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Hillary O.

5.0 out of 5 stars
8 repeat clients
Profile image

Hillary O.

5.0 out of 5 stars
8 repeat clients

Contact for House Sitting

from $50 per night

Highlights

Enhanced background check
25 years of experience
Can administer medication
Special needs experience
Senior dog experience

Pet care experience

Your dog's new best friend!

I have taken care of dogs my whole life -- both my own dogs and as the go-to sitter for friends, family, colleagues, and neighbors. Across my extensive time caring for dogs, I have gained experience with dogs of all sizes and temperaments. I am particularly good with nervous or timid dogs, and I am very comfortable with dogs who have special medical needs. Two years ago, I had to say goodbye to my own greatly beloved dog after a couple of years of very intense cancer care. While I am not ready for a new dog of my own yet, I am eager to shower other people's dogs with affection and care.

Qualifications

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

Pets

Safety, trust & environment

I do not currently have any other animals in the home, and your dog will receive my full attention! I have a wide variety of dog beds for them to try out and toys for them to play with.

Ratings and reviews

5.0
stars
17 ratings
James P.
5.0 out of 5 stars
House Sitting • Sep 29, 2025

Hillary was great as usual. She is my go to sitter for Mulligan when I can't be home. She sends lots of updates and Mulligan is always happy when she comes over.

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Kelley J.
5.0 out of 5 stars
House Sitting • Sep 29, 2025

Hillary is a fantastic Rover mom. She is more than prepared, diligent, informed, and she was more curious about Winnie as an individual dog than I have ever encountered before on Rover. It made us feel really good, and was just a lovely experience at the Meet and Greet. She made us feel SO at ease leaving our home and our Winnie with her. We have already rebooked with her and she just left yesterday because she did every single thing we asked when it came to Winnie, and she was so respectful of our home. We HIGHLY recommend Hillary! Cannot say enough good things!

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John & Anna K.
5.0 out of 5 stars
Dog Walking • Sep 18, 2025

Hillary is awesome! Super communicative and my dogs love her. Definitely will keep coming back to her in the future!

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Lexi N.
5.0 out of 5 stars
Doggy Day Care • Sep 06, 2025

Hillary is absolutely amazing! She is so friendly and I feel completely safe leaving Kiwi with her. On our first meeting, Hillary came prepared with all of the right questions to make sure she knew how to best care for Kiwi, which meant a lot! Kiwi loves her and would get so excited to arrive at Hillary’s. Hillary has been invaluable for my peace of mind knowing that Kiwi was well taken care of. Kiwi has anxiety and Hillary was so accommodating and understanding about ensuring Kiwi is comfortable. She sends adorable photos and has plenty of dog toys/puzzles that Kiwi had so much fun with. I would recommend her to anyone! Kiwi and I are so appreciative!!

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James P.
5.0 out of 5 stars
House Sitting • Sep 06, 2025

Hillary was great! Mulligan loved having Hillary watch him when I was gone. She is very communicative and sends lots of pictures

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Parker E.
5.0 out of 5 stars
Dog Walking • Sep 04, 2025

Always great with my pup! Easy to coordinate and very thorough in her reports. She’s one of my pup’s favorites!

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Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
SMTWTFS
SMTWTFS

Schedule

I have a very flexible schedule and am available for dog care most days. On days listed as available, I am able to spend almost all of the time at home with the dog(s).

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
Hillary can host up to 1 pet per night
I love to learn about what really motivates different dogs. Do they respond really well to praise and affection? Are they led by their stomach? Do they really want to use their walks for Maximum Sniffing? Each dog is an individual, and the more I know about their specific personalities, the better!
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.