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Jessica W.

5.0 out of 5 stars
12 repeat clients
Profile image

Jessica W.

5.0 out of 5 stars
12 repeat clients

Contact for Drop-In Visits

from $20 per visit

Highlights

Enhanced background check
10 years of experience
Can administer medication
Special needs experience
Senior dog experience
Can provide daily exercise

Pet care experience

Loving, attentive, and caring!

I love dogs and I have a lot of experience dog-sitting for family and friends. I have dog sat for many different breeds of dogs throughout the years. I am experienced in administering medication including insulin injections. I currently live in a studio apartment with breed and weight restrictions so I cannot take larger dogs unfortunately. I have a spare dog bed if needed. I did a lot of dog sitting when I lived in Vegas for a variety of dogs, but now that I live in Milwaukee, the majority of what I do is housesitting. However, willing to take any job that works out for both of us! General information about me: -Former Education teacher -Master’s degree -Northwestern alumni -Midwestern raised

Qualifications

12 repeat pet parents
88% response rate
Usually responds in around an hour
100% bookings with photo updates
Sends updates with Rover Cards
10 years of experience
Oral medication administration
Senior dog experience

Pets

Safety, trust & environment

I live in a studio apartment and can walk dogs frequently and take to the park. I am very respectful in a clients home and always leave things clean and nice.

Ratings and reviews

5.0
stars
48 ratings
Eliz G.
5.0 out of 5 stars
Drop-In Visits • Oct 24, 2025

We always know Maisy is in good hands!!

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Adam G.
5.0 out of 5 stars
House Sitting • Mar 25, 2025

Jessica came through with a last-minute request of mine for house/dog-sitting and did a great job!

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Eliz G.
5.0 out of 5 stars
House Sitting • Mar 20, 2025

Another great weekend away thanks to Jessica!

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Eliz G.
5.0 out of 5 stars
House Sitting • Feb 27, 2025

Jessica did a fantastic job caring for Maisy! She left the house immaculate, and our rather anxious pup was happy to see us on our return (and not worked up)! We'll have her back again!

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Thea D.
5.0 out of 5 stars
Dog Walking • Jan 10, 2025

Jessica was very communicative and on time! She did great meeting Koda for the first time.

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Kate S.
5.0 out of 5 stars
House Sitting • Jan 02, 2025

Jessica was wonderful! She was responsive, kept us updated with photos and took great care of our dog! I would definitely use her again.

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Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
SMTWTFS
SMTWTFS

Schedule

I have a new puppy, who will be away training for the first half of December. I am currently not working so I have a lot of time! When I leave to walk to the store I love taking dogs with me.

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Jessica can host up to 3 drop-ins per day
I am home most of the time and keep my phone close. I love taking pictures and will keep you updated frequently throughout the day. I keep a watchful on pets and there is nothing dangerous for them to get into over here, and please keep me informed of any dietary restrictions when it comes to dog treats!
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.