Pet Sitting & Drop Ins in Highland Manor, 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 Highland Manor pet sitters

About: Your pet deserves the best - we’re here to deliver that! I have grown up with dogs my whole life. We’ve had dogs of all sizes and personalities and have 2 pups right now! Every pet is so different and I’m experienced in shifting my approach based on the pets needs. My husband and I have very flexible schedules to help meet the needs of your pet! My work schedule is flexible and my husband works from home and can easily be available. We are happy to help multiple times per day if needed as well! We treat every pet as if they were our own. We have 2 pups that are spoiled with so much love and we would love the opportunity to show your pet that love as well. We are happy to stay active with the high energy dogs or provide some comfort and cuddles with the anxious or low energy ones. We ensure your pup will be loved, safe & happy even while you’re away!

About: I grew up caring for pets of all kinds, and for the past six years have cared for a behaviorally complex (but wonderful!) rescue pup. Our journey has taught me a ton about training, and about patience. As a result, I am very understanding of dogs and other animals that deal with reactivity — we are a shame-free household! I work full time, but my schedule is flexible on my work-from-home days and on weekends, which gives me plenty of time to care for and love on your pets. As a detail-oriented, attentive person, I will be sure to follow any instructions you have for your pet’s care. Otherwise, I will use my best judgment and careful attention to the safety and health of your pet to make all other decisions while they’re in my care.

“We scheduled Rhiannon for a number of drop-in visits while we were on vacation, and WOW, she was an absolutely amazing fit. She sent us photo updates with each drop-in, gave our fuzzy little friends much-needed attention and playtime, and ensured our cat who had just undergone a tooth extraction was recovering well. We would definitely rebook Rhiannon for all our Rover needs in the future.”


“Catherine was excellent! She was very prompt for her check in visits and was a great communicator. I always knew what my dog was up to during their time together. Cobi was definitely well taken care of while I was gone at work.”


“Maggie went above and beyond - including braving a winter snowstorm - to make sure our cat was well cared for while we were out of town. Couldn’t recommend more highly!”


About: I have cared for senior dogs and grew up with cats all my life. I believe that pets are family and I will love them as such I am currently working per diem so my schedule is what I make it. Currently would like to dedicate weekends to this and see how things go. I want to make sure I am respectful of the owners as well as the pets. So I will make sure to do whatever feels comfortable for all of us.

“I'm a single dog dad and work long days, so Caeli helps me have peace of mind by taking my pups for their midday walk on days when I can't. She does such a great job with them and I know they are in good hands. Appreciate her help!”


About: I have three trained dogs of all sizes and ages (a 8yr old cocker, a 14 yr old lab, and a 7 month old st. bernard). My furry babies are friendly with children and other dogs. We frequently explore the McFarland dog park so let me know if you feel comfortable with bringing your pup along! Otherwise I have a good sized, fenced in backyard for the animals to stretch, run and play. I am a special education teacher for elementary aged students. Over summer months I focus my time and energy on my kiddos and dogs. We love the outdoors! I will have plenty of flexibility and time to work around your pups' toileting and exercise schedule. Willing and able to follow your individualized needs for your fur baby. I am very present (especially during summer months when I am not teaching) so can make sure your pup is getting all the love and attention they deserve.

“Abby was a life saver, dropping in on my dog in a pinch when I needed to be away from home for a long work day. Reliable, great communication, and beloved by my dog :)”


“just got back from a trip and Elise did her usual excellent job of caring for our cat, Watson. The photos she sent from each visit were terrific and enjoyed not just by me but also by my coworkers as I showed them off. Watson is a very "needy" cat, wanting attention and to be cared for by as many people as possible for as long a time as possible every day. Elise shows him loving care and he laps it up!”


“Shikha was genuinely warm and caring, and even our shy cat responded to her. She pays wonderful attention to detail and is kind and understanding of the cats’ personalities. We will look forward to her caring for them again.”


“Fanny was super kind and did a wonderful job of checking in on my cat! Very communicative, amazing pictures after each visit, and made my trip much more enjoyable knowing my girl was well taken care of. Will definitely book again!”


