House Sitting in Roosevelt Grove, Milwaukee
Find a loving house sitter to watch over your pets and your home.

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Top rated Roosevelt Grove house sitters

“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.”


“We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!”


“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!”


“Melissa is genuinely amazing. From the meet and greet to the moment we returned home, I’m so grateful and impressed by her. She kept our boys active and happy (and handled our big puppy so well!) Melissa communicated so well, and we returned to the house just as we left it. Highly recommend Melissa. She really cares about the dogs and making you feel comfortable while you’re away.”



“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.”


“As always, Lily goes above and beyond. Helped navigate an u expected, significant GI problem with one of the dogs that required a visit for emergency care and helping mitigate a significant clean-up job. Communicated fantastically throughout the saga”


“Jessica was great! Super communicative and sent lots of pictures! My boys are a handful and don't like strangers, so if she can handle them she can handle any high maintenance pups!”


“Rachel was great with our pup and cats, as always! While away we can feel confident the house and pets are being cared for and they all get lots of snuggles!”


“Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!”


“Lenys did a fantastic job watching my dog Miles. She was very attentive to him, and she provided transparent communication as well as pictures throughout the week. I would highly recommend her.”


“Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!”


About: I’ve taken care of elderly dogs, as well as new puppies, and know how to meet the needs of every unique pet that I work with in my life. I am always conscious about disrupting their routine as little as possible while their humans are gone, and take care to give them as much kindness and love as possible. I work in theatre in the evenings, but have my mornings and afternoons free. I enjoy dog sitting when I don’t have a show, as well as drop in visits and walks to help folks who work a 9-5 job. I always strive to respect and diligently care for the pets in my care. I always write down any instructions I receive, and make sure to cross check that to provide the highest quality care and service for folks. I treat the pets I care for with the kindness, calmness, and love that I would want someone to take care of my own pets.

“Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!”


About: I’ve been pet sitting for over 15 years and have taken care of pets twice that long. I’m a pet owner myself and watch pets for friends and family! I’m self-employed and have a very flexible schedule to meet your pet’s needs! I own a car and am able to make it jobs throughout the week. I’m happy to play with pets, check in on them, let them out for potty breaks or walk them! I love the different personalities of pets and have a passion for animals (I’m a Virgo/earth sign and we love animals!).

“Liz was great at following instructions and was super receptive to any feedback or request. She took care of my boys and the house. She kept me updated and seemed to really care for the boys.”


“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.”


“Travis did a great job. He communicated well throughout the entire process and was easy to work with. He provided photos and updates throughout the 3 days he watched our dogs. Will definitely use him again in the future!”


“Marilia did a great job staying with our pup and walking , feeding, playing and just being there for him. She spent 3 nights and fleas very responsive and respectful of our home . Was thankful she was available, Will hire again .”



“Jeremy was great with our dogs and our home. He encouraged play, comforted them, and ensured they were fed and watered appropriately. His intuition to our dogs behavior was also spot on, it’s obvious he is a great care giver. I would highly recommend him!”

Loving house sitters in your neighborhood
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1. Emily S.

“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.”


2. Keisha P.

“We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!”


3. Jasmine T.

“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!”


4. Melissa H.

“Melissa is genuinely amazing. From the meet and greet to the moment we returned home, I’m so grateful and impressed by her. She kept our boys active and happy (and handled our big puppy so well!) Melissa communicated so well, and we returned to the house just as we left it. Highly recommend Melissa. She really cares about the dogs and making you feel comfortable while you’re away.”




5. 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.”


6. Lily S.

“As always, Lily goes above and beyond. Helped navigate an u expected, significant GI problem with one of the dogs that required a visit for emergency care and helping mitigate a significant clean-up job. Communicated fantastically throughout the saga”


7. Jessica Z.

“Jessica was great! Super communicative and sent lots of pictures! My boys are a handful and don't like strangers, so if she can handle them she can handle any high maintenance pups!”


8. Rachel H.

“Rachel was great with our pup and cats, as always! While away we can feel confident the house and pets are being cared for and they all get lots of snuggles!”


9. Joanne & Becky J.

“Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!”


10. Lenys H.

“Lenys did a fantastic job watching my dog Miles. She was very attentive to him, and she provided transparent communication as well as pictures throughout the week. I would highly recommend her.”


11. Carrianne L.

“Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!”


12. Addoris D.
“Adi was an absolute gem. My dog Ruby loved her and we were sad when she moved to Chicago. She takes incredible care and was always prompt when messaging me about any issues (Ruby has to take medication every day and she can sometimes be a nightmare about it). Would highly recommend her, especially for your elderly dogs that need a little bit of extra love and attention.”


13. Kathryn D.

“Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!”


14. Emily M.
“From day one, Emily treated Stout like her own. She’s responsible, attentive, and has this magical calming energy that even my high-strung pup couldn't resist. Walks? Always on time. Feedings? Spot on. Belly rubs? Endless. But here's the thing: I think my dog likes her more than he likes me. I once picked him up and he gave me a look like, "Oh... it's you." So yeah. Emily's that good. If you’re looking for someone who’ll love your pet like family and send you the cutest photo updates, Emily is your person.”


15. Liz P.

“Liz was great at following instructions and was super receptive to any feedback or request. She took care of my boys and the house. She kept me updated and seemed to really care for the boys.”


16. 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.”


17. Travis H.


“Travis did a great job. He communicated well throughout the entire process and was easy to work with. He provided photos and updates throughout the 3 days he watched our dogs. Will definitely use him again in the future!”


18. Marilia D.

“Marilia did a great job staying with our pup and walking , feeding, playing and just being there for him. She spent 3 nights and fleas very responsive and respectful of our home . Was thankful she was available, Will hire again .”




19. Jamila M.


“Jeremy was great with our dogs and our home. He encouraged play, comforted them, and ensured they were fed and watered appropriately. His intuition to our dogs behavior was also spot on, it’s obvious he is a great care giver. I would highly recommend him!”


20. Davina A.

“Davina did a great job taking care of our dog while we were gone. She was reliable, flexible, helpful and willing to jump in to problem solve when an unexpected issue came up.”
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
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Roosevelt Grove on Rover as of Jul 2024 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jul 2024, there are 934 house sitters in Roosevelt Grove. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Roosevelt Grove house sitters respond in under an hour.
House sitters in Roosevelt Grove have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Roosevelt Grove.
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. Roosevelt Grove 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.
