House Sitting In Midtown Milwaukee
Find a loving house sitter to watch over your pets and your home.

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Top rated Midtown 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 a Godsend, one of our cat's requires daily meds, which he hates taking, and she made sure he got them with understanding and positivity, even when personally tested knowing the need that he received them.”


“Jasmine was a fantastic person to have house sit for our pets! She sent many updates and photos. I know that she took the best care of our Great Dane (and cat!). I would highly recommend her! Hope we can book her again.”



“Ashley house and dog sat for us for 3 nights and it worked out great. She sent pics and updates daily. My skittish pooch seemed unbothered by our absence and the house looked cleaner than we left it actually. Highly recommend Ashley and would definitely book her again”


“Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!”


“I loved Alyssa's help taking care of my dog Tango. She did everything I asked her to do. She was very responsible and my dog Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.”


“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.”


“Megan was so great! We got lots of pics and videos and our pups were happy and chill when we got back, even after it being too cold to go outside much. Will definitely call again - thanks!”


“Melissa watched my kittens for five days while I was away and she was absolutely great! Very dependable and provided updates. She sent me photos and was a great communicator. She took excellent care of my kittens and home. I had peace of mind while away from them for the first time while they were in Melissa’s care. I highly recommend her and I’d love to have her care for them again in the future. Thanks Melissa!”


“Alex was a great person to have watch our dog. He made sure she was walked, fed and protected when she was scared that we were not here. He is a kind and respectable man. He even made sure that any dishes he used were ran thru the dishwasher before he left. We will definitely look to have him sit for us again when we are out of town again.”



“Jamila is the Best! Repeat dog walking and in-house sitting and she is consistently great with our now 9year old dog and cat. She is a part of the pack now :)”


“Jo is simply the best sitter out there! She takes care of my dog so well and treats him like a king. He has his own vacation when I’m gone and I could not recommend Jo enough to take care of your furry family. I know mine already misses her!”



“Billy was awesome and responsive. Gave us updates throughout the day, and took great care of Apollo. Billy asked questions and followed instructions as well us took good care of our place. Would definitely recommend and use Billy again.”


“This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!”


“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.”


“Nikki was great! She answered our request promptly when we needed a sitter for our two Poms after our pre-arranged sitter we used to use said she couldn’t do our 1 day dog sitting. We were visiting from TN and wanted to attend the State Fair. We would have had to go two different days but this way we could be gone all day and know our dogs were in good hands. She arrived early to get to meet them and get instructions on walking, feeding and meds. She is a very sweet woman and your dogs will love her! If we come to WI with our dogs next year, I will try and book Nikki again!”

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 a Godsend, one of our cat's requires daily meds, which he hates taking, and she made sure he got them with understanding and positivity, even when personally tested knowing the need that he received them.”


Jasmine R.Star Sitter

“Jasmine was a fantastic person to have house sit for our pets! She sent many updates and photos. I know that she took the best care of our Great Dane (and cat!). I would highly recommend her! Hope we can book her again.”




Ashley W.Star Sitter

“Ashley house and dog sat for us for 3 nights and it worked out great. She sent pics and updates daily. My skittish pooch seemed unbothered by our absence and the house looked cleaner than we left it actually. Highly recommend Ashley and would definitely book her again”


Adrienne N.Star Sitter

“Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!”


Maiah D.Star Sitter

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


Alyssa B.

“I loved Alyssa's help taking care of my dog Tango. She did everything I asked her to do. She was very responsible and my dog Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.”


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.Star Sitter

“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.”


Megan D.Star Sitter

“Megan was so great! We got lots of pics and videos and our pups were happy and chill when we got back, even after it being too cold to go outside much. Will definitely call again - thanks!”


Melissa H.Star Sitter

“Melissa watched my kittens for five days while I was away and she was absolutely great! Very dependable and provided updates. She sent me photos and was a great communicator. She took excellent care of my kittens and home. I had peace of mind while away from them for the first time while they were in Melissa’s care. I highly recommend her and I’d love to have her care for them again in the future. Thanks Melissa!”


Alexander A.Star Sitter

“Alex was a great person to have watch our dog. He made sure she was walked, fed and protected when she was scared that we were not here. He is a kind and respectable man. He even made sure that any dishes he used were ran thru the dishwasher before he left. We will definitely look to have him sit for us again when we are out of town again.”


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.”




Jamila M.
Star Sitter


“Jamila is the Best! Repeat dog walking and in-house sitting and she is consistently great with our now 9year old dog and cat. She is a part of the pack now :)”


Elizabeth J.Star Sitter

“Jo is simply the best sitter out there! She takes care of my dog so well and treats him like a king. He has his own vacation when I’m gone and I could not recommend Jo enough to take care of your furry family. I know mine already misses her!”




William L.

“Billy was awesome and responsive. Gave us updates throughout the day, and took great care of Apollo. Billy asked questions and followed instructions as well us took good care of our place. Would definitely recommend and use Billy again.”


Hope S.

“Hope was wonderful and we will certainly have her back again! She left detailed notes and gave us pictures, her communication was great and our dog loved her.”


Lily S.Star Sitter

“This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!”


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.”


Nikki G.

“Nikki was great! She answered our request promptly when we needed a sitter for our two Poms after our pre-arranged sitter we used to use said she couldn’t do our 1 day dog sitting. We were visiting from TN and wanted to attend the State Fair. We would have had to go two different days but this way we could be gone all day and know our dogs were in good hands. She arrived early to get to meet them and get instructions on walking, feeding and meds. She is a very sweet woman and your dogs will love her! If we come to WI with our dogs next year, I will try and book Nikki again!”
Over 10 pet parents in Midtown have booked house sitting
Midtown pet parents share their Rover experiences
Molly was a fantastic house and dog sitter! She left our home spotless, provided daily updates that we really appreciated, and kept us at ease while we were away. Our dog was happy (and tired!) when we returned, which let us know she had a wonderful time with Molly. We’d highly recommend her!

Ashley house and dog sat for us for 3 nights and it worked out great. She sent pics and updates daily. My skittish pooch seemed unbothered by our absence and the house looked cleaner than we left it actually. Highly recommend Ashley and would definitely book her again

Rhonda did an excellent job with my 2 pups while I was away for 10 days. Lot's of walks with regular updates to me. Not sure the dogs even cared that I left them. She also took great care of my house and even baked me some delicious pumpkin bread to have upon my return. Rhonda is wonderful and I will use her again.

Erica always does an amazing job watching our pup! We have trusted her for several sits and it is always a great experience. She truly cares about our dog and provides multiple updates each day while watching our dog which is nice to see as you are away from your pet. I can’t say enough on how positive Erica’s care and experiences have been. Would highly recommend!

This was our first time having a house sitter/Rover care giver, and Jackie really helped put our minds at ease! She was lovely keeping our dogs comfortable and calm during the very loud local air show while we were away. Our pup Frankie had a tummy issue and bad accident in her crate, and Jackie gave her a bath and cleaned everything up amazingly. We are very grateful for all her work!

Davina did a great job house sitting and watching an overly protective and separation anxiety ridden 10 yo dog and cat. She was great to work with and visited multiple times to allow the pets to get used to her prior to our departure. Davina sent daily updates and pictures that made our vacation more enjoyable to know the fur babies were taken care of and safe. I will definitely request her in the future.

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 Midtown.
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. Midtown 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.
