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Madison S.

5.0 out of 5 stars
14 repeat clients
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Madison S.

5.0 out of 5 stars
14 repeat clients

Contact for Boarding

from $50 per night

Highlights

Madison has Star Sitter status!
Enhanced background check
20 years of experience
Can administer medication
Special needs experience
Senior dog experience

Pet care experience

I can’t wait to love your pet!

Hi! My name is Madison and I love animals! I grew up with my own dog who loved to play outside and get lots of cuddles. My husband Dylan and I have been watching dogs on Rover for several years now, and we genuinely enjoy it. We’ve worked with all kinds of dogs. In our current apartment we are able to watch dogs 25 lbs and under. When we house sit, we tag-team it together, so your dog gets lots of attention and care. We’re also happy to water plants and keep up with simple home responsibilities while you’re away. I am an elementary school teacher in Kīhei so I have lots of time in the afternoons and I am home on the weekends! We’d love to hang out with your pup! Let me know if you have any questions.

Qualifications

14 repeat pet parents
100% response rate
Usually responds in under half an hour
100% bookings with photo updates
Sends updates with Rover Cards
20 years of experience
Oral medication administration
Injected medication administration

Ratings and reviews

5.0
stars
54 ratings
Jeff H.
5.0 out of 5 stars
House Sitting • Aug 22, 2026

Madison and her husband took great care of our dogs. She communicated very well with us and kept us informed during the storm that passed through Maui while we were away. From the pictures she sent, our dogs obviously had a great time with Madison and her husband. The dogs were happy and healthy when we returned.

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Edward L.
5.0 out of 5 stars
Boarding • Jun 08, 2026

Madison was great. Relaxed and enjoy my high energy pup who loved her stay! Thank you.

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Jeanine W.
5.0 out of 5 stars
Boarding • May 07, 2026

Madison was very nice and her husband to take care my little dog. They took very good care of her and updated me about her. Thank you !

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Consuelo C.
5.0 out of 5 stars
House Sitting • May 06, 2026

I am so happy I found Madison & Dylan when my 10lb chihuahua needed care. They stayed with her for about 9 days while I was away. She is spoiled and fussy with food, needs regular walks but only when she wants them, and loves human companionship. She bonded with them right away and they cared for her with attention and kindness. Madison and Dylan are great house guests too. They made everything easy and communication was excellent. Highly recommend!

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Kim A.
5.0 out of 5 stars
House Sitting • Mar 19, 2026

Wonderful pet sitter, open communications, great photos of the fur babies, and would highly recommend. Took great care of my senior boys (cats) that require medication and made a trip to scheduled vet visit. Will definitely call on again when needed. Thank you so much!!

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Bets B.
5.0 out of 5 stars
House Sitting • Mar 02, 2026

Madison went the extra mile to care for my cat Baby Boy and also to care for my home while I was away. She is punctual, honest, dependable and communicates clearly and professionally! I will be happy to have her stay in my home and care for Baby Boy again because she is so friendly and trustworthy. It is a pleasure to get to know Madison and I look forward to the next opportunity to call on her for help when I travel. Many thanks, Madison!

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Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
SMTWTFS
SMTWTFS

Schedule

I am an elementary school teacher in Kīhei so I have lots of time in the afternoon and I always have weekends off! My husband also helps take care of the animals so that they can have lots of attention and care.

Where your pet will stay

Home characteristics

Lives in an apartment
Does not have a yard
Non-smoking household
Has no pets
No children present
Dogs not allowed on bed
Dogs allowed on furniture
Potty breaks every 4-8 hours

Safety, trust & environment

I will make sure they are fed and taken outside as often as instructed. In addition to that, I will make sure to give your pet as much attention as it wants. I probably want to play with them more than they can imagine!

A typical day

I love to take dogs on walks, runs, or a fun hike if they are up for it. I am also just as happy cuddling up on the couch and spending the day in!

Cats
0 to 15 lbs
16 to 40 lbs
No females in heat
Madison can host up to 2 pets per night
Let me know if your pet had any special needs and I am happy to accommodate for them. We are happy to watch any breed of dog!
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.