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.

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Top rated Heritage Heights pet sitters

“Jen was amazing with her communication and keeping me informed about her visits. I also enjoyed the photos of my cat that she provided. She took excellent care of my cat and my home. I would definitely book her again. Thank you Jen!”


“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!”


“Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!”


“We booked Abigail and Ian last minute to let Pancho out, and they were amazing! They responded quickly, were super friendly, and made us feel completely comfortable trusting them to come into our home. We will definitely be booking again!”


“Kathryn is amazing. Extremely attentive to my baby’s needs and super flexible with our schedule. Her communication goes beyond expectation and has made our experience of rover great!”


About: I am a lifelong animal lover & care taker. I also own a small business making healthy pet treats, so your special fur face will be spoiled! I have experience with reactive dogs, behavioral problems, senior animals, medical issues, & a wide variety of species. I base my care around the animals needs, not my schedule. I am patient, steady, & calm. I have loads of engagement toys, puzzles & activities to keep your pet happy & stimulated. I have a very flexible schedule & work from home, so I can adjust around you & your pets' needs whether it's early morning, last minute, or before bed. I do not have a fenced yard, so I do not leave dogs outside at my home. I walk & take park trips multiple times a day. I have 3 dogs & a cat who are used to new friends visiting. I do not crate my dogs in my home, but am happy to in your home.

“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.”


“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!”

“Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!”


“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!”


“I can always trust Megan and Jacob to watch my kitties. They send lots of pictures and a recap message daily, and are even gracious enough to take care of my houseplants. I have been using them for the last year and a half and will continue to in the future!”


“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!”


“Kate was wonderful, we would highly recommend her services! Our dog is reactive to other dogs, so we've been nervous to have someone else walk her while we're out of town. Kate is highly experienced and did a great job. We loved receiving the detailed updates and many happy photos of our pup after each check-in!”


About: I’ve dog-sat for aunts and uncles since I was 16! I love dogs of all sizes and breeds :) big dogs have a special place in my heart because I used to show bullmastiffs when I was a kid! I work 3-4 days a week depending on my schedule. And I’m going back to school this fall. I am trying to save some money for a very expensive treatment that I’ve been trying to avoid so I’m doing what I can to make a little extra! I love our neighborhood and love being outside so I figured this is the perfect way to do that! My husband and I bought our house last November. We have a fenced in yard and an 8 month old chocolate lab puppy who LOVES other dogs and any opportunity to play with them! She will bark on occasion and when that happens, we just bring her inside because we don’t like to disturb our neighbors. She is allowed on the furniture when we invite her up so we don’t mind if you dog likes the couch! I would have the same respect for your house as I do my own!

“Logan, I could never thank you enough for the love and care you give to my pups! I know I can count on you 100% each and every time! Clearly, they love being with you (and Brittney:) Wishing you and your family a Merry Christmas! 🎄”

Loving pet sitters in your neighborhood
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Jen D.Star Sitter

“Jen was amazing with her communication and keeping me informed about her visits. I also enjoyed the photos of my cat that she provided. She took excellent care of my cat and my home. I would definitely book her again. Thank you Jen!”


Amanda K.Star Sitter

“Amanda K. Is beyond great! She is prompt, she exercises the pups, and most importantly she creates two very happy Goldens. Thank you Amanda!”


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.”


Zachary N.

“Easy last minute booking, I literally had to worry about nothing. Many thanks!!”


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!”


Tina K.
Star Sitter


“Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!”


Abigail & Ian R.Star Sitter

“We booked Abigail and Ian last minute to let Pancho out, and they were amazing! They responded quickly, were super friendly, and made us feel completely comfortable trusting them to come into our home. We will definitely be booking again!”


Kathryn N.Star Sitter

“Kathryn is amazing. Extremely attentive to my baby’s needs and super flexible with our schedule. Her communication goes beyond expectation and has made our experience of rover great!”


Laura S.Star Sitter
“Laura truly cared for my two dogs like they were her own. She was very attentive to their individual needs and quirks and went out of her way to make them feel comfortable with her. My one dog, Freddie, is fearful of new people and was initially skeptical of Laura. By the end of the week, she was easily his favorite human! It is a huge relief knowing your critters are well taken care of and well loved when you're away. She sent us regular photos and updates and was wonderful all around. Highly recommend!”


Joan F.Star Sitter

“Joan was a wonderful sitter for our two cats! She was super communicative, sent us lots of pictures, and was always timely. Would highly recommend!!”


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.”


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.”


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!”


Stacy S.

“Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!”


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!”


Meghan & Jacob D.Star Sitter

“I can always trust Megan and Jacob to watch my kitties. They send lots of pictures and a recap message daily, and are even gracious enough to take care of my houseplants. I have been using them for the last year and a half and will continue to in the future!”


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!”


Kate C.


“Kate was wonderful, we would highly recommend her services! Our dog is reactive to other dogs, so we've been nervous to have someone else walk her while we're out of town. Kate is highly experienced and did a great job. We loved receiving the detailed updates and many happy photos of our pup after each check-in!”


Lindsay B.
“Lindsay kept our 7 month old golden retriever for a week. We loved that she had a fenced in back yard. She took our dog on a walk every day. Gave him all the attention and love he needed! Highly recommend!”


Logan M.

“Logan, I could never thank you enough for the love and care you give to my pups! I know I can count on you 100% each and every time! Clearly, they love being with you (and Brittney:) Wishing you and your family a Merry Christmas! 🎄”
Heritage Heights pet parents share their Rover experiences
Claire is awesome! She sends very detailed reports and great pics. Claire made extra visits during our recent vacation when our senior kitty wasn't eating or drinking well. She picked up extra food for our kitty when he wasn't eating his regular food and gave him special treats. You can tell she really cares for our kitty!

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!
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
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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 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.
