you see the emus), and Feathered Friends. Most recently, I adopted a disabled kitty cat and a labrador rescued from a puppy mill. Both of them fulfill my life in ways I can't even begin to explain. Having worked in nursing and volunteered with animals, I am no stranger to compassionate care! Other than going to classes, my life revolves around my dog. She goes everywhere with me, and we exercise for at least an hour together every day. Every room of my house has a dedicated spot for her! Your pets would be treated no differently (unless that's what you want!) My partner and I maintain a child-free and drug-free home in a quiet neighborhood. Our home is peaceful and low-stress, perfect for any pup. As for walking, I always carry personal protective equipment (pepper spray, alarms, location trackers) to maintain safety. I alone will be your beloved pet's caretaker per Rover policy.

“Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!”

Loving pet sitters in your neighborhood
Search Results


Jen D.Star Sitter

“Jen was very attentive with Iroh and made sure that he was well cared for in our absence. I would happily book her again and recommend her to any pet parent!”


Abigail & Ian R.Star Sitter

“Amazing duo! So grateful for them watching my pup, they took such good care of her, were super communicative and my dog loved them!! Can’t wait to have them come back”


Amanda K.Star Sitter

“Amanda was wonderful with our dogs! She gave them lots of cuddles and play time, and even brought her kids over to play hide and seek with them. She also sent great report cards with pictures!”


Shannon H.Star Sitter

“Shannon came through on short notice over a holiday and gave great care to my two kitties! She did just what we asked and more! I am very grateful.”


Steve J.Star Sitter

“Bro is efficient. Treats his clients like family bringing in mails and I really appreciate it. 4th week watching my meowies and I couldnt be anymore but greatful.”


Kathryn N.Star Sitter

“Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!”


Tina K.
Star Sitter


“Tina was very communicative and thorough with her questions ahead of the visit to ensure she had everything needed day of without any uncertainties. She also met our dogs twice ahead of the visit for everyone's mutual benefit and comfort. Tina provided detailed notes of our dogs outings, feeding, and activities, along with photos of their time. I know our animals had a great visit with Tina and would recommend her to any perspective sitting needs.”


Laura S.Star Sitter

“Laura is great! She arrives on time and my dog seems to love going with her. She is very helpful and knowledgeable about dogs. I couldn't recommend her more!”


Joan F.Star Sitter

“Joan has been a sitter for us twice on very short notice and done a fabulous job! She takes great photos, super reliable and is very communicative in providing updates!”


Heather K.Star Sitter

“Very appreciative of Heather and her willingness to check in on my cat while I was away for a few days during the Christmas holiday. She responded in a timely manner to my request and was very communicative during the entire process before and during pet sitting. Heather gave me updates and photos after each visit which I loved! She is experienced with cats and was very lovely as a pet sitter. My cat Myles enjoyed her visits. Highly recommend!”


Hannah R.
“I highly recommend Hannah! She was very kind and affectionate toward my dog. I felt at ease knowing Cosmo was in good hands. You will not be disappointed!”


Zachary N.

“Consistently great! Another few days of visits with Zachary in which I had 100% worries for my senior dog while I was out of town!”


Safeeyah Q.

“Safeeyah was incredible with my kitties. She was extremely responsive, sent lots of photos, and updated me on how each visit went. It was so calming to know my cats were in good hands. I will definitely be rebooking if I’m out of town, and I highly recommend her!”


Darby P.
“Darby was so great! She let our three dogs out for a potty break after my dog just had surgery and took great care of him. She did a lot for my dog with him needing help using the bathroom and wearing post surgery clothes/cone. She was super loving and friendly with the dogs. Highly recommend!”


Mark L.Star Sitter

“Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.”


Meghan & Jacob D.Star Sitter

“Meghan did a fantastic job with our cats, taking care of their needs & working to get them out of hiding, & even solving issues I hadn’t fully thought through before leaving town. She was super communicative & helpful too! 5 stars, fully recommend, woo-hoo!”


Jennifer J.

“Jennifer was great with both of my dogs. One is a bit fearful but she was able to win him over easily. They were so nice and relaxed when I got home, it was so nice to know they were so well cared for”


Anna S.

“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”


Hailey M.
“Hailey has been around pets her entire life. I know her personally, and can say for certain that she has immense affection for any and every type of dog. She cares for them as though they were her own children, protecting and feeding them to the best of her ability.”


Stephanie H.Star Sitter

“Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!”
Heritage Heights pet parents share their Rover experiences
Bro is very dedicated, transparent, and really cares about my pets. It has been a very long 2 months of scheduled weekly visits and I am happy to come back to my pets all well-taken care of. I definitely recommend Steve to anyone looking for responsible pet sitters.

This was our first time using Rover and having Elise care for our 10 year old cat. Elise is awesome - she's so easy to communicate with, has a great personality, is responsible, shows up for the visits, sends an email update with photos, and did an excellent job caring for our cat. Elise checks all the boxes and this is a first for us! I highly recommend Elise to care for your pet(s)! We've already rebooked with her!

I recently had the pleasure of entrusting Adeline with the care of my cat, and I could not be more pleased with the experience. From our initial communication, Adeline demonstrated professionalism, reliability, and a genuine affection for animals. Throughout the duration of the sitting, I received regular updates, including photos and thoughtful notes, which provided great peace of mind. I would highly recommend her to anyone seeking a trustworthy and compassionate pet sitter. I will certainly be requesting her services again in the future.

Tina was very communicative and thorough with her questions ahead of the visit to ensure she had everything needed day of without any uncertainties. She also met our dogs twice ahead of the visit for everyone's mutual benefit and comfort. Tina provided detailed notes of our dogs outings, feeding, and activities, along with photos of their time. I know our animals had a great visit with Tina and would recommend her to any perspective sitting needs.

If ever someone would go over and above with a drop in CAT visit, it's Jessica. She did what was required and followed our instructions to the letter, but also provided extra lovin' and treats to our cat, which was greatly appreciated. She also provided lots of pictures and text updates. A+ sitter!

Thank you, Meghan & Jacob for taking such good care of Pete!! She was in such good hands and loved all the attention and time with you. We really appreciated the check in notes and pictures. My son (4 yr old) was especially happy to see Pete was doing so well while we were gone. We know who to call to watch her for our next trip!

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