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Maddie M.

5.0 out of 5 stars
21 repeat clients
Profile image

Maddie M.

5.0 out of 5 stars
21 repeat clients
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Near North Side, Chicago, IL

Contact for House Sitting

from $72 per night

Highlights

Enhanced background check
15 years of experience
Can administer medication
Senior dog experience
Can provide daily exercise

Pet care experience

Loves dogs more than people.

I have grown up with Leonbergers my whole life and understand the unconditional love between dogs and their owners. I am more than equipped to take care of large breeds and energetic breeds. I treat every dog I meet as if they were my own (unfortunately, I can't afford my own right now). I'm more than willing to take your dog(s) to the dog park (huge fan), on specified walks/runs, or just out and about with me. I like to believe I'm an expert snuggler/belly rubber (I have yet to be told otherwise). I can wake up early/stay late to let your dog(s) out or for a walk or I'm willing to stay at your home if that makes you feel more comfortable. I have experience with both circumstances.

Qualifications

21 repeat pet parents
100% response rate
Usually responds in under an hour
100% bookings with photo updates
Sends updates with Rover Cards
15 years of experience
Oral medication administration
Senior dog experience

Safety, trust & environment

I live in an apartment so I cannot provide boarding. I’m more than happy to stay at your place and make sure your animal(s) remain calm and comfortable in a familiar environment. Always happy to take your animal(s) out on any outings whether it be to the park, on walks, or to get a pup cup :)

Ratings and reviews

5.0
stars
54 ratings
Olivia G.
5.0 out of 5 stars
House Sitting • Sep 27, 2026

Maddie was AMAZING. She took such good care of my golden retriever, Goose. She consistently sent pictures and updates, and may me feel at ease the entire time I left my little guy!

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David E.
5.0 out of 5 stars
House Sitting • Sep 17, 2026

Super flexible when we needed her to be and took amazing care of our dog Goose

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Amanda S.
5.0 out of 5 stars
House Sitting • Sep 13, 2026

Maddie was so kind and made my snuggly boy Remy feel so comfortable!

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Katrina C.
5.0 out of 5 stars
House Sitting • Jul 05, 2026

Maddie was absolutely fantastic! From the moment we left, she communicated proactively and kept us updated, which gave us so much peace of mind. She treated Maximus like he was her own, and it was clear from every update how much she genuinely cared about him. She also took wonderful care of our home and was incredibly respectful throughout her stay. The best sign of all was how much Maximus loved her! We were able to fully enjoy our trip knowing he was in such caring, capable hands. We would absolutely book Maddie again and highly recommend her to anyone looking for a trustworthy, compassionate sitter.

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Ashley S.
5.0 out of 5 stars
House Sitting • May 19, 2026

Excellent communication and made me feel better about leaving my pup!

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Mark M.
5.0 out of 5 stars
House Sitting • May 14, 2026

Came home to a clean house and a happy dog! Great communication. And flexibility, would book again.

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Calendar and availability

Available
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Schedule

I have a full time work from home job. I use Rover as a way to supplement my income and get my dog fix in!

Cats
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Maddie can host up to 1 pet per night
If the dog has any aggression towards any people or other dogs, just so I know areas to avoid and when to make sure I have a tighter grip on the leash. If the dog is house trained, has any fears, or is on medication.
Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.