House Sitting in Hilltop Parish, Milwaukee
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Top rated Hilltop Parish house sitters


“Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!”



“Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!”


“Tegra made me feel comfortable with leaving my senior pup. She provided photos and communicated with me when the many times I reached out to check in on Tedi. I came home to a happy pup!”


“Jeanee was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!”


“Katelyn was friendly and easy to communicate with. She sent us updates and pics of our pups every other day while we were on vacation (she also seemed respectful of wanting to let us truly enjoy our time away). The house was left very clean when we returned and our boys were happy and loved!”


“Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!”


“Joan stayed for 3 days with my dog Charlie at my house. She was timely, responsive and took excellent care of both my home and my dog. I would absolutely ask Joan to pet/house sit for me again. Charlie is an old guy who can have separation anxiety causing him to pee in the house. Joan did such a great job making him feel safe and happy.”


“Cannot recommend Jaclyn highly enough. She was nothing short of amazing. Anyone can watch your dog but only a special person can make them feel as loved and cared for as you do. 100% will book her again!”


“Jasmine was amazing! She was extremely communicative and professional. I would absolutely book Jasmine again. She sent tons of photos and updates and my pets loved her!”


“Heather was so sweet and understood our animals are our family. She sent pictures throughout her stay which really put my mind at ease. We will book Heather again for the future!!”


About: I currently do not own a pet, but I often pet-sit my sister's two adorable puppies that they sometimes have me pet sit them. I like small pets. I am currently working from home and end shift at 12:30pm. This flexible schedule allows me plenty of time to provide attentive and loving care as pet-sitter. My property feathers a fenced yard, and I am planning to create a smaller, fenced grassy area to provide pets with a clean and safe.

“Megan was wonderful with our cat Leo! She cared for him and our home like they were here own. She sent plenty of picture and videos and didn’t hesitate to reach out with questions to make sure Leo got the best care possible. We look forward to working with Megan again!”


About: Ive had dogs growing up all of my life big and small. I currently have two of my own dogs one rescue that is 132lbs and the other is a golden doodle that is 47lbs! In the winter i have alot of spare time as im only snow plowing and would like to fill that spare time by watching others dogs. I would prefer caring for dogs in others homes as i do have two fur babies at home and would prefer to give my full attention to the clients dog.

About: I have many years of pet care experience, I grew up on a farm,I have a calm caring approach I'm dependable and full of heart! I'm currently in between jobs so I have plenty of time for your fur baby for walks , belly rubs, treats & tail wags everything we're together! Safety is always a priority!! Love and affection & pets happiness is very important to me - treat them like family - because they are!

“Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!”


About: Animals have always been a part of my life. They show us so much love. Who are we not to give it back in return. Since the passing of our long time dog (Roc,15) we’ve been watching our friends and family dogs while they’re out of town. In each case the owners return with their dogs a little hesitant about wanting to return home. LOL. I work from home and I have no plans of switching to another job that would require me to go into the office. Therefore, I have plenty of time to play with your big and little babies. I also like to take walks at minimum twice a day. This is a perfect time for your fur babies to stretch their legs. After a nice long walk I clean their paws to make sure they leave the yucky stuff outside. I have a designated area where they can sleep. However, I like to keep them close to me during the day while I’m working. I think it sets them up for a positive visit. They immediately become part of the family. I also have the flexibility to take them out throughout the day. There is a highly recommended veterinarian within a two minute driving distance and maybe a ten minute walk in the event of an emergency.

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

About: 🐾 Buddy’s Boarding — Where Pets Feel at Home Hi! We're Percy and Darik — two experienced pet lovers offering premium dog boarding from our home in Brown Deer. One of us is home full-time, giving us the flexibility to provide reliable, personalized care for every pup we host. 🐶 Why pet parents love Buddy’s Boarding: • Spacious yard with a partially fenced area for play and potty breaks • Flexible pick-up/drop-off times with clear communication • Convenient location — just 10 minutes from I-43 and Hwy 41 • Quiet, dog-friendly neighborhood with sidewalks and green space • Two attentive, dog-experienced sitters under one roof • Access to a dog-friendly pool (summer months only, supervised, optional) ✨ Our Story Buddy’s Boarding is named after the dog that started it all. At 10 years old, I found Buddy as a stray near my dad’s business and begged my mom to let us keep him. She said yes — and from that moment on, my bond with animals was sealed. That connection still fuels the love and care we give every dog who stays with us. Whether your pup is active and playful or chill and cuddly, we tailor each stay to their needs. Let us know your dog’s routine and preferences — we’re happy to accommodate. We can’t wait to welcome your dog into our home. 🐾 👉 Send us a request to get started — we’d love to meet your pup! Pet care fits seamlessly into our daily routine. My partner Darik works from home as a graphic designer, so there’s always someone present to supervise and care for the dogs. I work part-time as a dog handler in the mornings, which means I bring both experience and structure to our day. Between the two of us, we’re able to give pets plenty of attention, play, and potty breaks throughout the day — with flexibility for early drop-offs, midday walks, and evening wind-downs. It’s a rhythm that’s built around making dogs feel safe, happy, and at home. Safety We prioritize safety by pet-proofing our home, keeping hazardous items out of reach, and supervising pets at all times. Whether it’s backyard play or a leashed walk, we ensure dogs are always in secure, pet-friendly environments. We also tailor safety measures to each dog’s personality, energy level, and needs. Trust Building trust with both pets and their people is at the heart of what we do. We take time to understand each dog’s routine and preferences, and we maintain regular communication with pet parents — sharing updates and photos so they always feel connected and confident in our care. Environment Our home is clean, cozy, and designed with dogs in mind — with plenty of space to move, comfy spots to rest, and loving attention throughout the day. We create a calm, positive environment and adjust our approach to meet each dog where they’re at. If we’re caring for pets in their home, we follow their routine closely to ensure they feel safe, secure, and comfortable in their own space.
Loving house sitters in your neighborhood
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Ashley W.

“Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!”




Paul S.Star Sitter

“Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!”


Tegra R.Star Sitter

“Tegra made me feel comfortable with leaving my senior pup. She provided photos and communicated with me when the many times I reached out to check in on Tedi. I came home to a happy pup!”


Cody C.Star Sitter

“Cody was great with our dogs. She communicated and updated me on them regularly. She took care of the house as well. I would use her again and recommend her!”


Jeanee S.

“Jeanee was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!”


Katelyn A.Star Sitter

“Katelyn was friendly and easy to communicate with. She sent us updates and pics of our pups every other day while we were on vacation (she also seemed respectful of wanting to let us truly enjoy our time away). The house was left very clean when we returned and our boys were happy and loved!”


Charles B.Star Sitter

“Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!”


Joan P.

“Joan stayed for 3 days with my dog Charlie at my house. She was timely, responsive and took excellent care of both my home and my dog. I would absolutely ask Joan to pet/house sit for me again. Charlie is an old guy who can have separation anxiety causing him to pee in the house. Joan did such a great job making him feel safe and happy.”


Jaclyn O.

“Cannot recommend Jaclyn highly enough. She was nothing short of amazing. Anyone can watch your dog but only a special person can make them feel as loved and cared for as you do. 100% will book her again!”


Jasmine T.Star Sitter

“Jasmine was amazing! She was extremely communicative and professional. I would absolutely book Jasmine again. She sent tons of photos and updates and my pets loved her!”


Anne K.

“Anne took great care of my boys while I was away for 5 days. I never worried that they weren't having a good time with her there!”


Heather Z.

“Heather was so sweet and understood our animals are our family. She sent pictures throughout her stay which really put my mind at ease. We will book Heather again for the future!!”


Ncais V.
“Ncais was fantastic! They provided excellent care for my dog, following all instructions and sending regular updates with photos. My dog came back happy, relaxed, and clearly well-loved. Communication was prompt and professional, making the process stress-free. I highly recommend Ncais and will definitely book again!”


Megan C.

“Megan was wonderful with our cat Leo! She cared for him and our home like they were here own. She sent plenty of picture and videos and didn’t hesitate to reach out with questions to make sure Leo got the best care possible. We look forward to working with Megan again!”


Carter K.
“Great with dogs and always has been, he has two of his own! I would definitely recommend Carter to take care of your dogs, hes great!”


Cynthia E.

“Cyndi has taken care of my 3 Cats Liza,Halston,and Thor numerous times. Cyndi takes care of their daily needs but, keeps them entertained. They ❤️ her.”


Jenn L.

“Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!”


Yolanda W.Star Sitter
“I can’t say enough about Yolanda and her wonderful services Often having big dogs like Rottweilers its extremely hard to find care for them while attempting to vacation but thanks to Yolanda , I was able To be at peace while away. She took care of my babies(dogs) as if they were hers, even going as far as sending me pictures and videos of my pets during the duration of my vacation. I highly recommend her services. Especially for larger breeds of dogs. Thanks Again.”


Selena M.
“Selena did an amazing job caring for my cat, Gracie! She made sure Gracie was well fed, comfortable, and had plenty of attention while I was away. It’s clear she genuinely loves animals and treats them like her own. I highly recommend Selena to anyone looking for a reliable and caring pet sitter!”


Perseus M.
Star Sitter

“When I needed someone to care for my two dachshunds, two cats, and even my turtle while I was out of town for a work trip, Perseus stepped up without hesitation. I was initially nervous about leaving my pets, but knowing Perseus would be watching my babies put my mind at ease. He took the time to understand each animal’s unique needs—the dachshunds' love for belly rubs and short walks, the cats' different personalities and feeding schedules, and even how to properly care for my turtle’s tank. Not only was everything spotless when I returned, but my pets seemed calm and happy, which is the ultimate testament to how well they were cared for. Perseus has a natural connection with animals and goes above and beyond to ensure their comfort and safety. I wouldn’t hesitate to trust him again and would wholeheartedly recommend him to any pet parent looking for someone dependable, kind, knowledgeable, and attentive.”
How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Hilltop Parish.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Hilltop Parish house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
