House Sitting in Johnson's Woods, Milwaukee
Find a loving house sitter to watch over your pets and your home.

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Top rated Johnson's Woods 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!”



“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.”


“Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!”


“Mallory is so nice! She ensured that Kermit was comfortable despite fireworks and a thunderstorm in the same weekend. She sent us updates twice a day to reassure us that he was doing okay.”


“Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!”


“Rachel was absolutely amazing. She kept us posted throughout the whole night! She is amazing with dogs. We are definitely using her in the future!!!!! Couldn’t have asked for a better sitter for our crazy dog.”


“Emily did a great job with our older dog. She communicated any concerns she had with him. The house was left in pristine condition. We were thankful to have her staying with Louie.”


“Tishara was a wonderful and caring pet sitter. She stayed at our home and ensured our pups were loved on while we were gone. She was quick to communicate with us when needed and shared great photos. One of our dogs requires medicine 2x daily so Tishara made sure she understood how to administer it as well as any emergency contacts she might need while we’re gone. It is so reassuring to know someone is looking after your pets with that much care and concern.”


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.

“Sarah was a spectacular house sitter for our pets and home. She was kind, friendly and respectful of the home! I would highly recommend to anyone in the Milwaukee area!”



“Jeremy was delight for dog and house sitting, he truly loves being with dogs and it shows. I would highly recommend him for your pet care needs!”


“Zoey was amazing with my dogs and had incredible communication. This is the first time I have left my babies alone with someone and she couldn’t have made me feel more comfortable about it. Highly Recommended and I will, without hesitation, book her again!”


“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.”


“Amanda was great to work with! She was prompt to respond and set up a meet and greet. She had a questionnaire for me to fill out covering all bases about Theo’s care and house sitting which I thought was really helpful! Theo seemed to like her a lot and was quite relaxed when I returned from my trip. I got daily updates with pictures. Would definitely like to work with her again :)”


“Riley was awesome with our dog. He is a high energy, reactive Jack Russell (so not the easiest guy to watch). She was super communicative and took our crazy little guy in stride. 100% recommend.”

“We were happy to re-connect with Jordanne for dog sitting this summer. She is prompt, attentive and responsible, and so we are very comfortable with her caring for our senior dog Connor. We have already booked her for another visit!”

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!”




Ashley W.

“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.”


Keisha P.Star Sitter

“Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!”


Mallory Q.Star Sitter

“Mallory is so nice! She ensured that Kermit was comfortable despite fireworks and a thunderstorm in the same weekend. She sent us updates twice a day to reassure us that he was doing okay.”


Lexi K.Star Sitter

“Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!”


Rachel H.

“Rachel was absolutely amazing. She kept us posted throughout the whole night! She is amazing with dogs. We are definitely using her in the future!!!!! Couldn’t have asked for a better sitter for our crazy dog.”


Emily S.Star Sitter

“Emily did a great job with our older dog. She communicated any concerns she had with him. The house was left in pristine condition. We were thankful to have her staying with Louie.”


Emily M.

“Did amazing”


Maiah D.Star Sitter

“Maiah is great and my dogs love her! Rebooking her again!”


Tishara M.

“Tishara was a wonderful and caring pet sitter. She stayed at our home and ensured our pups were loved on while we were gone. She was quick to communicate with us when needed and shared great photos. One of our dogs requires medicine 2x daily so Tishara made sure she understood how to administer it as well as any emergency contacts she might need while we’re gone. It is so reassuring to know someone is looking after your pets with that much care and concern.”


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!”


Sarah J.Star Sitter

“Sarah was a spectacular house sitter for our pets and home. She was kind, friendly and respectful of the home! I would highly recommend to anyone in the Milwaukee area!”




Jamila M.
Star Sitter


“Jeremy was delight for dog and house sitting, he truly loves being with dogs and it shows. I would highly recommend him for your pet care needs!”


Zoey Y.

“Zoey was amazing with my dogs and had incredible communication. This is the first time I have left my babies alone with someone and she couldn’t have made me feel more comfortable about it. Highly Recommended and I will, without hesitation, book her again!”


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.”


Jenn S.Star Sitter

“Jenn did a great job with both of our dogs. One of our dogs is very skittish and she handled it really well. I would definitely leave them in her care again.”


Liz B.
Star Sitter


“Liz was wonderful! Excellent communication. This was my first time using Rover and she made for an amazing first experience. I will definitely use her services again.”


Amanda C.
Star Sitter


“Amanda was great to work with! She was prompt to respond and set up a meet and greet. She had a questionnaire for me to fill out covering all bases about Theo’s care and house sitting which I thought was really helpful! Theo seemed to like her a lot and was quite relaxed when I returned from my trip. I got daily updates with pictures. Would definitely like to work with her again :)”


Riley M.Star Sitter
“Riley was awesome with our dog. He is a high energy, reactive Jack Russell (so not the easiest guy to watch). She was super communicative and took our crazy little guy in stride. 100% recommend.”


Jordanne H.

“We were happy to re-connect with Jordanne for dog sitting this summer. She is prompt, attentive and responsible, and so we are very comfortable with her caring for our senior dog Connor. We have already booked her for another visit!”
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 Johnson's Woods.
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. Johnson's Woods 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.