About: I have years of hands-on experience caring for pets, from working at two boarding facilities and a doggie daycare—one of which also boarded cats—to pet-sitting for friends. I’ve handled dogs of all temperaments, including those with more challenging behaviors, and have experience caring for cats as well. Having had a few dogs, cats and even ferrets of my own, I understand how important it is to give pets the attention, care, and enrichment they need. Whether it’s a walk, playtime, or a cozy check-in, I’ll treat your pets like my own! My flexible schedule as a part-time bartender allows me to provide attentive care for your pets. I’m available for morning, afternoon, and late-night walks or check-ins, ensuring your pets get the exercise, attention, and care they need. Whether it’s a midday potty break, an evening stroll, or overnight care, I can work around your schedule to keep your pets happy and comfortable! I prioritize your pet’s safety and comfort, whether in your home or on a walk. With professional experience handling all temperaments, I ensure a calm, positive environment. I follow your pet’s routine, provide enrichment, and offer plenty of love and attention. Your pet’s well-being is always my top priority!

About: I am entirely committed to your pets comfortability and happiness. Whether your dog runs a million miles an hour and needs some good mental stimulation, or is more shy and just wants some gentle love, I’m here for all of it! I have had experience with everything from puppy training to caring for senior pups, and can handle all dog energy levels. I also have experience with dogs that aren’t comfortable around other dogs/aren’t dog friendly. Whatever you and your pup needs, I can be there! I have pretty open availability to be there for you and your pups needs! Earlier in the day is best for me but I can be flexible! I’m here to ensure that your dog is safe in whatever environment they’re in. I’ve had my puppy’s while living both in an apartment and in a house with a fenced back yard. I can easily crate your dog if needed, and am very experienced with leashes and how comfortable dogs are (or aren’t) on their walks with a leash.

“Travis stepped up at the last minute to provide drop in care over the holidays. He was communicative, great with Frankie, and very professional. We came home to a very happy pup!”


“Courtney is awesome! She takes careful care of our dog and obviously loves pets. We have used her service before and will definitely do so again.”


“Keezing is incredible as always! It’s hard for us to find someone who we are comfortable leaving our dogs with, and he gives us absolute peace of mind when he’s taking care of our dogs! I would highly recommend him!”


“Elizabeth was a life saver! She did such an amazing job with our dog who can be a bit of a handful! Very professional and cared for Stella like she was her own, I was really nervous leaving her with someone new for the first time and Elizabeth put our minds at ease. Can’t recommend her enough!”


“My cats were very comfortable with Emma, as evidenced by their rushing to her, and staying in the same room. I have no clue how she got such a great picture of Sunny! They enjoyed playtime and I did see food in their bowls when we returned, and no odd smells. She left the key where it was and took a pic, which was a great touch in case the girls thought it could be a play toy after leaving. Thanks again, Emma!”


“Jennifer took care of everything we asked and more. Our dogs really enjoyed having her come by. Her updates were amazing with all the details and pictures. Couldn’t have asked for anything more!”

Loving pet sitters in your neighborhood
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1. Abigail & Ian R.
“Abigail is a responsible professional whose love for animals sometimes outweighs that for humans. She is a delightful human being She is trustworthy and fun.”


2. Hannah B.
“I cannot recommend Hannah B. enough for this job! She has years and years of experience as a pet owner and caregiver. Hannah is extremely responsible, loving, and trustworthy with animals of all kinds. If you need someone to take your fur child on a walk or provide companionship while you’re away on vacation, she is your girl!”


3. Rhiannon B.


“We scheduled Rhiannon for a number of drop-in visits while we were on vacation, and WOW, she was an absolutely amazing fit. She sent us photo updates with each drop-in, gave our fuzzy little friends much-needed attention and playtime, and ensured our cat who had just undergone a tooth extraction was recovering well. We would definitely rebook Rhiannon for all our Rover needs in the future.”


