Pet Sitting & Drop Ins in Hillside, Milwaukee
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 Hillside pet sitters
“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”
“We LOVE Jensen and will 100% be booking with him again. He took such good care of our babies, communicated with us well, all the updates and pictures kept us at ease. And even our shy boy warmed up to Jensen’s amazing energy!”
“Maiah was excellent with Terra. Always sends detailed visit summary. Communication is excellent and always responds in a timely manner. Highly recommend”
“Thank you Keusha!”
“Vilma was great with communication and was so kind! She sent multiple pictures a day and daily updates of how my boys were doing. I will definitely be keeping her in mind with future travels.”
“Carole was amazing and kept our grumpy senior kitty happy and well fed! Our place was also spotless upon our return. Definitely recommend her and her crew to take care of your furry family!”
About: I have spent my whole life surrounded by family dogs (mainly the bigger breeds). I got my first dog on my own almost 5 years ago and my 2nd last year. I have seen and cared for dogs in all stages. I do work full time with a flexible hourly schedule and can help with care as needed. Currently I work 9-5 and I walk my boys every night and can make most scheduling needs work! I have a fenced in yard and 2 friendly dogs myself. While I’m home the dogs can all be interactive together in and outside, while also being walked. While away from home and for sleeping dogs will be crated for safety purposes (never longer than 8 hrs for work)
“Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!”
“Megan was so wonderful!! Our sassy cat loved her and we could tell he felt comfortable with her and was calm when we got home after a week away. We are so thankful to have found her and are way more confident with leaving in the future!”
“Julia was great to work with and took good care of our boys!”
“Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.”
About: My family has adopted rescue dogs since I was 6 years old. I'm very familiar and comfortable with dogs with anxiety and digestive issues. I have dogsat relatives' dogs throughout high school and college and started dogsitting coworkers' dogs as soon as I joined the workforce. I work a 40 hour work week but work remote 2-3 times a week. I am a close walk to work, so I can always come back quickly without issue. My night and weekend schedules are incredibly flexible. I live close to many parks and love going on walks. I also like taking dogs on runs if that is of interest. I've been trusted to dogsit in numerous families' homes and pay extra attention to being respectful while there.
“Kennedy was amazing! It's clear our boys loved them and we greatly appreciate going the extra mile by cleaning up the messes our boys made and even grabbing our mail.”
About: I'm a dog lover in every regard, I have two yorkies (Theo and Winnie) who love to play, well trained (although vocal), and moving downtown. I've done rover for a number of years so I'm experienced with medications, senior dogs, pack behavior, training puppies, etc. If you have questions feel free to ask. I work in an office 4 blocks from my apartment M/Tue/Th, I'm remote Wed/Fri, my hours are 9 - 5. Outside of that I am active, there is a cute little dog park opening downtown and I love walks. I can't have pets in my home but I treat your pet as much as my own as you would like. I like to know all their normal routines/rules to maintain consistency for them as well as what they enjoy so they have fun when I hang out. I understand pets need time to gain trust with new people but I secretly love when they realize I'm safe and I love them.
“Jackie was great! Kitties were very well taken care of. Pictures were sent throughout of them playing, having treats, etc which was nice to see while we were away! Would definitely use her again!”
About: I have had animals all my life and feel a real connection to them. My dog Kyra is my soul dog. I've had her since college and she's the best dog I could ever imagine owning. She is a 60 lb lab dog who has to be attached to my hip at all times, which I am perfectly okay with. I grew up having cats, but my husband is allergic so I would love to get some cat quality time in by taking care of yours :) I love being outside so taking your dogs on long walks would be an honor. I promise to make them feel loved in the little time I may get to spend with them. My dog can play pretty hard so I am a bit weary of watching smaller dogs around her, so I will leave it up to your discretion. She did become best friends with a small weenie dog (who thought he was much bigger), so it really just depends on your dog's personality. I would suggest meet and greets before hand for these situations :) Due to Kyra's high energy and the fact that I live in an apartment, we do go outside many times throughout the day as weather permits, and even go to the dog park whenever possible, so your dog is sure to have lots of outside time.
“Jahaira took great care of my senior kitty! She was excellent at responding and sending photo updates, as well as giving my cat her needed medication and wanted play time”
“We always appreciate Lily's caring service. She even was able to accommodate a late date change, which was greatly appreciated. She always leaves a great report and pictures. We highly recommend her!”
