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Winston D.

5.0 out of 5 stars
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Winston D.

5.0 out of 5 stars

Contact for Drop-In Visits

from $16 per visit

Highlights

Enhanced background check
9 years of experience
Can administer medication
Can provide daily exercise

Pet care experience

foster parent and animal lover!

I've fostered puppies before, and grew up with dogs, so even though I don't have any of my own I know how to care for them. I love to be outside, so your dog would get lots of walks and play time in the park!

Cat care experience

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cat dad of two!

Winston also cares for cats. Learn about their cat-specific care experience.

Qualifications

100% response rate
Usually responds in under an hour
100% bookings with photo updates
Sends updates with Rover Cards
9 years of experience
Oral medication administration
Injected medication administration
Can provide daily exercise

Pets

Safety, trust & environment

I am very respectful of people's space and always try to leave it better than I found it. I'm available both for drop in visits as well as overnight stays if you want to make sure your pet doesn't get lonely while you're away!

Ratings and reviews

5.0
stars
1 rating
Karl G.
5.0 out of 5 stars
Drop-In Visits • jun 22, 2026

Winston was very communicative and was able to take my last minute request to take care of Elvis and Frank with a drop-in visit! Would absolutely book Winston again for any future care needs 🐶🐾 Thank you again Winston!

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Kaitlin C.
apr 15, 2026

Winston is an exceptional, caring and respectful pet sitter. He always treats my cats with so much love and kindness, it’s as if they were his own. He is extremely responsible and diligently follows detailed instructions when caring for my special needs cat, Ted. He has even cleaned up messes from the ocasional hairball or accident. I would highly recommend Winston as a pet sitter! When I leave my cats in his care, I feel safe and assured that they’re in the best hands.

Jodi E.
apr 14, 2026

Winston was amazing with my 3 cats. Not only did he do the daily essentials of feeding, making sure they had water and litterbox care, but he spent time with my spoiled girls. He talked to them and sat on the couch and spent time loving on them and petting them. I miss my girls so much when I have to leave them, but Winston even took care of me by sending me a daily picture and report on how they were doing. I have wanted to travel since retiring and just felt so bad thinking my animals were bored and lonely, but I don't worry about that anymore now that my cats have a friend in Winston. Thank you for everything and I hope you remain with Rover for years to come!!!

Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
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SMTWTFS

Schedule

I can be accommodating to what works best for you because I have a fairly flexible work schedule with the ability to work from home as needed!

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Winston can host up to 3 drop-ins per day
The most important information for you to let me know ahead of time is what your dog's typical schedule is and what their care needs would be during the time you're away. This way we can determine whether it'll be a good fit, and everything else I'd love to discuss by coming over to meet yourself and your dog in person!
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.