House Sitting in Wilson Park, Milwaukee
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Top rated Wilson Park house sitters
“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”
“Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!”
“As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.”
“Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.”
“Highly recommend Emily’s services!! She made our senior dog so comfortable during her 4 day in home pet sitting. We received daily updates & pictures, and we could tell how much our dog enjoyed spending time with her! It can be nerve wracking leaving a senior dog at home, but we were never worried about our dogs care and safety while we were gone and Emily was with him.”
“Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.”
“I am a repeat consumer of Sarah’s pet sitting. She is phenomenal. For this house sitting visit, I was out of the country and there was a snow storm back home. I was super concerned, but didn’t need to be. Sarah still made every visit and the sleep overs punctual and full of fun for my dog. Sent tons of pictures and details notes. Recommend Sarah hands down!”
“Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.”
“Alex did a great job taking care of my 3-year-old dog (Daisy) for three nights in my home while I was out of town! In particular, I could tell that Alex was attentive to helping Daisy stay in her usual routine. Daisy likes to be interactive with playtime and pets/snuggles, and Alex was receptive. When I got home, Daisy seemed content and in good spirits. I highly recommend Alex whether it's for walks/drop-ins or overnight.”
About: I’ve had at least 1 pet my entire life, so I’m no stranger to caring for pets in my home. Beginning in middle school and until now, I’ve been entrusted by family, friends, and coworkers to take care of their pets while they’re away. I have experience with house visits, walking or dog park trips, and overnight care. While I don’t have direct experience with pets who require medical attention, I’d be happy to learn with you. I do have experience with senior pet care. Overall, I guarantee I’ll take care of your pet like my own! I recently graduated from PA school and am job searching currently, so I have plenty of time to play with your pets! I’m available for daytime care or overnight care daily. When looking after your pet, I will always take care of them like my own. I’m happy to play with them in the yard, take them on walks or to the park, lounge with them on the couch on a rainy day, or crate them if needed. I can stick to strict meal or medication times and will ensure they have potty breaks with appropriate clean up.
“Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.”
“Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.”
About: I've been around animals my whole life and currently share my home with three cats and one dog - it's a full house! I have hands-on experience caring for senior dogs, including my own 13-year-old who needs daily medication. I also grew up with huskies, so I'm no stranger to high-energy breeds and the active care they require. On the flip side, I'm just comfortable with laid-back pus - my pug keeps things goofy and fun. Whether it's administering meds, going for long walks, or just providing companionship, I bring patience, energy, and love to every pet I care for. I work full-time remotely, which gives me the flexibility to offer morning and afternoon drop-ins and walks during the week. On weekends, I'm fully available for all listed services and can accommodate a wider range of times. My home has a partially fenced yard and system of tall gates inside to safely separate cats and dogs when needed, so every pet can feel secure and relaxed. I'm happy to kennel your pup if that's part of their routine or needed for comfort. Your pet's safety and peace of mind are always my top priority.
About: I’ve cared for dogs of all sizes, ages, and temperaments—from playful puppies to wise senior pups. What sets me apart is my open-minded, patient approach coupled with a strong attention to detail. I make it a priority to understand each dog’s routine, energy level, and personality so they feel safe, seen, and loved. I have experience with crate training, basic obedience reinforcement, and administering oral medications. Whether it’s a slow walk for an older dog or high-energy playtime for a younger pup, I tailor every visit to their unique needs. I'm an elementary school teacher who goes back to the grind in September. I'm open 7 days a week! I can swing by when the time is best! Whether caring for pets in my home or yours, I aim to keep things calm, consistent, and tailored to your pet’s routine. When caring for pets in a client’s home, I treat it with the same respect I would my own. I follow your instructions closely, maintain routines your pet is used to, and provide detailed updates with photos to keep you informed and at ease. My goal is to give your dog a stress-free experience, full of love and attention while you’re away.
“Alexy & Dylan were great. Loved getting all the pictures and updates while we were away. Will definitely be using them again! Thank you so much!”
Loving house sitters in your neighborhood
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Addoris D.
“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”
Keisha P.Star Sitter
“Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!”
Ashley W.Star Sitter
“As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.”
Blythe R.Star Sitter
“Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.”
Emily S.Star Sitter
“Highly recommend Emily’s services!! She made our senior dog so comfortable during her 4 day in home pet sitting. We received daily updates & pictures, and we could tell how much our dog enjoyed spending time with her! It can be nerve wracking leaving a senior dog at home, but we were never worried about our dogs care and safety while we were gone and Emily was with him.”
Rachel H.
“Rachel is SO great! Excellent communication, took care of the special needs of our dog and his meds. Came back to happy pets and a spotless house!”
Emily M.
“Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.”
Maiah D.Star Sitter
“Maiah is great and my dogs love her! Rebooking her again!”
Lynette F.Star Sitter
“Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.”
Jackson C.
“He's great! Sent daily pictures. Communicates well. VERY clean and tidy. He made my life a whole lot easier. Highly recommend and I will use him again.”
Sarah J.Star Sitter
“I am a repeat consumer of Sarah’s pet sitting. She is phenomenal. For this house sitting visit, I was out of the country and there was a snow storm back home. I was super concerned, but didn’t need to be. Sarah still made every visit and the sleep overs punctual and full of fun for my dog. Sent tons of pictures and details notes. Recommend Sarah hands down!”
Berenice B.
“Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.”
Alexander A.
“Alex did a great job taking care of my 3-year-old dog (Daisy) for three nights in my home while I was out of town! In particular, I could tell that Alex was attentive to helping Daisy stay in her usual routine. Daisy likes to be interactive with playtime and pets/snuggles, and Alex was receptive. When I got home, Daisy seemed content and in good spirits. I highly recommend Alex whether it's for walks/drop-ins or overnight.”
Sydnee E.
“I began hiring Sydnee when she was in middle school to take care of my two girls, Mollie and Frannie. She was always loving and took care of them as if they were her own. Sydnee dog sat off and on all through high school and college too. When Frannie developed diabetes, Sydnee was eager to learn how to best give Frannie her injections. I miss having her nearby and truly wish I could hire her again to take care of my girls. Sydnee was always very respectful of my home leaving it just the way I like it. I highly recommend!”
Devon W.Star Sitter
“Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.”
Sawyer U.
“He did great with our two dogs, one of whom is an anxious 60lb pitbull mix. He communicated clearly and was very responsive. Would definitely recommend.”
Samantha B.
“Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.”
Stephanie C.
“Stephanie is a top-tier dog whisperer—equal parts dependable caregiver and canine concierge. Whether she welcomed our pups into her home or came to ours, she showed up with love, energy, and a camera roll full of happy tails. She played, she pampered, and she always made sure the outdoor business got handled (dignity intact). Our dogs practically packed their own bags when it was time to visit her—and didn’t even give us a second glance. If Rover had a 10-star rating system, she’d break it.”
Cody W.
“I have had the pleasure of knowing Cody both as a teacher and as a pet owner for more than a decade - there’s a surprisingly amount of overlap in skills that makes someone great at both. He’s patient, a great listener, and meets the other person or animal at their level. I’ve seen him track down and coax out a skittish cat hiding in the drop ceiling of a basement with catnip and the promise of chin rubs. I’ve seen his ability to teach a wild puppy how to politely walk on leash and stop at all crosswalks. 10/10 would recommend.”
Alexy & Christian G.Star Sitter
“Alexy & Dylan were great. Loved getting all the pictures and updates while we were away. Will definitely be using them again! Thank you so much!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. 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 away
3. 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 Wilson Park.
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. Wilson Park 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.
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