4. Catherine C.

“Catherine was excellent! She was very prompt for her check in visits and was a great communicator. I always knew what my dog was up to during their time together. Cobi was definitely well taken care of while I was gone at work.”


5. Maggie P.

“Maggie went above and beyond - including braving a winter snowstorm - to make sure our cat was well cared for while we were out of town. Couldn’t recommend more highly!”


6. Jolie Zevallos
About: I have cared for senior dogs and grew up with cats all my life. I believe that pets are family and I will love them as such I am currently working per diem so my schedule is what I make it. Currently would like to dedicate weekends to this and see how things go. I want to make sure I am respectful of the owners as well as the pets. So I will make sure to do whatever feels comfortable for all of us.


7. Caeli C.

“I'm a single dog dad and work long days, so Caeli helps me have peace of mind by taking my pups for their midday walk on days when I can't. She does such a great job with them and I know they are in good hands. Appreciate her help!”


8. Kelly-Rose C.
“Kelly-Rose is responsive and thoughtful with how she cares for animals. She is very active and will send lots of photo updates throughout the day.”


9. Abby N.

“Abby was a life saver, dropping in on my dog in a pinch when I needed to be away from home for a long work day. Reliable, great communication, and beloved by my dog :)”


10. Elise W.

“just got back from a trip and Elise did her usual excellent job of caring for our cat, Watson. The photos she sent from each visit were terrific and enjoyed not just by me but also by my coworkers as I showed them off. Watson is a very "needy" cat, wanting attention and to be cared for by as many people as possible for as long a time as possible every day. Elise shows him loving care and he laps it up!”


11. Shikha V.

“Shikha was genuinely warm and caring, and even our shy cat responded to her. She pays wonderful attention to detail and is kind and understanding of the cats’ personalities. We will look forward to her caring for them again.”


12. Fanny M.

“Fanny was super kind and did a wonderful job of checking in on my cat! Very communicative, amazing pictures after each visit, and made my trip much more enjoyable knowing my girl was well taken care of. Will definitely book again!”


13. Samantha S.
“Samantha has extensive experience working with multiple types of animals. She is an animal lover to her core. She brings personal and previous knowledge from being a pet owner herself and her experience working at pet boarding/doggy daycare facilities. I would trust her with any of my pet needs. She will take amazing care of your pets!”


14. Alexandra B.
“Allie is one of the best pet sitters ever. She is super responsible and takes everything into consideration when watching your pets. I would highly recommend Allie and to this day ask her watch our dogs who always love to see her.”


15. Travis M.

“Travis stepped up at the last minute to provide drop in care over the holidays. He was communicative, great with Frankie, and very professional. We came home to a very happy pup!”


16. Courtney E.

“Courtney is awesome! She takes careful care of our dog and obviously loves pets. We have used her service before and will definitely do so again.”


17. Keezieng V.

“Keezing is incredible as always! It’s hard for us to find someone who we are comfortable leaving our dogs with, and he gives us absolute peace of mind when he’s taking care of our dogs! I would highly recommend him!”


18. Elizabeth M.

“Elizabeth was a life saver! She did such an amazing job with our dog who can be a bit of a handful! Very professional and cared for Stella like she was her own, I was really nervous leaving her with someone new for the first time and Elizabeth put our minds at ease. Can’t recommend her enough!”


19. Emma C.

“My cats were very comfortable with Emma, as evidenced by their rushing to her, and staying in the same room. I have no clue how she got such a great picture of Sunny! They enjoyed playtime and I did see food in their bowls when we returned, and no odd smells. She left the key where it was and took a pic, which was a great touch in case the girls thought it could be a play toy after leaving. Thanks again, Emma!”


20. Jennifer P.


“Jennifer took care of everything we asked and more. Our dogs really enjoyed having her come by. Her updates were amazing with all the details and pictures. Couldn’t have asked for anything more!”
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
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Highland Manor on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 166 pet sitters in Highland Manor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 90% of Highland Manor pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Highland Manor.
Rover makes it easy to find Highland Manor 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
There are 166 pet sitters in Highland Manor on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
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.