“Sydney took wonderful care of my dog Morty while I was away! I will definitely contact her again”
About: I have been a dog owner my whole life and have taken care of friends and family’s dogs on many occasions. I am happy to walk, feed, and play with your four-legged friend! I am a student physical therapist in palm desert for work, so I am available in the evenings or weekends to help with all your pet care needs! I will care for your pet as directed and make sure all their specific needs are met. I will provide the best care to leave you feeling at ease!
Loving pet sitters in your neighborhood
Search Results
Carrianne L.Star Sitter
“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”
Jensen M.Star Sitter
“We LOVE Jensen and will 100% be booking with him again. He took such good care of our babies, communicated with us well, all the updates and pictures kept us at ease. And even our shy boy warmed up to Jensen’s amazing energy!”
Maiah D.Star Sitter
“Maiah was excellent with Terra. Always sends detailed visit summary. Communication is excellent and always responds in a timely manner. Highly recommend”
Keisha P.Star Sitter
“Thank you Keusha!”
Vilma C.Star Sitter
“Vilma was great with communication and was so kind! She sent multiple pictures a day and daily updates of how my boys were doing. I will definitely be keeping her in mind with future travels.”
Carole & Shannon C.Star Sitter
“Carole was amazing and kept our grumpy senior kitty happy and well fed! Our place was also spotless upon our return. Definitely recommend her and her crew to take care of your furry family!”
Kira H.
“Kira has a love for animals. I've know her many years. She is kind, trustworthy, compassionate, punctual and above all will treat any animal she watches like her own. All her animals are spoiled like all animals should be. You would be making a great decision to have Kira take care of your pets.”
Ilene G.Star Sitter
“Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!”
Megan D.Star Sitter
“Megan was so wonderful!! Our sassy cat loved her and we could tell he felt comfortable with her and was calm when we got home after a week away. We are so thankful to have found her and are way more confident with leaving in the future!”
Julia S.
“Julia was great to work with and took good care of our boys!”
Valerie S.Star Sitter
“Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.”
Molly S.Star Sitter
“Molly has spent almost all her life around dogs and is a dedicated caregiver. She will give your dog lots of love and attention, and she understands dogs with unique needs. Molly will be a responsible companion for your dog.”
Kennedy K.
“Kennedy was amazing! It's clear our boys loved them and we greatly appreciate going the extra mile by cleaning up the messes our boys made and even grabbing our mail.”
Ashley M.
About: I'm a dog lover in every regard, I have two yorkies (Theo and Winnie) who love to play, well trained (although vocal), and moving downtown. I've done rover for a number of years so I'm experienced with medications, senior dogs, pack behavior, training puppies, etc. If you have questions feel free to ask. I work in an office 4 blocks from my apartment M/Tue/Th, I'm remote Wed/Fri, my hours are 9 - 5. Outside of that I am active, there is a cute little dog park opening downtown and I love walks. I can't have pets in my home but I treat your pet as much as my own as you would like. I like to know all their normal routines/rules to maintain consistency for them as well as what they enjoy so they have fun when I hang out. I understand pets need time to gain trust with new people but I secretly love when they realize I'm safe and I love them.
Jackie C.Star Sitter
“Jackie was great! Kitties were very well taken care of. Pictures were sent throughout of them playing, having treats, etc which was nice to see while we were away! Would definitely use her again!”
Maci P.
“Maci is a loving and caring friend that everyone needs in life. By spending just a minute with her, you'll easily be able to see the kind of person she is. If you want your dog cared for by a genuine and compassionate person (for humans and dogs), hands down she's the best option.”
Jahaira C.
“Jahaira took great care of my senior kitty! She was excellent at responding and sending photo updates, as well as giving my cat her needed medication and wanted play time”
Lily S.Star Sitter
“We always appreciate Lily's caring service. She even was able to accommodate a late date change, which was greatly appreciated. She always leaves a great report and pictures. We highly recommend her!”
Sydney Z.
“Sydney took wonderful care of my dog Morty while I was away! I will definitely contact her again”
Alison S.
“Alison has been a dog owner and lover her entire life. She grew up with three bearded collies over the course of her youth, during which time she took part in walking, feeding and nurturing all three dogs. Alison will most definitely adopt a dog in her adulthood as she enjoys the companionship that a dog offers. Alison has always been a responsible and reliable person. She is currently a graduate student working toward her PHD degree and understands what hard work and determination mean. Alison would be a great addition to any dog’s routine—I would highly recommend her services!”
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Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
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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.
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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 Hillside.
Rover makes it easy to find Hillside 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.
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