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Kailey D.

Winter park, FL

5.0 out of 5 stars
5 reviews
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Services

Kailey can care for

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs

Availability

My schedule this summer is very flexible and I make a good effort in ensuring that my calendar is up to date. I am able to ensure that each dog I care for gets the attention they deserve.

Available
Not available
SMTWTFS
House Sitting Cancellation Policy:

About Kailey D.

Communication

1 repeat pet parent
96% response rate
Usually responds in a few minutes
50% bookings with photo updates

Skills

10 years of experience

Safety, trust & environment

I ensure that I go by the instructions given to me by the owners as pertaining to feeding and walking schedule. I do my best to be the best fill in for your pet as you are away. Overall I like to ensure even with you away that there really is no difference in your pets schedule or day to day routines.

Information Kailey D. would like to know about your pet

I would like to know the temperament of your animal, so I know what the best approach is. I would like to know what your dog's likes and dislikes are. Overall, I would like to be informed of any issues or problems that may come up while I'm watching your dog. I'm here to provide the best service and with your help this can be possible!

A typical day

I will sit with the dogs and give them the attention they would receive if their owner was home. I will play with them and walk them. Will give them the stimulation and attention they need!

Location

Winter park, FL

Kailey D.'s Neighborhood

Pets

Come sit, play and stay

Pet care experience

With having dogs all my life I know nothing different. I’ve had 2 dogs for the last 7 years with most recently getting 3 more. I'm open to all dogs and will treat your fur babies like they were mine!

Reviews

John G.
House Sitting • maj 31, 2026
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Kailey is awesome! She cared for my senior dog and cat while I was out of town. My animals loved her.

Kayla G.
House Sitting • maj 27, 2026
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Kailey did an amazing job house sitting for our 1 year old golden doodle and our cat while we were out of town for the weekend! She was prompt, proactive, and easy to communicate with. We provided updates and didn’t hesitate to reach out to get clarification on care instructions. We came home to a happy puppy and she left our home spotless!

aubreemanderson
House Sitting • jan 22, 2026
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It was such a pleasure having Kailey house sit for my two dogs. Not only did she love my dogs like her own, but she did the same for my house! She went above and beyond and it was so comforting knowing she was there to keep my dogs company in my absence. She also left my house in better condition than it was when she arrived, totally unexpected! Kailey will be my first contact now any time I have to leave town. I’m so thankful for her!

John D.
nov 01, 2025

Kailey has dog sat my dog many times and my dog can be high maintenance and annoying sometimes. He has to sit right on you or is constantly wanting to go out. Although he is as gentle as a baby, he certainly likes his people. Kaily has always been good about walking him, feeding him, and treating him as if he were her own. She sends me daily updates with pictures at the end of the day so that I can just have something to remind me of what I am missing. Kailey is responsible and always goes the extra mile to provide my dog with the best care every. I am lucky to have found such a bright, intelligent, caring person as I have found in Kailey. She's the best. The best sitter for the best dog ever.

About Kailey D.

Communication

1 repeat pet parent
96% response rate
Usually responds in a few minutes
50% bookings with photo updates

Skills

10 years of experience

Safety, trust & environment

I ensure that I go by the instructions given to me by the owners as pertaining to feeding and walking schedule. I do my best to be the best fill in for your pet as you are away. Overall I like to ensure even with you away that there really is no difference in your pets schedule or day to day routines.

Information Kailey D. would like to know about your pet

I would like to know the temperament of your animal, so I know what the best approach is. I would like to know what your dog's likes and dislikes are. Overall, I would like to be informed of any issues or problems that may come up while I'm watching your dog. I'm here to provide the best service and with your help this can be possible!

A typical day

I will sit with the dogs and give them the attention they would receive if their owner was home. I will play with them and walk them. Will give them the stimulation and attention they need!

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.
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Kailey D.

Winter park, FL

5.0 out of 5 stars
5 reviews